Best places in Southold

Discover the best places in Southold, curated using our unique algorithm blending 'Top Rated' and 'Most Reviewed' establishments. Uncover the city's gems and must-visit locales for an unforgettable experience. Please note that certain places categories are intentionally excluded to ensure a refined selection. Ratings are based from 152 places in the village.

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Mashomack Preserve image
1
Mashomack Preserve
Nature preserve
A 2,039-acre coastal nature reserve on an island established in 1980 with marshes, forest & creeks.
4.80 (280 reviews) (~6.21 km from centre)
Little Creek Oyster Farm & Market image
2
Little Creek Oyster Farm & Market
Oyster bar restaurant
Shucked oysters & local beers served in a snug harborside cottage with a market & outdoor seating.
$$ $$
4.70 (380 reviews) (~2.45 km from centre)
Brix & Rye image
3
Brix & Rye
Cocktail bar
👍👍 Shhhhhj, Speak Easy has made it to the internet . Very cool place to stop and have a drink.
$$ $$
4.80 (201 reviews) (~2.59 km from centre)
Lucharitos image
4
Lucharitos
Tex-Mex restaurant
Playful eatery & bar serving Baja-style Mexican eats & tequila amid bright decor & artwork.
$$ $$
4.50 (971 reviews) (~2.51 km from centre)
North Fork Roasting Co. image
5
North Fork Roasting Co.
Coffee shop
👍👍 AMAZING coffee is to be found here. The cafe section is cozy, cute and quirky. The barista was very friendly and helpful. I think this is a great place to have the best coffee you will taste in your life and relax for a while.
$$ $$
4.70 (247 reviews) (~4.05 km from centre)
Hellenic image
6
Hellenic
Greek restaurant
Go-to for big portions of Greek eats in airy digs with enclosed patio. Closed mid-Nov to end of Jan.
$$ $$
4.50 (787 reviews) (~4.37 km from centre)
Croteaux Vineyards image
7
Croteaux Vineyards
Vineyard
👍 What a great little find in Peconic. A beautiful, quaint winery. They have small snacks and tons of Rose'. We had the still Jolie Rose'. Delicious! The staff is ready and waiting to help. Beautiful grounds. Quiet little spaces to get lost. Tell 'em Barsnobs sent ya!
4.60 (354 reviews) (~6.77 km from centre)
Crazy Beans image
8
Crazy Beans
Diner
This popular, 50s-style diner serves up generous breakfast & lunch plates, espresso & cocktails.
$ $$$
4.50 (693 reviews) (~2.53 km from centre)
Olive Branch Restaurant & Bar image
9
Olive Branch Restaurant & Bar
Mediterranean restaurant
Warm, charming pick with patio seating serving classic, hearty Mediterranean dishes & Turkish wines.
$$ $$
4.60 (306 reviews) (~2.38 km from centre)
Antique Carousel image
10
Antique Carousel
Children's amusement center
👍👍 Yay it’s finally open for the season! It’s in a perfect location, right by the water. It’s definitely something to check out if you have kids in tow or on a date. Check this place out when in the Greenport area!!
4.70 (209 reviews) (~2.35 km from centre)
Founders Tavern image
11
Founders Tavern
Bar & grill
Craft beer on tap, burgers, pizza & more served in a cozy setting with separate dining & bar areas.
$$ $$
4.60 (281 reviews) (~4.17 km from centre)
Custer Institute and Observatory image
12
Custer Institute and Observatory
Observatory
Established observatory offers Saturday tours with telescope views, astronomy exhibits & education.
4.80 (149 reviews) (~5.98 km from centre)
1943 Pizza Bar image
13
1943 Pizza Bar
Pizza restaurant
Little, relaxed eatery specializing in brick-oven pizza, salads & other Italian bites.
$$ $$
4.50 (441 reviews) (~2.61 km from centre)
Osprey's Dominion image
14
Osprey's Dominion
Winery
😠 The man inside serving the “testers” was terribly bothered to serve/help us. He literally flung the tray with the five wines and some of the wine spilled onto the tray. He was more interested in his regulars and spoke to them with respect. I was with my two grown daughters and my granddaughter. We w...
4.60 (255 reviews) (~7.49 km from centre)
Greenport Harbor Brewery and Restaurant image
15
Greenport Harbor Brewery and Restaurant
Brewery
👍 A great big brewery in the heart of Peconic. Great Pumpkin Ale. Food was tasty, good for a brewery. It was loud and crowded so be prepared for kids, dogs, etc. Not a quaint little joint. Order your food and drink and go sit with a buzzer. It was fun. Very good French Onion Soup. Tell 'em Barsnobs se...
4.50 (373 reviews) (~7.99 km from centre)
Maria's Kitchen image
16
Maria's Kitchen
Takeout Restaurant
👍👍 This should be on Diners, Drive ins and Dives. They grow their own herbs out back. The grilled fish burrito is amazing. Rice and beans are top notch. Maria is a sweetheart.
$$ $$
4.70 (170 reviews) (~4.31 km from centre)
Pindar Vineyards image
17
Pindar Vineyards
Vineyard
Winery with cellar & vineyard tours, plus a tasting room & live music in summer.
4.50 (351 reviews) (~9.38 km from centre)
Town Beach image
18
Town Beach
Beach
👍👍 Nice beach quiet, small, and a bit of parking spots. Very relaxing.
4.50 (344 reviews) (~2.48 km from centre)
North Fork Table & Inn image
19
North Fork Table & Inn
Restaurant
Warm rooms in a tranquil inn offering a farm-to-table restaurant, Wi-Fi & a guest library.
4.50 (342 reviews) (~3.67 km from centre)
67 Steps Beach & Permit Parking image
20
67 Steps Beach & Permit Parking
Public beach
👍👍 Beautiful view and quiet place to visit!!
4.60 (222 reviews) (~3.34 km from centre)
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