Find hotels in Southold, NY from 2.056.593 ₫
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12 Sep - 13 SepTomorrow
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25 Sep - 27 SepOur top choices for Southold hotels
1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
Melissa
5.231.304 ₫
6.624.763 ₫ total
includes taxes & fees
1 Oct - 2 Oct
2. The Harbor Front Inn
The Harbor Front InnGreenport
Michael
6.741.792 ₫
8.442.921 ₫ total
includes taxes & fees
4 Oct - 5 Oct
3. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
Sirikhwan
8.424.000 ₫
9.624.614 ₫ total
includes taxes & fees
12 Oct - 13 Oct
4. Spark by Hilton Guilford
Spark by Hilton GuilfordGuilford
Stacy
3.013.718 ₫
3.465.776 ₫ total
includes taxes & fees
6 Oct - 7 Oct
5. Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
Michael
2.621.808 ₫
3.015.079 ₫ total
includes taxes & fees
4 Oct - 5 Oct
6. Oyster Estate
Oyster EstateGreenport
Jenny
8.916.480 ₫
11.234.246 ₫ total
includes taxes & fees
5 Oct - 6 Oct
7. Clinton Motel
Clinton MotelClinton
Selena
2.021.760 ₫
2.325.024 ₫ total
includes taxes & fees
14 Sept - 15 Sept
8. House on Chase Creek
House on Chase CreekThe Heights
Calvin
5.580.058 ₫
6.375.284 ₫ total
includes taxes & fees
5 Oct - 6 Oct
9. The Pridwin Hotel
The Pridwin HotelShelter Island Heights
Anna
13.140.343 ₫
16.514.127 ₫ total
includes taxes & fees
13 Sept - 14 Sept
10. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
Christine
7.488.806 ₫
10.866.700 ₫ total
includes taxes & fees
5 Oct - 6 Oct
11. Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
Carolyn
2.114.813 ₫
2.432.074 ₫ total
includes taxes & fees
16 Sept - 17 Sept
12. Sag Harbor Inn
Sag Harbor InnSag Harbor
Loretta
8.398.080 ₫
9.594.806 ₫ total
includes taxes & fees
4 Oct - 5 Oct
13. Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East EndRiverhead
Nataliya
4.525.632 ₫
5.170.533 ₫ total
includes taxes & fees
5 Oct - 6 Oct
14. Copper Beech Inn
Copper Beech InnIvoryton
Gregg
7.231.680 ₫
8.316.432 ₫ total
includes taxes & fees
13 Sept - 14 Sept
15. Water's Edge Resort & Spa
Water's Edge Resort & SpaWestbrook Center
DONNA
4.646.160 ₫
5.790.269 ₫ total
includes taxes & fees
7 Oct - 8 Oct
16. Hyatt Place Long Island East End
Hyatt Place Long Island East EndRiverhead
Veronica
4.691.520 ₫
5.360.061 ₫ total
includes taxes & fees
13 Oct - 14 Oct
17. Shelter Island House
Shelter Island HouseShelter Island Heights
Dorothy
5.216.400 ₫
5.959.526 ₫ total
includes taxes & fees
4 Oct - 5 Oct
18. Sound View Greenport
Sound View GreenportGreenport
Irene
6.885.648 ₫
8.607.127 ₫ total
includes taxes & fees
1 Oct - 2 Oct
19. American Beech Hotel
American Beech HotelGreenport
Mary
8.055.936 ₫
10.240.733 ₫ total
includes taxes & fees
21 Sept - 22 Sept
20. Lamplighter Motel - Clinton, Connecticut
Lamplighter Motel - Clinton, ConnecticutClinton
Steven
1.788.342 ₫
2.056.593 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Stay near popular Southold attractions
Sparkling Pointe
8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
Croteaux Vineyards
10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
Sannino's Bella Vita Vineyard
9.6/10 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
Horton Point Park
9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artefacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
Osprey's Dominion
9.6/10 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
Horton Lane Beach
9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
Mattebella Vineyards
8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines.
The Old Field Vineyards
9.6/10 (5 reviews)
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
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
Greenview Inn Riverhead
10/10 Excellent
"This looks like a motel from the outside but don't let that fool you. It's actually a beautifully done property inside the rooms. Very chic, new and modern features. I would definitely stay again and again"
Water's Edge Resort & Spa
10/10 Excellent
"Everything is perfect of what we need for short getaway to wind down labor day weekend. Short ride to New York . Thank you Waters edge resort and Spa . Westbrook Ct ."
Pier Blue Inn Old Saybrook - Essex
8/10 Good
"Deverian actualizar las tv’s"
The Harbor Front Inn
10/10 Excellent
"This was our first trip to Greenport and we had a fabulous stay. The hotel was perfectly located downtown."
The Atlantic Hotel
8/10 Good
"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"
Hyatt Place Long Island East End
10/10 Excellent
"Central to go any place within Long Island"
North Fork Resort
10/10 Excellent
"This property is so awesome! Adorable cottages, not very big, but sufficient. We were 2 couples, and we managed. Very quaint an comfortable. Services were provided if asked. They give you everything you need. I may buy in or for sure go back as a guest next year. We loved it, and it's so convenient to town, restaurants, and wineries all around you."
Zey Hotel
10/10 Excellent
"Such an amazing hotel to stay for the weekend"
Faraway Sag Harbor
8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
More cheap stays in Southold
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
2.114.813 ₫
2.432.074 ₫ total
16 Sept - 17 Sept
includes taxes & fees
8/10 Very good! (1,003 reviews)
Budget Host East End
30 Lake Avenue Riverhead NY
2.306.880 ₫
2.635.611 ₫ total
13 Sept - 14 Sept
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
2.621.808 ₫
3.015.079 ₫ total
4 Oct - 5 Oct
includes taxes & fees
7.8/10 Good! (1,005 reviews)
The Atlantic Hotel
1655 County Road 39 Southampton NY
3.090.960 ₫
4.179.423 ₫ total
1 Oct - 2 Oct
includes taxes & fees
7.2/10 Good! (1,004 reviews)
Holiday Inn Express & Suites Riverhead - Long Island by IHG
1707 Old Country Rd Riverhead NY
4.328.640 ₫
4.945.469 ₫ total
12 Oct - 13 Oct
includes taxes & fees
The Hampton Maid
259 E Montauk Hwy Hampton Bays NY
5.482.080 ₫
6.263.276 ₫ total
13 Oct - 14 Oct
includes taxes & fees
Hotels in Southold with star rating
5 Star Hotels
2 properties
4 Star Hotels
50 properties
3 Star Hotels
263 properties
2 Star Hotels
105 properties
