Hotels in Southold
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Sep 18 - Sep 19Tomorrow
Sep 19 - Sep 20This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Where to stay in Southold?
1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
$282
$347 total
includes taxes & fees
Oct 4 - Oct 5
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
8. North Fork Resort
North Fork ResortGreenport
$300
$342 total
includes taxes & fees
Oct 18 - Oct 19
9. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
$321
$478 total
includes taxes & fees
Sep 28 - Sep 29
10. House on Chase Creek
House on Chase CreekThe Heights
$215
$246 total
includes taxes & fees
Oct 5 - Oct 6
11. Oyster Estate
Oyster EstateGreenport
$340
$428 total
includes taxes & fees
Sep 29 - Sep 30
12. American Beech Hotel
American Beech HotelGreenport
$239
$313 total
includes taxes & fees
Sep 21 - Sep 22
13. Clinton Motel
Clinton MotelClinton
$79
$91 total
includes taxes & fees
Sep 21 - Sep 22
14. Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
$89
$103 total
includes taxes & fees
Sep 20 - Sep 21
15. Shorewood Inn
Shorewood InnRiverhead
$97
$111 total
includes taxes & fees
Sep 20 - Sep 21
16. The Menhaden
The MenhadenGreenport
$395
$491 total
includes taxes & fees
Sep 29 - Sep 30
18. The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
$125
$168 total
includes taxes & fees
Oct 5 - Oct 6
19. Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
$101
$116 total
includes taxes & fees
Oct 12 - Oct 13
20. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
$330
$377 total
includes taxes & fees
Sep 20 - Sep 21
Go beyond your typical stay in Southold
Pet friendly
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.
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.
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.
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 The Old Field Vineyards within a sunny setting.
See all hotels in Southold
Photo by Benny Goh
Check out reviews of Southold hotels guests love
The Shoals Suites and Slips
10/10 Excellent
"Lovely property in a beautiful setting. Really enjoyed the large rooms and the location for exploring North Fork."
Zey Hotel
10/10 Excellent
"Very pleasant layout, center of town. Common areas are beautiful plus Hakan Bey is very helpful and accommodating"
Hampton Bays Hotel on Main
10/10 Excellent
"Great stay and great owners! 10/10"
North Fork Resort
10/10 Excellent
"Very new and clean property very helpful and friendly staff ..... some areas where the rvs are the view not great ..... otherwise all good"
Greenview Inn Riverhead
10/10 Excellent
"Very clean, nice and quiet everyone is very friendly"
Pier Blue Inn Old Saybrook - Essex
10/10 Excellent
"Staff was helpful and professional. Room was clean, basic, nice. The TV was a little sketchy-some stations were static. The bathroom shower was great: good flow, hot and soothing. Overall, very good for the price."
Water's Edge Resort & Spa
10/10 Excellent
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."
The Atlantic Hotel
10/10 Excellent
"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."
Hilton Garden Inn Riverhead
10/10 Excellent
"Friendly staff, comfortable and clean room. Modern and bright."