Southold, NY

Travel Guide

Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA
Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA
Tranquil sunset seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA
Tranquil seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA
Aerial North Shore Long Island
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
The price is NT$5,303 per night from Mar 3 to Mar 4
NT$5,303
NT$6,058 total
Mar 3 - Mar 4
includes taxes & fees
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (243 reviews)
Clean and spacious room

Reviewed on 2026/2/19

The Shoals Suites and Slips
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,002 reviews)
Not fancy but very cute. Clean. Super nice staff. Cozy, delicious Indian restaurant right next door.

Reviewed on 2026/3/1

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is NT$4,698 per night from Mar 3 to Mar 4
NT$4,698
NT$6,263 total
Mar 3 - Mar 4
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (618 reviews)
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!

Reviewed on 2026/3/1

Sound View Greenport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Radio City Apartments

Radio City Apartments

3.5 out of 5
142 West 49th Street New York NY
Stay at this aparthotel in New York. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (5,102 reviews)
Spacious, clean, efficient staff. Great location. Near transportation

Reviewed on 2026/3/2

Radio City Apartments
Sonder by Marriott Bonvoy Court Square Apartments Long Island City

Sonder by Marriott Bonvoy Court Square Apartments Long Island City

3.5 out of 5
45-06 Pearson Street Long Island City NY
Stay at this aparthotel in Long Island City. Enjoy concierge services, housekeeping, and air conditioning. Popular attractions Grand Central Terminal and 5th ...
8.8/10 Excellent! (185 reviews)
Clean room, with all necessities!

Reviewed on 2026/3/2

Sonder by Marriott Bonvoy Court Square Apartments Long Island City
East Village Hotel

East Village Hotel

3 out of 5
147 1st Ave New York NY
Stay at this aparthotel in New York. Enjoy free WiFi, daily housekeeping, and premium TV channels. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (984 reviews)
Very clean & comfortable room!

Reviewed on 2026/3/1

East Village Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Reviews of Southold

4.4
Top Destination
5 - Excellent
13
5 - Excellent 62%
4 - Good
5
4 - Good 24%
3 - Okay
2
3 - Okay 10%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
1
1 - Terrible 5%

5/5 - Excellent

Verified traveler

Head into Greenport for the brewery, Aldo’s for coffee, Crazy Beans, and the waterfront. Pindar vineyard was a great time and there is a nice family farm directly across the street.

3/5 - Okay

Verified traveler

Expensive

5/5 - Excellent

Verified traveler

I love Southold and all the areas on the Northfork side.

5/5 - Excellent

Verified traveler

Quiet, North Fork town.

3/5 - Okay

Louise

Lots of wineries to visit with excellent wines. Tastings can be a bit expensive. One vineyard charged $16 for 3 - 2 oz tastings. It would have been less expensive to just buy a glass or a bottle of wine. A glass of wine was $11 - $13.

4/5 - Good

Trish

Took a wonderful Jet Ski tour around Shelter Island (Peconic Water Sports), Spent a wonderful day in Greenport.

Cities near Southold