Guidebook for Southold
Food Scene
Amazing Italian food including handmade pasta. Definitely pricey and recommend reservations for the summer weekend.
Caci North Fork
56125 Main RdAmazing Italian food including handmade pasta. Definitely pricey and recommend reservations for the summer weekend.
Awesome sandwiches and salads. Run by two sisters, they are sweethearts and make a badass Banh Mi.
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Wednesday's Table
53345 Main RdAwesome sandwiches and salads. Run by two sisters, they are sweethearts and make a badass Banh Mi.
BEST coffee in the world. Hands down. Great place to hang out with the locals and get advice on things to do.
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North Fork Roasting Co.
55795 Main RdBEST coffee in the world. Hands down. Great place to hang out with the locals and get advice on things to do.
Sightseeing
Lighthouse built in 1857. Great park and beach for a picnic. Awesome view of the the LI Sound and Connecticut.
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Horton Point Lighthouse Nautical Museum
3575 Lighthouse RdLighthouse built in 1857. Great park and beach for a picnic. Awesome view of the the LI Sound and Connecticut.
Drinks & Nightlife
Great brewery with a huge tasting area. A fun break from the wineries. Lawn games setup during the summer and food trucks every day.
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Greenport Harbor Brewery and Restaurant
42155 Main RdGreat brewery with a huge tasting area. A fun break from the wineries. Lawn games setup during the summer and food trucks every day.
Our favorite winery in the area. Great views and chill room.
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Corey Creek Vineyards
45470 Main RdOur favorite winery in the area. Great views and chill room.
Closest winery to our home. Rose only. Nicely decorated and not super-kid friendly.
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Croteaux Vineyards
1450 S Harbor RdClosest winery to our home. Rose only. Nicely decorated and not super-kid friendly.
This is the first really "sceney" bar in the North Fork. Huge list of bourbon and often crowded on weekends. People from the Hamptons go to this bar when they visit us.
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Brix & Rye
308A Main StThis is the first really "sceney" bar in the North Fork. Huge list of bourbon and often crowded on weekends. People from the Hamptons go to this bar when they visit us.
Parks & Nature
Awesome shallow beach for snorkeling, fishing or kayaking. Has a park and playground with bocci court, swings and picnic tables. My family uses this beach regularly. Feels private and secret.
South Harbor Park
5345 S Harbor RdAwesome shallow beach for snorkeling, fishing or kayaking. Has a park and playground with bocci court, swings and picnic tables. My family uses this beach regularly. Feels private and secret.
Great view of Shelter Island and nice walking beach. Rocky so bring your water shoes. Attached to the Cornell Marine Biology Center which has neat exhibits for kids.
Cedar Beach County Park
425 Paradise Point RdGreat view of Shelter Island and nice walking beach. Rocky so bring your water shoes. Attached to the Cornell Marine Biology Center which has neat exhibits for kids.
Arts & Culture
Collection of homes and commercial buildings built in the 1750 - 1800. There are 11 buildings that are open to the public for a small entry fee of $5. They often host weekend events.
Southold Historical Society
54325 NY-25Collection of homes and commercial buildings built in the 1750 - 1800. There are 11 buildings that are open to the public for a small entry fee of $5. They often host weekend events.
Shopping
Tanger Outlets Riverhead
1770 W Main StThe outlets.
Lavender farm with attached shop. For a fee you can walk through the rows and rows (and rows) of lavender. You can smell this farm from down the road, it's quite astonishing and makes for good Instagramming.
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Lavender By the Bay
7540 Main RdLavender farm with attached shop. For a fee you can walk through the rows and rows (and rows) of lavender. You can smell this farm from down the road, it's quite astonishing and makes for good Instagramming.
Entertainment & Activities
The All Star
96 Main RdNice bowling alley with attached arcade.