Find hotels in Southold, NY from ฿2,562

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Check prices for these dates

Tonight
13 Apr - 14 Apr
Tomorrow
14 Apr - 15 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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Our top choices for Southold hotels

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (259 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is ฿5,424
฿6,997 total
includes taxes & fees
27 Apr - 28 Apr
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is ฿12,833
฿14,662 total
includes taxes & fees
14 Apr - 15 Apr
Vine & Sand
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is ฿4,749
฿6,297 total
includes taxes & fees
15 Apr - 16 Apr
Windward Shores Ocean Resort
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (94 reviews)
"Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back."
United States
Glenn
The price is ฿22,243
฿26,683 total
includes taxes & fees
14 Apr - 15 Apr
The Roundtree, Amagansett
Cottage | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

The Reform Club

The Reform Club
2.0 star property
Amagansett North
10.0 out of 10, Exceptional, (2 reviews)
"Unique property; lots of attention from staff; close to town."
United States
Cathleen
The price is ฿23,427
฿28,907 total
includes taxes & fees
3 May - 4 May
The Reform Club
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (168 reviews)
"Amazing stay"
United States
Liana
The price is ฿8,506
฿10,690 total
includes taxes & fees
26 Apr - 27 Apr
Journey East Hampton
Deluxe Studio | Living area | TV

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (296 reviews)
"Our room was spotless and the bed is very comfortable and supportive. The location is very nice and convenient. The staff are very friendly and we had a nice time here "
United States
John
The price is ฿6,228
฿7,813 total
includes taxes & fees
14 Apr - 15 Apr
East Hampton House Resort
Front of property – evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (83 reviews)
"It is a very nice place, the staff is very friendly and the breakfast is very good. Also they have delicious teas, coffee, hot cider and snacks. We definitely recommend this hotel "
United States
Eliane
The price is ฿10,412
฿13,086 total
includes taxes & fees
14 Apr - 15 Apr
Mill House Inn
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is ฿13,820
฿16,110 total
includes taxes & fees
3 May - 4 May
The Huntting Inn
2 restaurants, American cuisine

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (163 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is ฿11,974
฿14,279 total
includes taxes & fees
14 Apr - 15 Apr
The 1770 House Restaurant & Inn
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (155 reviews)
"Bar was excellent "
United States
raje
The price is ฿8,415
฿9,614 total
includes taxes & fees
14 Apr - 15 Apr
The Maidstone
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine

EHP Resort & Marina

EHP Resort & Marina
3.5 star property
East Hampton
7.4 out of 10, Good, (9 reviews)
"Beautiful property, but no restaurant open for lunch, no pool service, no one to answer calls at front desk. Constant marketing notices."
Canada
Michelle
The price is ฿10,132
฿12,733 total
includes taxes & fees
14 Apr - 15 Apr
EHP Resort & Marina
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is ฿15,354
฿17,542 total
includes taxes & fees
14 Apr - 15 Apr
Wainscott Woods Retreat
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (239 reviews)
"Really comfortable stay - wonderful property, staff and amenities."
Canada
Anne
The price is ฿5,735
฿7,673 total
includes taxes & fees
27 Apr - 28 Apr
The Sagaponack
Exterior

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (92 reviews)
"Adorable boutique hotel!"
United States
Julianne
The price is ฿10,540
฿12,042 total
includes taxes & fees
15 Apr - 16 Apr
A Room At The Beach
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (147 reviews)
"Everything and everyone was just lovely! Comfortable Welcoming Great restaurant "
United States
Rachelle
The price is ฿11,389
฿13,124 total
includes taxes & fees
26 Apr - 27 Apr
Topping Rose House
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (152 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is ฿4,556
฿5,239 total
includes taxes & fees
21 Apr - 22 Apr
The Niantic Inn
Bar (on property)

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (221 reviews)
"Great place!!!"
United States
Leslie
The price is ฿9,579
฿10,944 total
includes taxes & fees
14 Apr - 15 Apr
Bridgehampton Inn
Building design

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (595 reviews)
"Awesome staff, very clean facilities, and nice pool!"
United States
Fabian
The price is ฿7,208
฿8,236 total
includes taxes & fees
16 Apr - 17 Apr
Sag Harbor Inn
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (150 reviews)
"Room was clean. Bathroom was refinished. "
United States
robert
The price is ฿4,782
฿5,463 total
includes taxes & fees
14 Apr - 15 Apr
Harpoon House
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

Sparkling Pointe

4.4/5 (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.
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Horton Lane Beach

4.5/5 (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.
See properties

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
Open Photo by Benny Goh

Top Southold Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Incredible room"
Camilo 1-night trip
Posted 10 hours ago
The Bentley Hotel Southampton

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is ฿2,321 per night from 14 Apr to 15 Apr
฿2,321
฿2,669 total
14 Apr - 15 Apr
includes taxes & fees
8/10 Very Good! (1,001 reviews)

Frequently asked questions

Where is the best place to stay in Southold?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data. This hotel offers private balconies and a bar. Vine & Sand is another good option for your trip. See all available top hotels, or vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.
What are some accommodation options with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. Water's Edge Resort & Spa and Residence Inn by Marriott New York Long Island East End are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.
What's it like to stay in Southold?
Visitors can enjoy all that Southold has to offer, including the wineries, beaches and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 148 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
The picturesque setting of Horton Lane Beach and McCabe's Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Croteaux Vineyards and Corey Creek Winery. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.
What's the weather like in Southold?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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