Guidebook for Southold

Ben And Carolyn
Ben And Carolyn
Guidebook for Southold

Food Scene

Some of the best fine dining on the East End! For a more casual experience try their bar menu in the evenings. Also their food truck (open 11a-3p) is a must visit. It's a great place to grab lunch from when sitting on the beach all day!
86 locals recommend
North Fork Table & Inn
57225 Main Rd
86 locals recommend
Some of the best fine dining on the East End! For a more casual experience try their bar menu in the evenings. Also their food truck (open 11a-3p) is a must visit. It's a great place to grab lunch from when sitting on the beach all day!
If you need your coffee fix!
29 locals recommend
North Fork Roasting Co.
55795 Main Rd
29 locals recommend
If you need your coffee fix!
Great deli sandwiches for a day at beach!
Grateful Lee Deli
55700 NY-25
Great deli sandwiches for a day at beach!
Fun vibe, good Mexican food and great cocktails!
51 locals recommend
Lucharitos
119 Main St
51 locals recommend
Fun vibe, good Mexican food and great cocktails!
Nice outdoor seating. Family (and allergy) friendly, Greek food. Don't miss Hellenic's Hard Lemonade!
17 locals recommend
Hellenic Snack Bar & Restaurant
5145 Main Rd
17 locals recommend
Nice outdoor seating. Family (and allergy) friendly, Greek food. Don't miss Hellenic's Hard Lemonade!
Pizza!
46 locals recommend
1943 Pizza Bar
Main Street
46 locals recommend
Pizza!
A cute general store, operated by two former Brooklynites. They make amazing breakfast and lunch sandwiches. Don't miss the BLT and the Fried Chicken sandwiches! And if they have soft serve machine going, get some!
6 locals recommend
Fork & Anchor
8955 Main Rd
6 locals recommend
A cute general store, operated by two former Brooklynites. They make amazing breakfast and lunch sandwiches. Don't miss the BLT and the Fried Chicken sandwiches! And if they have soft serve machine going, get some!
75 locals recommend
The Frisky Oyster
27 Front St
75 locals recommend
52 locals recommend
American Beech
300 Main St
52 locals recommend

Drinks & Nightlife

Some of the best cocktails on the East End! You can order food here too, which shares a kitchen and menu with the 1943 Pizza Bar upstairs. Don't miss the Burrata with fire roasted tomatoes!
39 locals recommend
Brix & Rye
308A Main St
39 locals recommend
Some of the best cocktails on the East End! You can order food here too, which shares a kitchen and menu with the 1943 Pizza Bar upstairs. Don't miss the Burrata with fire roasted tomatoes!
Wine bar for our favorite vineyard. A nice place to hang out and enjoy a bottle of wine with seating both inside and in their covered backyard. (Their vineyard location is beautiful, but is now members only.) In addition to selling Roanoke wine, you can also often find Wölffer, Red Hook and Channing Daughters wine here - all of which are stellar!
9 locals recommend
Roanoke Vineyards Wine Bar
165 Love Ln
9 locals recommend
Wine bar for our favorite vineyard. A nice place to hang out and enjoy a bottle of wine with seating both inside and in their covered backyard. (Their vineyard location is beautiful, but is now members only.) In addition to selling Roanoke wine, you can also often find Wölffer, Red Hook and Channing Daughters wine here - all of which are stellar!
Shinn Estate Vineyards and Farmhouse
2000 Oregon Rd
34 locals recommend
Small family business, on an amazing property, with chickens running free. Don't miss the Commodore Perry Merlot!
19 locals recommend
The Old Field Vineyards
59600 NY-25
19 locals recommend
Small family business, on an amazing property, with chickens running free. Don't miss the Commodore Perry Merlot!
70 locals recommend
Croteaux Vineyards
1450 S Harbor Rd
70 locals recommend
32 locals recommend
One Woman Wines & Vineyards
5195 Old North Rd
32 locals recommend
Newly renovated restaurant with amazing views. A great place to have a cocktail and watch the sunset. Classic piano bar often has live music and piano sing-a-longs, if you get lucky.
32 locals recommend
The Halyard Restaurant
58775 County Rd 48
32 locals recommend
Newly renovated restaurant with amazing views. A great place to have a cocktail and watch the sunset. Classic piano bar often has live music and piano sing-a-longs, if you get lucky.

Essentials

Great local grocery store that often features local produce.
24 locals recommend
Southold IGA
54560 NY-25
24 locals recommend
Great local grocery store that often features local produce.
Southold Pharmacy
53895 NY-25
Open 24 hrs!!!
7-Eleven
56480 Main Rd
Open 24 hrs!!!

Entertainment & Activities

Mini Golf!!!
Drossos Motel
69125 Main Rd
Mini Golf!!!
Rent anything you might need to have fun on the water!
Peconic Water Sports
64150 Main Road
Rent anything you might need to have fun on the water!
Fascinating look at how oysters are cultivated, including a tour of the oyster hatchery and a tasting of their oysters paired with local wines. A great way to spend a couple hours!
Southold Bay Oysters
10273 N Bayview Rd
Fascinating look at how oysters are cultivated, including a tour of the oyster hatchery and a tasting of their oysters paired with local wines. A great way to spend a couple hours!

Getting Around

Long Island Railroad (LIRR) Southold station.
Southold station
Long Island Railroad (LIRR) Southold station.
Nearest international airport.
JFK International Airport
Nearest international airport.

Parks & Nature

Kid friendly beach down the street from us with lifeguards (in summer), swings, slides, etc...
Founders Landing Park
1025 Terry Ln
Kid friendly beach down the street from us with lifeguards (in summer), swings, slides, etc...
Private beach at the end of the road.
Town Harbor Lane
Town Harbor Lane
Private beach at the end of the road.

Arts & Culture

Southold Historical Society
54325 NY-25