In and Around Cape Ann
City/town information
Nearby towns you might want to visit.
Gloucester, MA is the country's oldest seaport and is right next door to Rockport. There is a lovely loop to drive or ride that takes you around Cape Ann (just follow Rt. 127 around the cape). Gloucester has some great restaurants too, as well as some must-see historical sites like:
Cape Ann Museum: https://www.capeannmuseum.org/
The Cape Ann Museum houses the largest collection of work by native son and renowned marine artist, Fitz Henry Lane, as well as work by other prominent painters and sculptors who lived on, visited or were inspired by Cape Ann. The work of contemporary Cape Ann artists is also collected and exhibited. The permanent collection includes fine and decorative arts and artifacts from the major industries of the area—the fisheries and granite quarrying.
Hammond Castle: a modern "castle" built by the eccentric John Hammond, Jr., known as the “Father of Radio Control”, and inventor of sonar and other things. Creativity ran in the family - his father invented the Hammond organ.
https://www.hammondcastle.org/
Beauport Sleeper-McCann House - a historic home owned and designed by Henry Davis Sleeper, one of American's first interior designers with clients like Douglas Fairbanks and Mary Pickford. This is a stunning 56-room home with ocean views and themed collections and rooms. https://www.historicnewengland.org/property/beauport-sleeper-mccann-house/
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Gloucester
Gloucester, MA is the country's oldest seaport and is right next door to Rockport. There is a lovely loop to drive or ride that takes you around Cape Ann (just follow Rt. 127 around the cape). Gloucester has some great restaurants too, as well as some must-see historical sites like:
Cape Ann Museum: https://www.capeannmuseum.org/
The Cape Ann Museum houses the largest collection of work by native son and renowned marine artist, Fitz Henry Lane, as well as work by other prominent painters and sculptors who lived on, visited or were inspired by Cape Ann. The work of contemporary Cape Ann artists is also collected and exhibited. The permanent collection includes fine and decorative arts and artifacts from the major industries of the area—the fisheries and granite quarrying.
Hammond Castle: a modern "castle" built by the eccentric John Hammond, Jr., known as the “Father of Radio Control”, and inventor of sonar and other things. Creativity ran in the family - his father invented the Hammond organ.
https://www.hammondcastle.org/
Beauport Sleeper-McCann House - a historic home owned and designed by Henry Davis Sleeper, one of American's first interior designers with clients like Douglas Fairbanks and Mary Pickford. This is a stunning 56-room home with ocean views and themed collections and rooms. https://www.historicnewengland.org/property/beauport-sleeper-mccann-house/
Also part of Cape Ann, Essex is an antique-lovers dream! There are many shops to browse, selling everything from flea-market finds to fine collectibles.
Woodman's of Essex also claims to be the inventor of the fried clam, and they certainly sell a lot of them, as well as lobsters, chowder and great onion rings. Farnham's also has great clams and a bit more variety of other offerings and the Village Restaurant is a local staple.
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Essex
Also part of Cape Ann, Essex is an antique-lovers dream! There are many shops to browse, selling everything from flea-market finds to fine collectibles.
Woodman's of Essex also claims to be the inventor of the fried clam, and they certainly sell a lot of them, as well as lobsters, chowder and great onion rings. Farnham's also has great clams and a bit more variety of other offerings and the Village Restaurant is a local staple.
Ipswich claims to have more pre-revolutionary war homes than any other town in english-speaking North America, and if you take a stroll through the streets of town, you'll see many houses built in the 1600's and 1700's.
The Whipple House is a historic home open to the public. It was built in 1677, is National Historic Landmark owned by the Ipswich museum, and is considered one of the finest examples of “first period” American architecture.
Castle Hill is an estate with beautiful grounds and views, gardens and a Tudor mansion built by Richard Crane (of Crane Plumbing) as a summer home. It overlooks lovely Crane Beach and hosts castle tours and musical events during the summer. Some people say that Crane tore down his previous mansion and built the castle during the Great Depression to provide jobs to area workers.
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Ipswich
Ipswich claims to have more pre-revolutionary war homes than any other town in english-speaking North America, and if you take a stroll through the streets of town, you'll see many houses built in the 1600's and 1700's.
The Whipple House is a historic home open to the public. It was built in 1677, is National Historic Landmark owned by the Ipswich museum, and is considered one of the finest examples of “first period” American architecture.
Castle Hill is an estate with beautiful grounds and views, gardens and a Tudor mansion built by Richard Crane (of Crane Plumbing) as a summer home. It overlooks lovely Crane Beach and hosts castle tours and musical events during the summer. Some people say that Crane tore down his previous mansion and built the castle during the Great Depression to provide jobs to area workers.
"Witch City" - there are witch tours, statues and shops, but Salem is also a lovely seaport and lively place to spend a day.
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Salem
"Witch City" - there are witch tours, statues and shops, but Salem is also a lovely seaport and lively place to spend a day.
There is always something happening in downtown Newburyport, from street festivals to crafts fairs, live music and street performers. Visit the Custom House Museum for history of ships from this area or stroll the High Street to see Newburyport's many beautiful old sea captain's homes. There is also a nice walk along the waterfront of the Merrimack River.
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Newburyport
There is always something happening in downtown Newburyport, from street festivals to crafts fairs, live music and street performers. Visit the Custom House Museum for history of ships from this area or stroll the High Street to see Newburyport's many beautiful old sea captain's homes. There is also a nice walk along the waterfront of the Merrimack River.
Portsmouth, NH is a fun day-trip from Rockport - if you enjoy historical settings, Strawbery Banke is an outdoor history museum located in the South End historic district. It is the oldest neighborhood in New Hampshire to be settled by Europeans, and the earliest neighborhood remaining in the present-day city of Portsmouth.
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Portsmouth
Portsmouth, NH is a fun day-trip from Rockport - if you enjoy historical settings, Strawbery Banke is an outdoor history museum located in the South End historic district. It is the oldest neighborhood in New Hampshire to be settled by Europeans, and the earliest neighborhood remaining in the present-day city of Portsmouth.
Rockport is a quaint seaside town bursting with beaches, scenic views, art galleries, restaurants and shops. Rockport is located approximately 40 miles northeast of Boston at the tip of the Cape Ann peninsula and is accessible by train. Rockport borders Gloucester to its west, and is surrounded by the Atlantic Ocean in all other directions.
Rockport is a historic village that has been known as an art colony for many years. It is the home of Motif#1, often called the most painted building in America, and you will find renderings of it in nearly every shop, restaurant and gallery you visit!
Rockport was a "dry town" starting in 1856, when Hannah Jumper and the Hatchet Gang destroyed the town liquor supplies. It remained dry until 2005 - now you can get actual get a drink without having to drive to Gloucester!
Today, Rockport is a lovely family-oriented vacation destination, with beaches, galleries, shops and restaurants. There are some historic sites like the quarries at Halibut Point and the Paper House. If you have a sharp eye, you can still see the cannon ball embedded in the steeple of the Congregational Church during the war of 1812.
Here is a link to a brief video that highlights some typical Rockport scenes. https://www.youtube.com/watch?v=uFOmrl6bYLA
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Rockport
Rockport is a quaint seaside town bursting with beaches, scenic views, art galleries, restaurants and shops. Rockport is located approximately 40 miles northeast of Boston at the tip of the Cape Ann peninsula and is accessible by train. Rockport borders Gloucester to its west, and is surrounded by the Atlantic Ocean in all other directions.
Rockport is a historic village that has been known as an art colony for many years. It is the home of Motif#1, often called the most painted building in America, and you will find renderings of it in nearly every shop, restaurant and gallery you visit!
Rockport was a "dry town" starting in 1856, when Hannah Jumper and the Hatchet Gang destroyed the town liquor supplies. It remained dry until 2005 - now you can get actual get a drink without having to drive to Gloucester!
Today, Rockport is a lovely family-oriented vacation destination, with beaches, galleries, shops and restaurants. There are some historic sites like the quarries at Halibut Point and the Paper House. If you have a sharp eye, you can still see the cannon ball embedded in the steeple of the Congregational Church during the war of 1812.
Here is a link to a brief video that highlights some typical Rockport scenes. https://www.youtube.com/watch?v=uFOmrl6bYLA
Within walking distance
Restaurants and other attractions you can walk to from Harbor Place.
Great for your morning buzz or lavender lemonade
12 Bearskin Neck, Rockport
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Bean & Leaf Cafe
12 Bearskin NeckGreat for your morning buzz or lavender lemonade
12 Bearskin Neck, Rockport
Local coffee house with great views and excellent donuts!
27 Main St, Rockport
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Brothers Brew Coffee Shop
27 Main StLocal coffee house with great views and excellent donuts!
27 Main St, Rockport
The Red Skiff
15 Mt Pleasant StGood for breakfast and lunch
15 Mt Pleasant St, Rockport
Gourmet grocery close to Harbor Place, and the closest place to pick up a bottle of wine! They specialize in local brews, organic wines and locally-sourced cheeses and treats.
35B Bearskin Neck, Rockport
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Sea & Cellar
35B Dock SquareGourmet grocery close to Harbor Place, and the closest place to pick up a bottle of wine! They specialize in local brews, organic wines and locally-sourced cheeses and treats.
35B Bearskin Neck, Rockport
Good for lunch and dinner - and right next door! Unfortunately, they are often closed due to staffing issues.
7 Tuna Wharf, Rockport
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7th Wave Restaurant
7 Tuna WharfGood for lunch and dinner - and right next door! Unfortunately, they are often closed due to staffing issues.
7 Tuna Wharf, Rockport
THE place to go for lobster in Rockport
39 Bearskin Neck, Rockport
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Roy Moore Lobster Co
39 Bearskin NeckTHE place to go for lobster in Rockport
39 Bearskin Neck, Rockport
Nice little sandwich shop, good for takeout too
27 Mt Pleasant St, Rockport
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Hula Moon
27 Pleasant StreetNice little sandwich shop, good for takeout too
27 Mt Pleasant St, Rockport
Rockport's most elegant restaurant - pricey but good!
68 Bearskin Neck, Rockport
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My Place by the Sea
68 Bearskin NeckRockport's most elegant restaurant - pricey but good!
68 Bearskin Neck, Rockport
Another gourmet food shop that also carries some nice kitchen ware.
5 Dock Square, Rockport
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Lula's Pantry
5 Dock SquareAnother gourmet food shop that also carries some nice kitchen ware.
5 Dock Square, Rockport
Takeout burgers and Greek food.
32 Bearskin Neck, Rockport
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Bearskin Neck Leathers
7 Old Harbor RdTakeout burgers and Greek food.
32 Bearskin Neck, Rockport
Hot dogs served any way you can imagine, plus fried seafood and quesadillas.
2 Doyle Cove Rd., Rockport
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Top Dog
2 Doyle Cove RdHot dogs served any way you can imagine, plus fried seafood and quesadillas.
2 Doyle Cove Rd., Rockport
Good Hot and Sour soup; other favorites include egg drop soup, spicy Thai shrimp soup, family style eggplant, and garlic shrimp.
11 Railroad Ave., Rockport
Hong Kong Kitchen
13 Railroad AveGood Hot and Sour soup; other favorites include egg drop soup, spicy Thai shrimp soup, family style eggplant, and garlic shrimp.
11 Railroad Ave., Rockport
Creative little breakfast and lunch spot that also has nice juices and smoothies. 18 Beach St., Rockport
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two little birds eatery
18 Beach StCreative little breakfast and lunch spot that also has nice juices and smoothies. 18 Beach St., Rockport
Hours: 10 am to 3 pm Tuesday - Sunday
(and open friday nights from 7 to 9 with live music and thematic dinner. )
Live music daily from 12 - 2.
Eat-in or take out.
17 Railroad Ave., Rockport
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Whale's Jaw Cafe
17 Railroad AvenueHours: 10 am to 3 pm Tuesday - Sunday
(and open friday nights from 7 to 9 with live music and thematic dinner. )
Live music daily from 12 - 2.
Eat-in or take out.
17 Railroad Ave., Rockport
Local favorite - "Feather" and "Wedge" are granite cutting terms.
5 Main St., Rockport
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Feather & Wedge
5 Main StLocal favorite - "Feather" and "Wedge" are granite cutting terms.
5 Main St., Rockport
Fabulous coffee and baked goods. Only open Fri - Sun. And ok, it's a bit of a long walk.
1 Whistlestop Mall, Rockport
Mayflour (shop location) formerly blume
162 Whistlestop MallFabulous coffee and baked goods. Only open Fri - Sun. And ok, it's a bit of a long walk.
1 Whistlestop Mall, Rockport
Nice local restaurant with many seafood dishes and some Caribbean flair.
Fleur Cuisine Harborside - Rockport
Nice local restaurant with many seafood dishes and some Caribbean flair.
Rent a bike or kayak or take a kayak tour right from Bearskin Neck! Mention that you are in Cathy's AirBnB for a 10% discount!
9 Tuna Wharf, Rockport
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North Shore Kayak Outdoor Center
9 Tuna WharfRent a bike or kayak or take a kayak tour right from Bearskin Neck! Mention that you are in Cathy's AirBnB for a 10% discount!
9 Tuna Wharf, Rockport
Restaurants and bars in Gloucester
Restaurants and bars in nearby Gloucester.
83 Bass Ave, GLOUCESTER - Diner-type breakfast, lunch and dinner spot.
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Charlie's Place
83 Bass Ave83 Bass Ave, GLOUCESTER - Diner-type breakfast, lunch and dinner spot.
51 Rocky Neck Ave, GLOUCESTER - Nice dining on a large deck over Gloucester Harbor. Sometimes has a long wait.
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The Studio
51 Rocky Neck Ave51 Rocky Neck Ave, GLOUCESTER - Nice dining on a large deck over Gloucester Harbor. Sometimes has a long wait.
118 Main St, Gloucester - Elegant eatery in downtown Gloucester.
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Franklin Cafe Cape Ann
118 Main St118 Main St, Gloucester - Elegant eatery in downtown Gloucester.
133 Washington St, Gloucester - Local favorite with a Portuguese flavor.
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Azorean Restaurant & Bar
133 Washington St133 Washington St, Gloucester - Local favorite with a Portuguese flavor.
It's not really on the harbor, but they do have a nice raw bar and great shrimp cocktail!
64 Main St., Gloucester
Trio Restaurant & Bar
64 Main StIt's not really on the harbor, but they do have a nice raw bar and great shrimp cocktail!
64 Main St., Gloucester
Dine indoors or out at this Gloucester favorite. Live music on weekends.
63 Rogers St., Gloucester
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Blue Collar Lobster Co at The Gloucester House Restaurant
63 Rogers StDine indoors or out at this Gloucester favorite. Live music on weekends.
63 Rogers St., Gloucester
This restaurant is as close to the "restaurant scene" as we get in Gloucester!
25 Rogers St., Gloucester
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Minglewood Harborside
25 Rogers StThis restaurant is as close to the "restaurant scene" as we get in Gloucester!
25 Rogers St., Gloucester
Dine in or out at this lovely small restaurant with a Mediterranean flavor.
25 Western Ave., Gloucester
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Yella on the Water
25 Western AveDine in or out at this lovely small restaurant with a Mediterranean flavor.
25 Western Ave., Gloucester
For when you're craving a curry or Pad Thai. Their curries are very good, the Pad Thai is not as flavorful as some.
25 Rogers St., Gloucester
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Thai Choice Restaurant
272 Main StFor when you're craving a curry or Pad Thai. Their curries are very good, the Pad Thai is not as flavorful as some.
25 Rogers St., Gloucester
Upscale Chinese in Gloucester. Eat in or take out.
4 Rogers St., Gloucester
Horizon Chinese Restaurant
4 Rogers StUpscale Chinese in Gloucester. Eat in or take out.
4 Rogers St., Gloucester
Markouk Bread
338 Main StMiddle Eastern sandwiches and wraps.
338 Main St., Gloucester
Nice coffee ship that has baked goods and sandwiches.
86 Bass Ave., Gloucester
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Cape Ann Coffees
86 Bass AveNice coffee ship that has baked goods and sandwiches.
86 Bass Ave., Gloucester
Lots of people ask about this place, so I am including it... was made famous in the movie "The Perfect Storm". Somewhat of a dive, but less decrepit than it used to be. A Gloucester townie hang out.
334 Main St., Gloucester
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Crow's Nest
334 Main StLots of people ask about this place, so I am including it... was made famous in the movie "The Perfect Storm". Somewhat of a dive, but less decrepit than it used to be. A Gloucester townie hang out.
334 Main St., Gloucester
Nice deli on way in or out of town with wraps, subs and soups. Take out only. Special price on lobster rolls on Thursdays and Fridays.
71 Eastern Ave, Gloucester
Jeff's Variety
71 Eastern AveNice deli on way in or out of town with wraps, subs and soups. Take out only. Special price on lobster rolls on Thursdays and Fridays.
71 Eastern Ave, Gloucester
Wide selection of salads, along with pizza, calzones, subs, pasta, roast beef sandwiches, plus seafood plates, boxes and rolls. Delivery available.
218 Main St., Gloucester
Kings Famous Roast Beef Pizza & Seafood
218 Main StreetWide selection of salads, along with pizza, calzones, subs, pasta, roast beef sandwiches, plus seafood plates, boxes and rolls. Delivery available.
218 Main St., Gloucester
Fun, friendly atmosphere and satisfying meals. They also serve very good breakfasts.
178 Washington St., Gloucester
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George's Coffee Shop
178 Washington StFun, friendly atmosphere and satisfying meals. They also serve very good breakfasts.
178 Washington St., Gloucester
New restaurant in Gloucester, with traditional New England fare and influences from Southern California and island cuisine.
31 Harbor Loop, Gloucester
Decklyn's
31 Harbor LoopNew restaurant in Gloucester, with traditional New England fare and influences from Southern California and island cuisine.
31 Harbor Loop, Gloucester
Chic dining - delicious seafood and nice wine list. "Bar bites" menu from 4-5 pm includes specials and $1 oysters.
2 Main St., Gloucester.
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Tonno Restaurant
2 Main StChic dining - delicious seafood and nice wine list. "Bar bites" menu from 4-5 pm includes specials and $1 oysters.
2 Main St., Gloucester.
Coffee and cocktails in a lively setting with live music and a fun vibe.
3 Main St., Gloucester
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Drift
3 Main StCoffee and cocktails in a lively setting with live music and a fun vibe.
3 Main St., Gloucester
Fun pub with great wings and grilled cheese sandwiches.
242 Main St., Gloucester
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Stones Pub & Eatery
242 Main StFun pub with great wings and grilled cheese sandwiches.
242 Main St., Gloucester
Elegant dining on the harbor. Located in the Beauport Hotel, known for its excellent service and atmosphere.
55 Commercial St., Gloucester
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1606 Restaurant & Bar
55 Commercial StElegant dining on the harbor. Located in the Beauport Hotel, known for its excellent service and atmosphere.
55 Commercial St., Gloucester
This new restaurant is getting rave reviews. It's in a great location on the harbor , lively ambiance and excellent (if expensive) food and service.
Oak to Ember
This new restaurant is getting rave reviews. It's in a great location on the harbor , lively ambiance and excellent (if expensive) food and service.
Fun wine bar and gallery on lovely Rocky Neck in Gloucester. Park in the parking lot right after turning onto Rocky Neck Ave. and enjoy a stroll along the Neck past galleries and shops.
Salted Cod Arthouse
Fun wine bar and gallery on lovely Rocky Neck in Gloucester. Park in the parking lot right after turning onto Rocky Neck Ave. and enjoy a stroll along the Neck past galleries and shops.
Newly reopened in 2023 by Boston chef Barbara Lynch. Reviews indicate good food but also complain about startup pains typical of a new restaurant.
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Rudder Restaurant
73 Rocky Neck AveNewly reopened in 2023 by Boston chef Barbara Lynch. Reviews indicate good food but also complain about startup pains typical of a new restaurant.
Wonderful Italian pastries and espresso. Enjoyed by visitors and locals alike!
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Caffe Sicilia
40 Main StWonderful Italian pastries and espresso. Enjoyed by visitors and locals alike!
Breakfast places in Gloucester and Ipswich
Eggs, bacon, pancakes, French toast, sweet rolls... whatever floats your boat!
66 E Main St,, GLOUCESTER - Small breakfast place with creative omelets as well as standard, well-prepared breakfast fare.
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Zeke's Place
66 E Main St66 E Main St,, GLOUCESTER - Small breakfast place with creative omelets as well as standard, well-prepared breakfast fare.
391 Gloucester Crossing Rd , GLOUCESTER - If you are jonesing for your Starbucks coffee, this is the only one you'll find on Cape Ann!
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Starbucks
1380 Massachusetts Ave391 Gloucester Crossing Rd , GLOUCESTER - If you are jonesing for your Starbucks coffee, this is the only one you'll find on Cape Ann!
103 Eastern Ave, GLOUCESTER - The Dunkin's in Rockport is no more - if you gotta have Dunkin's coffee, this is the closest one.
Dunkin'
3 Lexington Ave103 Eastern Ave, GLOUCESTER - The Dunkin's in Rockport is no more - if you gotta have Dunkin's coffee, this is the closest one.
Mom's Kitchen
29 Commercial StreetNice breakfast selections in a homey and cozy setting.
It's not fancy, but it's definitely our favorite place for breakfast! They also serve lunch and dinner.
178 Washington St., Gloucester.
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George's Coffee Shop
178 Washington StIt's not fancy, but it's definitely our favorite place for breakfast! They also serve lunch and dinner.
178 Washington St., Gloucester.
Ipswich Bed & Breakfast
2 East StIPSWICH - Great place for breakfast!
Great place for breakfast or lunch. Food is fresh and nicely prepared.
0 Central Street, Ipswich
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Heart and Soul Cafe
0 Central StGreat place for breakfast or lunch. Food is fresh and nicely prepared.
0 Central Street, Ipswich
Fun local coffee showp with delicious pastries from A & J King Artisan Bakers in Salem and rotating art displays from local artists.
40 Market St, Ipswich
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Zumi’s Espresso
40 Market StFun local coffee showp with delicious pastries from A & J King Artisan Bakers in Salem and rotating art displays from local artists.
40 Market St, Ipswich
Nice laid back family-owned coffee house with delicious pastries and fresh-brewed coffee.
146 Main St., Gloucester
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Lone Gull Coffee House
146 Main StNice laid back family-owned coffee house with delicious pastries and fresh-brewed coffee.
146 Main St., Gloucester
Sightseeing
Nearby attractions that you might be interested in visiting.
Hammond was incredibly inventive and eccentric (he invented sonar and built a walled garden to keep his cats safe). Highly recommend the castle tour.
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Hammond Castle Museum
80 Hesperus AvenueHammond was incredibly inventive and eccentric (he invented sonar and built a walled garden to keep his cats safe). Highly recommend the castle tour.
This 56-room historic house is filled with wonderful collections and built by Henry Davis Sleeper, one of America’s first professional interior designers.
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Historic New England Beauport Sleeper--McCann House
75 Eastern Point BlvdThis 56-room historic house is filled with wonderful collections and built by Henry Davis Sleeper, one of America’s first professional interior designers.
This historic home was built in 1677 and is a great example of first-period American architecture.
John Whipple House
1 S Main StThis historic home was built in 1677 and is a great example of first-period American architecture.
Lovely Tudor mansion built as a summer home by Richard Crane of Crane Plumbing in Chicago. If the back area looks familiar, it's because some scenes from "Witches of Eastwick" were filmed there.
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Κάστρο Χιλ στο ακίνητο του Κρέιν
290 Argilla RdLovely Tudor mansion built as a summer home by Richard Crane of Crane Plumbing in Chicago. If the back area looks familiar, it's because some scenes from "Witches of Eastwick" were filmed there.
The house and everything in it is constructed of paper! It doesn't take long to visit it (and it's free) and sort of a hoot.
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Paper House
52 Pigeon Hill StThe house and everything in it is constructed of paper! It doesn't take long to visit it (and it's free) and sort of a hoot.
Said to be the "most painted building in America"... and you can see it from Tuna Wharf! You will likely see a picture or painting of the Motif in nearly every shop and restaurant on Bearskin Neck..it's a game I play with myself....how many can I spot in one day!
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Motif #1
Bradley WharfSaid to be the "most painted building in America"... and you can see it from Tuna Wharf! You will likely see a picture or painting of the Motif in nearly every shop and restaurant on Bearskin Neck..it's a game I play with myself....how many can I spot in one day!
Visit the twin lights by boat launch on Wednesdays and Saturdays June through August. Visit the Thacher Island Association website to make a reservation, or kayak out to the island on your own or with a tour from North Shore Adventure. A $5 donation to the association that maintains the island is suggested for each island visitor.
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Thacher Island
Visit the twin lights by boat launch on Wednesdays and Saturdays June through August. Visit the Thacher Island Association website to make a reservation, or kayak out to the island on your own or with a tour from North Shore Adventure. A $5 donation to the association that maintains the island is suggested for each island visitor.
Visit this small island by kayak or the Thacher Island Launch boat.
Straitsmouth Island Light Station
Visit this small island by kayak or the Thacher Island Launch boat.
Tour the Harbor Loop to see the Fitz Henry Lane House, Maritime Gloucester and (sometimes) sail boats that are docked at the Coast Guard station.
Harbor Loop
Harbor LoopTour the Harbor Loop to see the Fitz Henry Lane House, Maritime Gloucester and (sometimes) sail boats that are docked at the Coast Guard station.
Small boat tours take you to see the whales (mostly humpbacks) that summer off of Cape Ann.
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Cape Ann Whale Watch
415 Main StSmall boat tours take you to see the whales (mostly humpbacks) that summer off of Cape Ann.
This 65 foot schooner sails out of Gloucester Harbor for a 2-hour tour of the harbor and coastline.
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Schooner Thomas E. Lannon
63 Rogers StThis 65 foot schooner sails out of Gloucester Harbor for a 2-hour tour of the harbor and coastline.
This self-guided 1.2 mile walk has 42 granite markers that describe Gloucester's history, heritage, artists and culture.
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Gloucester HarborWalk
9 Dale AvenueThis self-guided 1.2 mile walk has 42 granite markers that describe Gloucester's history, heritage, artists and culture.
John Singer Sargent helped found this museum house in one of Gloucester's post-revolutionary historic houses. Open weekends from Memorial Day through Columbus Day.
Sargent House Museum
49 Middle StJohn Singer Sargent helped found this museum house in one of Gloucester's post-revolutionary historic houses. Open weekends from Memorial Day through Columbus Day.
"The coolest guys in town"... this is where the Gloucester fishing fleet gets the ice to keep their catch fresh. Stop by for a free history talk in their gift shop.
Cape Pond Ice
104 Commercial St"The coolest guys in town"... this is where the Gloucester fishing fleet gets the ice to keep their catch fresh. Stop by for a free history talk in their gift shop.
Strawbery Banke is a lovely outdoor museum showcasing homes from Portsmouth's earliest settlers.
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Μουσείο Strawbery Banke
14 Hancock StStrawbery Banke is a lovely outdoor museum showcasing homes from Portsmouth's earliest settlers.
This iconic statue is along Stacy Boulevard in Gloucester, a seaside walkway with memorials and lovely flower beds. Next to the statue is a listing of the fisherman lost and sea over the years (including the folks memorialized in "The Perfect Storm".
Also look for the Gloucester Fisherman's Wive's Memorial, a bit further along the boulevard. Out in the harbor, you can see the greasy pole - a greased phone pole used for the annual Greasy Pole competition.
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Gloucester Fishermen's Wives Memorial
107 Western AveThis iconic statue is along Stacy Boulevard in Gloucester, a seaside walkway with memorials and lovely flower beds. Next to the statue is a listing of the fisherman lost and sea over the years (including the folks memorialized in "The Perfect Storm".
Also look for the Gloucester Fisherman's Wive's Memorial, a bit further along the boulevard. Out in the harbor, you can see the greasy pole - a greased phone pole used for the annual Greasy Pole competition.
Stacy Boulevard is a walkway along outer Gloucester Harbor. It has some memorial statues and beautiful flower beds. It makes for a nice stroll. At the far end is Stage Fort Park, also a nice place to stroll and picnic.
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Stacy Boulevard
Stacy BoulevardStacy Boulevard is a walkway along outer Gloucester Harbor. It has some memorial statues and beautiful flower beds. It makes for a nice stroll. At the far end is Stage Fort Park, also a nice place to stroll and picnic.
Rocky Neck is an artist's haven, teeming with galleries and great views of Gloucester Harbor. If you're lucky, you'll spot some painters out capturing the scenic views.
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Rocky Neck
Rocky Neck is an artist's haven, teeming with galleries and great views of Gloucester Harbor. If you're lucky, you'll spot some painters out capturing the scenic views.
Essex produced more wooden fishing schooners between 1668 and the twentieth century than anywhere else in America This is a nice little museum highlighting Essex's glory days as a ship-building center.
Essex Shipbuilding Museum station
Essex produced more wooden fishing schooners between 1668 and the twentieth century than anywhere else in America This is a nice little museum highlighting Essex's glory days as a ship-building center.
A fun stop any season of the year. Pick your own fruits including apples and pumpkins (in season of course), local cheeses, fabulous cider donuts, farm animal petting area, fresh vegetables, ice cream and their own wine and cider.
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Russell Orchards
A fun stop any season of the year. Pick your own fruits including apples and pumpkins (in season of course), local cheeses, fabulous cider donuts, farm animal petting area, fresh vegetables, ice cream and their own wine and cider.
Take a sail trip on the Pinky Schooner Ardelle , a 58 foot, 49 locally-built passenger sailing vessel.
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Schooner Adventure
1-99 State Fish PierTake a sail trip on the Pinky Schooner Ardelle , a 58 foot, 49 locally-built passenger sailing vessel.
Seafood restaurants
Coastal places like Cape Ann have excellent seafood - here are some of our favorite places
Farnham's gives Woodman's a run for their money and has the advantage of being on a marsh - look for the osprey's who nest in the area.
88 Eastern Ave., Essex
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J.T. Farnham's
88 Eastern AveFarnham's gives Woodman's a run for their money and has the advantage of being on a marsh - look for the osprey's who nest in the area.
88 Eastern Ave., Essex
Woodman's claims to be the inventor of the fried clam, and they certainly sell a lot of them! They also have a lobster bake and other fried favorites.
121 Main St., Essex
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Woodman's of Essex
119 Main StWoodman's claims to be the inventor of the fried clam, and they certainly sell a lot of them! They also have a lobster bake and other fried favorites.
121 Main St., Essex
Long-time local favorite restaurant, serving both seafood and "land lubber" meals.
55 Main St., Essex
Village Restaurant
55 Main StLong-time local favorite restaurant, serving both seafood and "land lubber" meals.
55 Main St., Essex
Tonno's Bar Bites from 4-5:30 are the best deal in town, with $1 oysters and other great seafood specialties. The food is fresh, beautifully served and the wait staff is lively and friendly.
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Tonno Restaurant
2 Main StTonno's Bar Bites from 4-5:30 are the best deal in town, with $1 oysters and other great seafood specialties. The food is fresh, beautifully served and the wait staff is lively and friendly.
Nice variety of well-prepared seafood selections. I find the atmosphere there is a bit sterile, but the food is good.
226 Washington St., Gloucester
Salt Water Grille
226 Washington StreetNice variety of well-prepared seafood selections. I find the atmosphere there is a bit sterile, but the food is good.
226 Washington St., Gloucester
Favorite of many locals... there is usually a long line out the door. They have a secret batter that makes their clams really crisp.
246 High St., Ipswich
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Clam Box of Ipswich
246 High StFavorite of many locals... there is usually a long line out the door. They have a secret batter that makes their clams really crisp.
246 High St., Ipswich
New England seafood served seaside.
329 Granite St., Rockport
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The Lobster Pool
329 Granite StNew England seafood served seaside.
329 Granite St., Rockport
Don't let the name put you off... this is a fun location with good food and drinks. Their lobsta roll is delicious.
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Lobsta Land Restaurant
84 Causeway StDon't let the name put you off... this is a fun location with good food and drinks. Their lobsta roll is delicious.
Pizza
Sometimes you just want pizza.
Short & Main
36 Main StUpscale pizza in a Gloucester bistro.
36 Main St., Gloucester
This is one of our favorite pizza places. They also have a lobster roll special ($13.95) on Tuesdays.
147 Thacher Rd., Gloucester
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Surfside Subs
147 Thatcher RdThis is one of our favorite pizza places. They also have a lobster roll special ($13.95) on Tuesdays.
147 Thacher Rd., Gloucester
Leonardo's Pizza
273 Main StreetGreat pizza and subs as well as calzones and greek pies.
273 Main St., Gloucester
Excellent Greek pizza and Italian dishes within walking distance.
19 Broadway, Rockport
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Rockport House of Pizza
19 BroadwayExcellent Greek pizza and Italian dishes within walking distance.
19 Broadway, Rockport
Delaney's Pizza
332 Main StreetThin crust pizza in Gloucester.
Sebastian's Pizza
56 Washington StGood for a quick slice of pizza.
56 Washington St., Gloucester
Wonderful thin crust pizza with creative toppings. Gluten-free menu available.
Bravo By The Sea, Gloucester
Wonderful thin crust pizza with creative toppings. Gluten-free menu available.