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Check Southold hotel prices

Tonight
Dec 22 - Dec 23
Tomorrow night
Dec 23 - Dec 24
Next weekend
Dec 27 - Dec 29

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Top 10 Southold hotels and places to stay

The Shoals Suites and Slips
Garden Suite King

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (138)
"We had a great stay at the Shoals! The rooms were sparkling clean and the beds were super comfortable. The front desk staff were welcoming and helpful with dining recommendations. We will definitely return. "
The price is CA $243
CA $277 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Shoals Suites and Slips
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is CA $181
CA $238 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Windward Shores Ocean Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is CA $854
CA $1,024 total
includes taxes & fees
Dec 23 - Dec 24
The Roundtree, Amagansett
The Reform Club
Deluxe Suite

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (1)
"We went to the area for a last minute concert. We loved all the staff and the property was exquisite. We would like to recommend that if you are sensitive to noise you should stay in the upstairs suites. High quality and we will be back if ever in this area in the future."
The price is CA $1,404
CA $1,794 total
includes taxes & fees
Dec 23 - Dec 24
The Reform Club
Villa Spectrum
Porch

Villa Spectrum

3.5 star property
The price is CA $3,015
CA $4,518 total
includes taxes & fees
Dec 23 - Dec 24
Villa Spectrum
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (121)
"close to amenities. "
The price is CA $291
CA $379 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (241)
"There is value in this if you think it is the most expensive neighborhood in L.I. Large garden, pool. Vicinity to Carissa and Goldberg for breakfast."
The price is CA $250
CA $317 total
includes taxes & fees
Jan 9 - Jan 10, 2025
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (59)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is CA $359
CA $451 total
includes taxes & fees
Dec 23 - Dec 24
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is CA $607
CA $692 total
includes taxes & fees
Dec 23 - Dec 24
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is CA $514
CA $601 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (142)
"An excellent place."
The price is CA $360
CA $492 total
includes taxes & fees
Dec 23 - Dec 24
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (118)
"Cozy bedroom which made my stay comfortable. Nice, easy going staff. "
The price is CA $575
CA $656 total
includes taxes & fees
Jan 5 - Jan 6, 2025
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (126)
"I really liked the manager Shelby. She went above and beyond to make us feel welcome. She was hospitable, warm and friendly. The room was new, however the bathroom was very small and it was challenging to adjust the water temperature in the shower .But overall it exceeded my expectations. "
The price is CA $229
CA $311 total
includes taxes & fees
Dec 30 - Dec 31
The Sagaponack
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
The price is CA $5,983
CA $8,623 total
includes taxes & fees
Dec 24 - Dec 25
Villa Bridgehampton Village
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (120)
"Amazing place. "
The price is CA $592
CA $680 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (82)
"Stay one night at November and the room is spacious and was very clean. "
The price is CA $184
CA $212 total
includes taxes & fees
Jan 7 - Jan 8, 2025
The Niantic Inn
Bridgehampton Inn
Property grounds

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is CA $429
CA $490 total
includes taxes & fees
Dec 23 - Dec 24
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (200)
"The place was great and maintained very well. Staff always helpful. "
The price is CA $340
CA $427 total
includes taxes & fees
Dec 25 - Dec 26
Baron's Cove
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (495)
"The scenery is beautiful. Hotel is in great location. Hotel is Very nice and clean! Very important. Not modern but very nice. New bathrooms. People are very nice and helpful. Continental breakfast included On our way to try it now. "
The price is CA $300
CA $342 total
includes taxes & fees
Dec 23 - Dec 24
Sag Harbor Inn
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
8.0 out of 10, Very good, (17)
"Beautiful views and lovely service "
The price is CA $467
CA $533 total
includes taxes & fees
Jan 2 - Jan 3, 2025
The Rams Head Inn
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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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 traveler data. This hotel offers a restaurant and private balconies. Other good choices for your trip to the area are Quality Inn Old Saybrook - Westbrook and Residence Inn by Marriott New York Long Island East End. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms: This vacation home rental outside of Southold is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a spa tub so you can immerse yourself in your vacation. See all vacation rentals in Southold.

If I need to cancel my hotel reservation in Southold, will I receive a refund?

Yes, the majority of room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.

Where can I learn more about changing or cancelling my trip to Southold?

To access more information about rescheduling or cancelling your trip to Southold, head over to our customer service page.

What's the best hotel for couples in Southold?

The Shoals Suites and Slips is a favorite hotel for couples, and features wedding services and free breakfast. See all romantic hotels in Southold.

What's the best pet-friendly accommodation in Southold?

White Blossom House Inn is a top hotel for people traveling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. Cozy Long Island Escape is another good option for you and your pet. See more pet-friendly hotel accommodations in Southold.

Where is the best hotel to stay near Sparkling Pointe?

White Blossom House Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private patios. It's located just a short 0.9 mi (1.4 km) from Sparkling Pointe.

What about the best place to stay close to Mattebella Vineyards?

One of the top choices for your stay is White Blossom House Inn, located a short 0.7 mi (1.1 km) from Mattebella Vineyards, and this hotel offers free parking and private patios.

What's the best accommodation to stay near the beach in Southold?

Shorecrest Bed and Breakfast is a top beach B&B with free breakfast and free WiFi, and it's located close to Crescent Beach. See more stays near the beach in Southold.

What's the best high-end hotel in Southold?

Vine & Sand is a luxury B&B with a private beach and a seasonal outdoor pool, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Southold.

What are some accommodations with pools in Southold?

Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool, and free self parking. Residence Inn by Marriott New York Long Island East End and Hilton Garden Inn Riverhead are a couple of other choices that feature an onsite pool. View all hotels with pools in Southold.

What is the best spa hotel in Southold?

Shorecrest Bed and Breakfast is a top spa hotel with 5 rooms, free WiFi, and a fireplace in the lobby. Enjoy a massage at the on-site spa. See all spa hotels in Southold.

What's the best place to stay near John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

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 161 hotels and other accommodations to choose from. Find out more about Southold.

What should I see while I'm in Southold?

Favorite places to visit include Sparkling Pointe, Croteaux Vineyards, and Horton Lane Beach. A couple of additional sights to add to your agenda are Corey Creek Winery and Sannino's Bella Vita Vineyard. Check out what more to see and do in Expedia's Southold guide.

How should I 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.