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Go beyond your typical stay in Southold
Check prices for these dates
Our top choices for Southold hotels
The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
9.4 out of 10, Exceptional, (242 reviews)
"Great stay, will definitely go again"
ANTONIO J
The price is AU$240
includes taxes & fees
21 Feb - 22 Feb
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
Dan
Sound View Greenport
Sound View GreenportGreenport
8.4 out of 10, Very good, (614 reviews)
"Nice place"
Mateusz
The price is AU$281
includes taxes & fees
5 Mar - 6 Mar
The Harbor Front Inn
The Harbor Front InnGreenport
8.8 out of 10, Excellent, (567 reviews)
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
Pamela
The price is AU$247
includes taxes & fees
5 Mar - 6 Mar
The Menhaden
The MenhadenGreenport
9.6 out of 10, Exceptional, (176 reviews)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
Cory
The price is AU$449
includes taxes & fees
22 Feb - 23 Feb
The Pridwin Hotel
The Pridwin HotelShelter Island Heights
9.6 out of 10, Exceptional, (84 reviews)
"Overall the places is nice, clean and great views"
Dianne
The Farmhouse Bed and Breakfast
The Farmhouse Bed and BreakfastCutchogue
10.0 out of 10, Exceptional, (13 reviews)
"very comfortable stay.
"
Valentine
Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
Rebecca
Sag Harbor Inn
Sag Harbor InnSag Harbor
9.4 out of 10, Exceptional, (583 reviews)
"Lovely hotel, very clean and friendly! Definitely going back!"
Hollie
The price is AU$332
includes taxes & fees
22 Feb - 23 Feb
Hotel Moraine
Hotel MoraineGreenport
9.8 out of 10, Exceptional, (22 reviews)
"Our 3rd stay - we love the beauty of the property and the luxurious serenity of this boutique hotel. Great views of the water; fantastic large pool and lounging areas."
Amy
Harbor Knoll Bed & Breakfast
Harbor Knoll Bed & BreakfastPipes Cove
9.2 out of 10, Wonderful, (12 reviews)
"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "
Andrea
American Beech Hotel
American Beech HotelGreenport
8.8 out of 10, Excellent, (196 reviews)
"Very nice and very clean."
Daniel
The price is AU$307
includes taxes & fees
22 Feb - 23 Feb
West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
Leslie
Stirling House Bed & Breakfast
Stirling House Bed & BreakfastGreenport
9.8 out of 10, Exceptional, (24 reviews)
"This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back."
steve
Shelter Island House
Shelter Island HouseShelter Island Heights
8.4 out of 10, Very good, (57 reviews)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
James
The Chequit
The ChequitThe Heights
9.0 out of 10, Wonderful, (37 reviews)
"A cozy room with great pillows and quiet. Perfect little place.
"
Neal
Sea Crest Resort
Sea Crest ResortAmagansett
9.2 out of 10, Wonderful, (507 reviews)
"Perfect location!"
Bernadette
The price is AU$362
includes taxes & fees
8 Mar - 9 Mar
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater SpaMontauk
8.4 out of 10, Very good, (729 reviews)
"Room was spotless, staff were great and the resort is top notch!!"
Carrie
The price is AU$557
includes taxes & fees
22 Feb - 23 Feb
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.
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Stay near popular Southold attractions
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.
Photo by Benny Goh
Open Photo by Benny Goh
Top Southold Hotel Reviews
Recent Reviews in Southold
The Bentley Hotel Southampton
10/10 Excellent
More cheap accommodation in Southold
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is AU$165 per night from 1 Mar to 2 Mar
AU$165
1 Mar - 2 Mar
includes taxes & fees
7.6/10 Good! (1,007 reviews)
