Katie’s Chatham Summer Guidebook
Food scene
For a nice dinner out, Chatham Bars Inn has a beautiful lawn for cocktail hour and several on-property restaurant options to dine al fresco or inside air conditioning. Views are incredible and food is fresh, bright and seasonal from their farm.
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Chatham Bars Inn
297 Shore RdFor a nice dinner out, Chatham Bars Inn has a beautiful lawn for cocktail hour and several on-property restaurant options to dine al fresco or inside air conditioning. Views are incredible and food is fresh, bright and seasonal from their farm.
Fun excursion for adults and kids! With several farm stands on-property the farm is a fun place to shop fresh vegetables, fruits, flowers and locally made items. It's a beautiful space to walk around, take photos and with events throughout the summer a great place to check out during your vacation.
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Chatham Bars Inn Farm
3034 Main StFun excursion for adults and kids! With several farm stands on-property the farm is a fun place to shop fresh vegetables, fruits, flowers and locally made items. It's a beautiful space to walk around, take photos and with events throughout the summer a great place to check out during your vacation.
Very close to the house, Chatham Perk is great for coffees, grab and go breakfasts and to pick up sandwiches on the way to the beach. Very casual with some seating available inside.
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Chatham Perk
307 Orleans RdVery close to the house, Chatham Perk is great for coffees, grab and go breakfasts and to pick up sandwiches on the way to the beach. Very casual with some seating available inside.
Delicious food, but be sure the make a reservation well ahead of time. Since it's a small space it fills up quickly.
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Bluefins Sushi & Sake Bar
513 Main StDelicious food, but be sure the make a reservation well ahead of time. Since it's a small space it fills up quickly.
Located right on Main Street, Chatham Cookware is offers coffee all day, breakfast sandwiches in the morning and a great variety of prepared foods and lunch sandwiches to grab and go. They have a small outdoor seating space in back that is first come, first serve as well.
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Chatham Cookware
524 Main StLocated right on Main Street, Chatham Cookware is offers coffee all day, breakfast sandwiches in the morning and a great variety of prepared foods and lunch sandwiches to grab and go. They have a small outdoor seating space in back that is first come, first serve as well.
My favorite place to eat in Chatham. The restaurant is very casual but has outdoor picnic tables, a large food selection including fresh seafood, beer and wine and they also do take out!
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Mac's Chatham Fish & Lobster
Massachusetts 28My favorite place to eat in Chatham. The restaurant is very casual but has outdoor picnic tables, a large food selection including fresh seafood, beer and wine and they also do take out!
Small eatery next to the Chatham Airport. Very casual but fun for families and kids with the small planes coming and going.
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Hangar B Eatery
240 George Ryder RdSmall eatery next to the Chatham Airport. Very casual but fun for families and kids with the small planes coming and going.
For a fancier night out, Wequassett Resort offers several restaurants on-site. Outdoor bar and restaurant offer beautiful views but make reservations in advance to ensure seating. Wequassett is also less than three minutes from the house making it one of my favorite places.
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Wequassett Resort and Golf Club
2173 MA-28For a fancier night out, Wequassett Resort offers several restaurants on-site. Outdoor bar and restaurant offer beautiful views but make reservations in advance to ensure seating. Wequassett is also less than three minutes from the house making it one of my favorite places.
Chatham Squire is an institution in the town and has been here a long time. Good for fish & chips, lobster rolls and other basics – yummy fries!
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Chatham Squire
487 Main StChatham Squire is an institution in the town and has been here a long time. Good for fish & chips, lobster rolls and other basics – yummy fries!
No frills ice cream window with a large variety of flavors but a small seating patio.
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Ice Cream Cafe
5 S Orleans RdNo frills ice cream window with a large variety of flavors but a small seating patio.
Popular ice cream spot in the next town over, Harwichport, MA. Great variety of flavors, toppings and homemade whipped cream. Very popular local spot so expect to stand in line in the high summer months. There is limited picnic table seating but plenty of parking.
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Sundae School
606 MA-28Popular ice cream spot in the next town over, Harwichport, MA. Great variety of flavors, toppings and homemade whipped cream. Very popular local spot so expect to stand in line in the high summer months. There is limited picnic table seating but plenty of parking.
Sweet Tomatoes Pizza
95 MA-6ABeaches
As the closest beach to the house, Jackknife beach is the best for families looking for an easy activity. Bring beach chairs, coolers, fishing nets and water shoes because there are so many activities available. During the summer you can catch crabs, spot horseshoe crabs, go clamming and of course, build sand castles. Parking is free but can fill up in high summer. Unfortunately no facilities but since it's only one minute from the house it's easy to go back and forth if needed.
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Jackknife Cove
2019 MA-28As the closest beach to the house, Jackknife beach is the best for families looking for an easy activity. Bring beach chairs, coolers, fishing nets and water shoes because there are so many activities available. During the summer you can catch crabs, spot horseshoe crabs, go clamming and of course, build sand castles. Parking is free but can fill up in high summer. Unfortunately no facilities but since it's only one minute from the house it's easy to go back and forth if needed.
Quintessential Cape Code Beach. Extremely picturesque and instagram-worthy place to spend your summer day. Parking can be tricky but there is off-site parking with a shuttle running throughout the day.
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Παραλία Lighthouse
30 Main StreetQuintessential Cape Code Beach. Extremely picturesque and instagram-worthy place to spend your summer day. Parking can be tricky but there is off-site parking with a shuttle running throughout the day.
Just in the next town over, Skaket Beach is a tidal beach with small waves and a long stretch of shallow water at low tide. Great for kids to play in the tide pools and has bathroom facilities. Amazing spot to view sunsets and if you arrive after 4:30 PM there is no parking fee.
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Παραλία Skaket
Just in the next town over, Skaket Beach is a tidal beach with small waves and a long stretch of shallow water at low tide. Great for kids to play in the tide pools and has bathroom facilities. Amazing spot to view sunsets and if you arrive after 4:30 PM there is no parking fee.
Παραλία Bank Street
Bank StΠαραλία Nauset
250 Beach RdGreat for families with small children because it's a salt water pond with very warm and calm waters, swimming lessons, raft for swimmers, centrally located within walking distance from town, very scenic views and picnic tables.
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Oyster Pond Beach
Great for families with small children because it's a salt water pond with very warm and calm waters, swimming lessons, raft for swimmers, centrally located within walking distance from town, very scenic views and picnic tables.