What to do and see in Southold, New York (NY): The Best Things to do

January 20, 2022 Jacquiline Delozier

The Town of Southold is one of ten towns in Suffolk County, New York, United States. It is located in the northeastern tip of the county, on the North Fork of Long Island. The population was 21,968 at the 2010 census. The town also contains a hamlet named Southold, which was settled in 1640.
Restaurants in Southold

1. Custer Institute & Observatory

1115 Main Bayview Rd, Southold, NY 11971-3441 +1 631-765-2626 http://www.custerobservatory.org
Excellent
80%
Good
20%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 10 reviews

Custer Institute & Observatory

2. Southold Bay Oysters

10273 N Bayview Rd, Southold, NY 11971-4106 +1 914-602-3339 [email protected] http://www.southoldbayoysters.com
Excellent
92%
Good
8%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 13 reviews

Southold Bay Oysters

Southold Bay Oysters is a locally run aquaculture farm. Our tour offers an on-farm guided demonstration with a water front Oyster & Wine tasting experience. Please contact us for availability.

Reviewed By AmazingTravelConcier

Sadly all of their farm tours are on hold for summer 2020, no visitors are allowed at the farm location. However, we bought a dozen delicious oysters at their Oyster Stand on Ackerly Pond Lane. $15 for a bakers dozen all self serve and Venmo accepted.

3. Horton Point Lighthouse Nautical Museum

1575 Lighthouse Rd Lighthouse Park, Southold, NY 11971-2356 +1 631-765-5500 [email protected] http://www.southoldhistoricalsociety.org/lighthouse.htm
Excellent
63%
Good
18%
Satisfactory
12%
Poor
3%
Terrible
4%
Overall Ratings

4.5 based on 60 reviews

Horton Point Lighthouse Nautical Museum

Visit the 1857 lighthouse and its accompanying museum that offers a unique collection of marine artifacts such as sea chests, paintings, maps, scrimshaw and photographs. Southold Historical Society volunteers are on hand to share their knowledge and love of the lighthouse.

4. Goldsmith's Inlet

Southold, NY
Excellent
62%
Good
23%
Satisfactory
8%
Poor
0%
Terrible
7%
Overall Ratings

4.5 based on 13 reviews

Goldsmith's Inlet

This beautiful beach is across the Long Island Sound from Connecticut.

5. The Old Field Vineyards

59600 New York 25, Southold, NY 11971 +1 631-765-0004 [email protected] http://www.theoldfield.com/
Excellent
63%
Good
32%
Satisfactory
5%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 57 reviews

The Old Field Vineyards

Reviewed By MegaMom1522 - Remsenburg, United States

A beautiful setting that my daughter chose for her wedding this coming Summer. What a nice vineyard to find on the North Fork. Family run and family friendly. Small but intimate tasting room. After our tastings, I always buy bottles to enjoy at home.

6. Sparkling Pointe Vineyards & Winery

39750 County Road 48, Southold, NY 11971-5012 +1 631-765-0200 http://sparklingpointe.com
Excellent
65%
Good
23%
Satisfactory
6%
Poor
2%
Terrible
4%
Overall Ratings

4.5 based on 226 reviews

Sparkling Pointe Vineyards & Winery

Reviewed By longislandtravels - Long Island, United States

I come here yearly with my sister, BIL & their kids but due to covid restrictions this year, they did not allow kids which was a bummer but understandable. I believe they only take reservations now so do this before you arrive. When you arrive, you have to wait in your car until you get a text which then someone will get you and bring you in. You have to wear a mask walking in and anytime your server comes over. You also have to order one food item under new NYS law. Honestly, they are taking every single precaution necessary to make sure every patron feels safe during this time and I really appreciate that. Beyond the new protocols in place, more importantly their sparkling wines are delicious and they are always a highlight on my trip out east!

7. Mattebella Vineyards

46005 Route 25, Southold, NY 11971-4667 +1 631-655-9554 http://www.mattebellavineyards.com
Excellent
61%
Good
23%
Satisfactory
16%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 44 reviews

Mattebella Vineyards

Reviewed By joebaum1 - New York City, United States

We and another couple spent a lovely afternoon enjoying a flight of wines and food accompaniment in a comfortable and safe enclosed outdoor setting. We look forward to returning when the weather is warm.

8. One Woman Wines & Vineyards

5195 Old North Rd, Southold, NY 11971-2331 +1 631-765-1200 http://www.onewomanwines.com/
Excellent
64%
Good
19%
Satisfactory
10%
Poor
0%
Terrible
7%
Overall Ratings

4.5 based on 42 reviews

One Woman Wines & Vineyards

Reviewed By helenef1975 - New York City, United States

Perfect Sunday afternoon romantic stop, discovered a surprising gewurztraminer with lavender tones! Bought a case. Very friendly welcoming attentive staff, great view, picnic tables with large umbrellas, will return!

9. Corey Creek Vineyards

45470 Route 25, Southold, NY 11971-4673 +1 631-765-4168 http://www.bedellcellars.com/cc_tastingroom.php
Excellent
52%
Good
33%
Satisfactory
2%
Poor
10%
Terrible
3%
Overall Ratings

4.0 based on 42 reviews

Corey Creek Vineyards

10. Croteaux Vineyards

1450 S Harbor Rd, Southold, NY 11971-4554 +1 631-765-6099 [email protected] http://www.croteaux.com/
Excellent
63%
Good
20%
Satisfactory
2%
Poor
5%
Terrible
10%
Overall Ratings

4.0 based on 111 reviews

Croteaux Vineyards

Reviewed By JJK13 - New York City, United States

Croteaux is a beautifully laid out tasting EOH many tables outside. Service was efficient and the grounds beautiful. Wine good enough to enjoy a lovely afternoon.

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