
Compare and book 2 Star hotels in Southold, New York
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Southold 2 Star Hotels
Tonight
28 Aug - 29 AugTomorrow
29 Aug - 30 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sep - 6 SepOur top choices for Southold 2-star hotels
2.165.161 ₫
2.489.870 ₫ total
includes taxes & fees
30 Aug - 31 Aug
4.671.465 ₫
5.989.223 ₫ total
includes taxes & fees
28 Sept - 29 Sept
3.260.375 ₫
3.724.978 ₫ total
includes taxes & fees
30 Aug - 31 Aug
3.877.013 ₫
5.081.562 ₫ total
includes taxes & fees
28 Sept - 29 Sept




5. Holiday Inn Express & Suites Riverhead - Long Island by IHG
Holiday Inn Express & Suites Riverhead - Long Island by IHGRiverhead
Besim
5.686.094 ₫
6.496.363 ₫ total
includes taxes & fees
7 Sept - 8 Sept
3.000.066 ₫
3.427.576 ₫ total
includes taxes & fees
20 Sept - 21 Sept
5.281.808 ₫
6.034.563 ₫ total
includes taxes & fees
31 Aug - 1 Sept
2.638.295 ₫
3.034.039 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Southold.

Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
9.624.627 ₫
11.981.226 ₫ total
3 Sept - 4 Sept
includes taxes & fees

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
6.079.947 ₫
7.442.001 ₫ total
15 Sept - 16 Sept
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)

Zey Hotel
439 Main Street Greenport NY
5.281.807 ₫
6.034.464 ₫ total
1 Sept - 2 Sept
includes taxes & fees
Still don't see what you're looking for?
See all properties in Southold.
You can also use these popular filters to refine your search.
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.
Learn more about Southold
Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.
See all hotels in Southold
Photo by Benny Goh
Top Southold Hotel Reviews
The Bentley Hotel Southampton
8/10 Good
"nice room for the price in season"
Pier Blue Inn Old Saybrook - Essex
10/10 Excellent
"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."
Budget Host East End
8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."











































































