Mary's Guidebook To Around 744 Main Street
Vineyards
There are THIRTY choices for wine on the North Fork on the 20 mile peninsula. The link below is a great resource to explore the area with a nice map. There are tour companies with bikes and buses that can take you on a vineyard hop. Greenport’s North Fork Wine Tours is one of many.
https://northforkwinetrail.org
Quick bike ride across Main Rd and you are at one of the most scenic wineries in Long Island
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Kontokosta Winery
825 North RdQuick bike ride across Main Rd and you are at one of the most scenic wineries in Long Island
If you like sparking wine this is your place.
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Sparkling Pointe Vineyards & Winery
39750 County Rd 48If you like sparking wine this is your place.
Drinking barn is a very nice retreat to have small batch local wine. If they allow you to walk to the water the view is spectacular. The owner lives on a house there so they don’t offer access but we have asked in the past and they allowed it.
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Sannino Vineyard
15975 County Rd 48Drinking barn is a very nice retreat to have small batch local wine. If they allow you to walk to the water the view is spectacular. The owner lives on a house there so they don’t offer access but we have asked in the past and they allowed it.
Rose wines. This has a south of France type of vibe. If you like Rose wine you will enjoy this vineyard.
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Croteaux Vineyards
1450 S Harbor RdRose wines. This has a south of France type of vibe. If you like Rose wine you will enjoy this vineyard.
Macari is one of our favorite vineyards for the quality.
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Macari Vineyards & Winery
24385 Main RdMacari is one of our favorite vineyards for the quality.
Farms
Lavender By the Bay
7540 Main Rdbeautiful stop if you are heading to Orient Park Beach
This farm always has something happening. If you have kids there is a number of fun activities and the vineyard and farm stands often have live music during the weekends. There are festivals from spring until late fall. For adults a wagon ride along the winery is worth the trip
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Harbes Family Farm - Mattituck
715 Sound AveThis farm always has something happening. If you have kids there is a number of fun activities and the vineyard and farm stands often have live music during the weekends. There are festivals from spring until late fall. For adults a wagon ride along the winery is worth the trip
8 Hands Farm
4735 Cox LnGreat farm stand choice on your way in or out.
Beaches
Wear water shoes for this beach. It is clean, beautiful and huge. You can rent kayaks and paddle boards and there are several playgrounds and swinging benches on the beach. We like to go just before sunset and skip the entrance fee and crowds.
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Κρατικό Πάρκο Παραλίας Οριέντ
40000 Main RdWear water shoes for this beach. It is clean, beautiful and huge. You can rent kayaks and paddle boards and there are several playgrounds and swinging benches on the beach. We like to go just before sunset and skip the entrance fee and crowds.
This beach is walkable from 744 Main Street but we normally bike. There is parking so you can also drive. No passes required after labor day to park.
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Norman E. Klipp Marine Park
3303 Manhanset AveThis beach is walkable from 744 Main Street but we normally bike. There is parking so you can also drive. No passes required after labor day to park.
Food scene
If you like fresh oysters, this is your place. Walkable from the Mitchell Park and Marina. Grab some oysters and a local beer or wine and sit on the marina.
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Little Creek Oyster Farm & Market
37 Front StIf you like fresh oysters, this is your place. Walkable from the Mitchell Park and Marina. Grab some oysters and a local beer or wine and sit on the marina.
This is a wonderful farm to table restaurant off the main road. If you are looking for an intimate and special evening this is a good choice.
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North Fork Table & Inn
57225 Main RdThis is a wonderful farm to table restaurant off the main road. If you are looking for an intimate and special evening this is a good choice.
This is a great sushi choice with very authentic and fresh options and is an easy 5 minute walk (.3 miles)
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Stirling Sake
477 Main StThis is a great sushi choice with very authentic and fresh options and is an easy 5 minute walk (.3 miles)
This is a great restaurant with a very nice ambience. You need to make reservations. There is almost always a wait.
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American Beech
300 Main StThis is a great restaurant with a very nice ambience. You need to make reservations. There is almost always a wait.
Pizza! great pizza and great traditional Italian main courses. This is a very relaxed and casual place with no frills where you can sit outside at picnic tables.
Emilio's
400 Main StPizza! great pizza and great traditional Italian main courses. This is a very relaxed and casual place with no frills where you can sit outside at picnic tables.
Brunch favorite! This is one of the more upscale choices in Greenport for brunch. They are only opened on the weekends during brunch.
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Bruce & Son
208 Main StBrunch favorite! This is one of the more upscale choices in Greenport for brunch. They are only opened on the weekends during brunch.
This is a great choice to eat on the water. Lunch and dinner are both really nice. The ferry to cross over to Shelter Island is right next to it so if you plan to travel across to the South Fork through Shelter Island or to explore Shelter Island this might be a good choice before or after. You can walk here but its about a 20 minute walk from 744 Main Street
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PORT Waterfont Bar & Grill
104 3rd StThis is a great choice to eat on the water. Lunch and dinner are both really nice. The ferry to cross over to Shelter Island is right next to it so if you plan to travel across to the South Fork through Shelter Island or to explore Shelter Island this might be a good choice before or after. You can walk here but its about a 20 minute walk from 744 Main Street
Great Mexican option in Greenport with good margaritas. 5-10 minute walk.
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Lucharitos
119 Main StGreat Mexican option in Greenport with good margaritas. 5-10 minute walk.
Great mediterranean restaurant with big portions. There is also a little store if you want to bring home authentic mediterranean sides and appetizers.
Olive Branch Restaurant & Café
120 Front StGreat mediterranean restaurant with big portions. There is also a little store if you want to bring home authentic mediterranean sides and appetizers.
Great local bakery. Buy a croissant and coffee and sit at Mitchell Park Marina across the street and watch the boats come in.
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The Blue Duck Bakery Cafe
130 Front StGreat local bakery. Buy a croissant and coffee and sit at Mitchell Park Marina across the street and watch the boats come in.
Good coffee and bakery items. 5 blocks from 744 Main Street. Across the street is another coffee choice called Crazy Beans and 3 blocks west on Front you can find Aldo’s Coffee and Blue Duck bakery for other coffee choices.
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D'Latte Cafe
218 Main RdGood coffee and bakery items. 5 blocks from 744 Main Street. Across the street is another coffee choice called Crazy Beans and 3 blocks west on Front you can find Aldo’s Coffee and Blue Duck bakery for other coffee choices.
Fried seafood in a super casual atmosphere on the water. There is often live music here on weekends. Sitting on the water sipping local beer or wine and eating local seafood listening to music make this place worthwhile. It does get crowded.
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Claudio's Waterfront
111 Main StFried seafood in a super casual atmosphere on the water. There is often live music here on weekends. Sitting on the water sipping local beer or wine and eating local seafood listening to music make this place worthwhile. It does get crowded.
This is a seasonal restaurant that serves latin american cuisine, with heavy Peruvian influences
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KonTiki
314 Main StThis is a seasonal restaurant that serves latin american cuisine, with heavy Peruvian influences
Nature Walks
If you are looking to take a nice easy walk there are several here. You need to drive here but its a short drive and the Audubon Society headquarters for the NF can also be found here.
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Inlet Pond County Park
64795 County Rd 48If you are looking to take a nice easy walk there are several here. You need to drive here but its a short drive and the Audubon Society headquarters for the NF can also be found here.
Orient Beach
There are trails from the beach. You will see numerous wildlife on your walk.
Grocery and Wine Shops
If you want to pick up some groceries for the weekend this is the place. You can walk here (I take 1st street 4 blocks and its on the left). This is walkable. 5-10 minute walk
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IGA Greenport
101 South StIf you want to pick up some groceries for the weekend this is the place. You can walk here (I take 1st street 4 blocks and its on the left). This is walkable. 5-10 minute walk
For some gourmet organic options this grocery sells basics and some higher end choices to take home. They also have a restaurant and their brunch is pretty good but service is slow.
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The Market
44 Front StFor some gourmet organic options this grocery sells basics and some higher end choices to take home. They also have a restaurant and their brunch is pretty good but service is slow.
This is a farmers market inside the old Ice House @ 414 First Street. Easily walkable from 744 Main Street. Just follow 1st street and you will run into the market on your right. Open Friday and Saturdays. You can buy fresh local fish, veggies, wine and bread from this market.
www.greenportfarmersmarket.com
Greenport Farmers' Market
414 1st StThis is a farmers market inside the old Ice House @ 414 First Street. Easily walkable from 744 Main Street. Just follow 1st street and you will run into the market on your right. Open Friday and Saturdays. You can buy fresh local fish, veggies, wine and bread from this market.
www.greenportfarmersmarket.com
Bars, Beer, Wine and Distilleries
Great local wine with great local cheese and sometimes desserts. Great pre-dinner or post dinner option
Kate's Cheese Co.
19 Front StGreat local wine with great local cheese and sometimes desserts. Great pre-dinner or post dinner option
Local Greenport Beer. We should have jug in the house you can bring with you and fill it up.
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Greenport Harbor Brewing Company
234 Carpenter StLocal Greenport Beer. We should have jug in the house you can bring with you and fill it up.
This is a great place to taste One Woman Winery local wines and on site distilled mixed drinks. There is often live music here and the ambience is really nice. This is an easy walk from the house 10 minutes and if you take Carpenter Street be sure to take note of the original jailhouse on the way and the Greenport Yacht and Ship Building site on Carpenter and Front.
Greenport Distilling & Bar
5195 Carpenter StThis is a great place to taste One Woman Winery local wines and on site distilled mixed drinks. There is often live music here and the ambience is really nice. This is an easy walk from the house 10 minutes and if you take Carpenter Street be sure to take note of the original jailhouse on the way and the Greenport Yacht and Ship Building site on Carpenter and Front.
This is a super cool bar set up as a speak easy. This is walkable from the house. Very good old fashions.
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Brix & Rye
308A Main StThis is a super cool bar set up as a speak easy. This is walkable from the house. Very good old fashions.
The Frisky Oyster
27 Front StThis is a great place for dinner or just a drink.
The Menhaden
207 Front StNew hotel with a nice rooftop bar for before or after dinner drinks.