Hotels in Southold
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Sep 5 - Sep 6Tomorrow
Sep 6 - Sep 7Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Where to stay in Southold?
The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
$229
$286 total
includes taxes & fees
Oct 1 - Oct 2
Sound View Greenport
Sound View GreenportGreenport
$293
$363 total
includes taxes & fees
Oct 1 - Oct 2
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
$336
$384 total
includes taxes & fees
Sep 21 - Sep 22
Shelter Island House
Shelter Island HouseShelter Island Heights
$201
$230 total
includes taxes & fees
Oct 4 - Oct 5
The Harbor Front Inn
The Harbor Front InnGreenport
$289
$359 total
includes taxes & fees
Oct 4 - Oct 5
House on Chase Creek
House on Chase CreekThe Heights
$215
$246 total
includes taxes & fees
Oct 5 - Oct 6
North Fork Resort
North Fork ResortGreenport
$321
$367 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
$340
$478 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel
The Pridwin HotelShelter Island Heights
$532
$669 total
includes taxes & fees
Sep 7 - Sep 8
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
$95
$109 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
$101
$116 total
includes taxes & fees
Sep 27 - Sep 28
The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
$144
$190 total
includes taxes & fees
Oct 5 - Oct 6
American Beech Hotel
American Beech HotelGreenport
$311
$395 total
includes taxes & fees
Sep 7 - Sep 8
West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
$314
$358 total
includes taxes & fees
Sep 7 - Sep 8
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.
McCabe's Beach
When the beach is calling your name, you might want to head down to McCabe's Beach, located 1.6 mi (2.5 km) from central Southold. If you want to continue walking by the waves, head to Horton Lane 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.
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.
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
The Hampton Maid
10/10 Excellent
"Restaurant was exceptional"
Hampton's Vacation Inn
10/10 Excellent
"The property was beautiful. We can’t wait to go back!"
Quality Inn Old Saybrook - Westbrook
8/10 Good
"As expected .. with breakfast being a surprise at the assortment .. would stay again"
North Fork Resort
8/10 Good
"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"
Water's Edge Resort & Spa
10/10 Excellent
"Waters edge has wonderful staff and beautiful grounds. The food was also amazing."
Hyatt Place Long Island East End
10/10 Excellent
"Everything was great. Breakfast is a highlight"
Zey Hotel
10/10 Excellent
"Great location, and James is there for your every need! Not posh, but great value and a friendly staff make for a great experience in Greenport!"
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."
The Shoals Suites and Slips
10/10 Excellent
"Loved everything about our stay!"