Southold

Travel Guide

Southold
Photo by Benny Goh
Photo by Benny Goh
Photo by 4 Star Traveler
Photo by 4 Star Traveler
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 out of 5
61600 Main Rd, Southold, NY
The price is S$455 per night from 23 Jul to 24 Jul
S$455
23 Jul - 24 Jul
includes taxes & fees
Stay at this 3.5-star hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (175 reviews)
"The property is beautiful and well taken care of. The rooms were clean and staff was lovely. The breakfast included was not great and I think they need to up their game a little in terms of variety etc."

Reviewed on 7 Jul, 2025

The Shoals Suites and Slips
Vine & Sand
Vine & Sand
3 out of 5
47100 New York 25, Southold, NY
Stay at this 3-star business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Croteaux Vineyards and Corey Creek ...
10/10 Exceptional! (7 reviews)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport."

Reviewed on 17 Feb, 2025

Vine & Sand
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is S$163 per night from 3 Aug to 4 Aug
S$163
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,002 reviews)
"Great location and pool, close to a wonderful restaurant"

Reviewed on 30 Jun, 2025

Quality Inn Old Saybrook - Westbrook
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.
Windward Shores Ocean Resort
Windward Shores Ocean Resort
3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (288 reviews)
Decent and Better priced
"A good choice for “affordable” stays in the Hamptons. The place is not “fresh” or chic by any means but it’s very acceptable and half the price of many other accommodations. Over all it’s a good value. Clean, well located and homey."

Reviewed on 28 Jun, 2025

Windward Shores Ocean Resort
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3 out of 5
61475 Route 48 (North Road), Greenport, NY
Stay at this 3-star beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
8.8/10 Excellent! (226 reviews)
"Very nice, clean and cosy place! Highly recommend!"

Reviewed on 6 Jul, 2025

Cliffside Resort Condominiums
Canoe Place Waterfront Residences
Canoe Place Waterfront Residences
4 out of 5
239 E Montauk Hwy, Hampton Bays, NY
Stay at this 4-star spa condo in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cooper's Beach and Meschutt Beach are ...
Canoe Place Waterfront Residences
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

Things to do