Hotels in Southold
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Sep 22 - Sep 23Tomorrow
Sep 23 - Sep 24This weekend
Sep 25 - Sep 27Next weekend
Oct 2 - Oct 4Where to stay in Southold?
1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
$229
$286 total
includes taxes & fees
Oct 1 - Oct 2
2. Sound View Greenport
Sound View GreenportGreenport
$266
$332 total
includes taxes & fees
Oct 14 - Oct 15
5. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
$325
$371 total
includes taxes & fees
Oct 12 - Oct 13
6. The Harbor Front Inn
The Harbor Front InnGreenport
$279
$347 total
includes taxes & fees
Oct 15 - Oct 16
7. Shelter Island House
Shelter Island HouseShelter Island Heights
$201
$230 total
includes taxes & fees
Oct 4 - Oct 5
9. Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
$91
$104 total
includes taxes & fees
Sep 29 - Sep 30
11. House on Chase Creek
House on Chase CreekThe Heights
$215
$246 total
includes taxes & fees
Oct 5 - Oct 6
12. Ocean View Terrace Inn
Ocean View Terrace InnHampton Bays
$121
$195 total
includes taxes & fees
Sep 23 - Sep 24
13. North Fork Resort
North Fork ResortGreenport
$300
$342 total
includes taxes & fees
Oct 18 - Oct 19
14. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
$337
$496 total
includes taxes & fees
Sep 27 - Sep 28
15. Shorewood Inn
Shorewood InnRiverhead
$97
$111 total
includes taxes & fees
Sep 23 - Sep 24
16. American Beech Hotel
American Beech HotelGreenport
$239
$313 total
includes taxes & fees
Sep 23 - Sep 24
17. The Menhaden
The MenhadenGreenport
$334
$421 total
includes taxes & fees
Sep 29 - Sep 30
18. Lamplighter Motel - Clinton, Connecticut
Lamplighter Motel - Clinton, ConnecticutClinton
$69
$79 total
includes taxes & fees
Sep 23 - Sep 24
19. Oyster Estate
Oyster EstateGreenport
$336
$423 total
includes taxes & fees
Oct 5 - Oct 6
20. Motel 6 Old Saybrook, CT
Motel 6 Old Saybrook, CTOld Saybrook
$79
$94 total
includes taxes & fees
Sep 23 - Sep 24
Go beyond your typical stay in Southold
Pet friendly
Cottage
Family friendly
Our prices for hotels in Southold are cheapest in November
Our prices for hotels in Southold are cheapest in November
Price trends for hotels in Southold
Pricing is based on two traveler single night rates
Top landmarks in Southold
Sparkling Pointe
8.8/10 (11 reviews)
Travelers might want a tour of Sparkling Pointe, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.
Croteaux Vineyards
10.0/10 (12 reviews)
Travelers might want a tour of Croteaux Vineyards, just one of the places to visit, and located 1.5 mi (2.4 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.
Sannino's Bella Vita Vineyard
9.6/10 (4 reviews)
Travelers might want a tour of Sannino's Bella Vita Vineyard, just one of the places to visit, and located 2.2 mi (3.5 km) from central Southold.
If you enjoy your tour, head to Osprey's Dominion, just a short walk away.
Horton Point Park
9.4/10 (3 reviews)
Horton Point Park is 1.7 mi (2.8 km) from central Southold, why not stop by during your stay. Want to stretch your legs some more? Head to Goldsmith's Inlet Park, located nearby.
Osprey's Dominion
9.6/10 (5 reviews)
Travelers might want a tour of Osprey's Dominion, just one of the places to visit, and located 1.9 mi (3 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Sannino's Bella Vita Vineyard or Corey Creek Winery, both within a short walk.
Mattebella Vineyards
8.0/10 (4 reviews)
Travelers might want a tour of Mattebella Vineyards, just one of the places to visit, and located 1.4 mi (2.3 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Croteaux Vineyards or Corey Creek Winery, both within a short walk.
Horton Lane Beach
9.0/10 (4 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Horton Lane Beach located 1.6 mi (2.6 km) from central Southold. If you want to continue walking by the waves, head to McCabe's Beach located nearby.
Corey Creek Winery
9.6/10 (5 reviews)
Travelers might want a tour of Corey Creek Winery, just one of the places to visit, and located 1.7 mi (2.7 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Croteaux Vineyards or Mattebella Vineyards, both within a short walk.
Learn more about Southold
Southold is well-known for its attractions such as Sparkling Pointe and Croteaux Vineyards. The city has something for everyone including sights like Sannino's Bella Vita Vineyard and Custer Institute and Observatory within a sunny setting.
See all hotels in Southold
Photo by Benny Goh
Check out reviews of Southold hotels guests love
Zey Hotel
10/10 Excellent
"Location was perfect for parking your car and walking to restaurants and town. Very clean and lots of space to sit and relax outside your room in creatively decorated living rooms."
Water's Edge Resort & Spa
8/10 Good
"Beautiful property.The staff were very accommodating ,helpful and friendly.The only complaint to report was the lack of on site eating facilities .We arrived on a rainy Sunday and the outside venue for lunch was closed.The bar did not serve food until 3:30.The only option was the Sunday buffet which was priced at $59.00pp.Starbucks was limited to a grilled cheese or a ham egg sandwich.We were forced to leave the property to have lunch . The espresso martini was priced at &20.00 a tad high .Overall it was an enjoyable stay."
The Hampton Maid
10/10 Excellent
"This is such a gem in the Hamptons. The location is wonderful and peaceful and yet easy to get around the island. The restaurant was amazing and the hotel employees were so kind and friendly. If you are considering this accomodation…just book it!"
Budget Host East End
8/10 Good
"Staff"
Hilton Garden Inn Riverhead
10/10 Excellent
"Great place."
Saybrook Point Resort & Marina
10/10 Excellent
"Absolute wonderful experience! Beautiful hotel and excellent service provided by staff. Awesome food!"
Hyatt Place Long Island East End
8/10 Good
"Great hotel, Not for $500 per night though"
Sag Harbor Inn
8/10 Good
"Free parking, clean, continental breakfast good quality."
Hampton Bays Hotel on Main
10/10 Excellent
"Great stay and great owners! 10/10"