Southold Hotels

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Check prices for these dates

Tonight
Mar 21 - Mar 22
Tomorrow
Mar 22 - Mar 23
This weekend
Mar 21 - Mar 23
Next weekend
Mar 28 - Mar 30

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Top 10 trending Southold hotels

The Shoals Suites and Slips
Premium bedding, down comforters, individually decorated

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (154)
"I enjoyed the room that i stayed in. It was very clean. The ladies at the office were very kind and friendly. Enjoyed it very much. Thank you."
The price is P9,685
P12,495 total
includes taxes & fees
Apr 6 - Apr 7
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, (275)
"Great cozy place"
The price is P7,538
P9,857 total
includes taxes & fees
Mar 23 - Mar 24
Windward Shores Ocean Resort
Ocean Colony Beach and Tennis Club
Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
The price is P11,593
P30,910 total
includes taxes & fees
Apr 7 - Apr 8
Ocean Colony Beach and Tennis Club
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 P39,719
P47,647 total
includes taxes & fees
Apr 10 - Apr 11
The Roundtree, Amagansett
The Reform Club
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

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 Reform Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (125)
"Great property! Staff is great and personable. I’ve stayed multiple times and will definitely be back again. "
The price is P12,100
P15,206 total
includes taxes & fees
Mar 23 - Mar 24
Journey East Hampton
East Hampton House Resort
Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is P8,473
P10,925 total
includes taxes & fees
Apr 7 - Apr 8
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is P14,303
P17,975 total
includes taxes & fees
Mar 23 - Mar 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, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is P24,166
P27,609 total
includes taxes & fees
Mar 24 - Mar 25
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 P26,077
P30,365 total
includes taxes & fees
Apr 15 - Apr 16
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (148)
"Property was adorable and the staff very pleasant and helpful!! "
The price is P14,345
P19,611 total
includes taxes & fees
Mar 23 - Mar 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, (120)
"private and elegant"
The price is P16,734
P19,119 total
includes taxes & fees
Apr 13 - Apr 14
The Maidstone
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is P16,046
P20,167 total
includes taxes & fees
Apr 7 - Apr 8
EHP Resort & Marina
Brightwater by Rove Sauna Pool Outdoor Spaces
7 bedrooms, Internet

Brightwater by Rove Sauna Pool Outdoor Spaces

2.0 star property
The price is P94,311
P198,884 total
includes taxes & fees
Mar 24 - Mar 25
Brightwater by Rove Sauna Pool Outdoor Spaces
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (139)
"I stayed for a weekend trip as a short romantic getaway. I booked a bungalow that was not part of the main building. While I don't expect everything to be perfect, there were definitely a lot of flaws that could be improved. I liked the room, however, the pillows on the bed were extremely uncomfortable. My partner and I both agreed this was the worst night's sleep we've ever had. The room smelled kind of musty. The bedroom door and shower door struggled to close because they kept getting caught...
The price is P8,815
P12,359 total
includes taxes & fees
Mar 23 - Mar 24
The Sagaponack
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (83)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is P25,172
P28,759 total
includes taxes & fees
Apr 6 - Apr 7
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (130)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is P24,071
P27,701 total
includes taxes & fees
Mar 27 - Mar 28
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (89)
"Loved this hotel! Friendly staff and extremely clean. I plan on coming back. The only place I will stay."
The price is P7,472
P8,593 total
includes taxes & fees
Mar 23 - Mar 24
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 P17,106
P19,544 total
includes taxes & fees
Mar 24 - Mar 25
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (218)
"The staff at Baron's was extremely accomodating - from dog friednly room options to placing a crib in our room before arrival for our newborn. Every request was met swiftly and executed well. Highly recommend. Easy to walk to downtown Sag if you don't want to deal with parking, and vast array of amenities on site were lovely. "
The price is P11,173
P14,042 total
includes taxes & fees
Mar 23 - Mar 24
Baron's Cove
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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Learn more about Southold

Come to Southold and enjoy its wineries, island views, and beaches.

See all hotels in Southold

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 Water's Edge Resort & Spa and Hyatt Place Long Island East End. 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, 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. 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?

Water's Edge Resort & Spa: Provides a seasonal outdoor pool, an indoor pool, and a private beach. Hyatt Place Long Island East End and Baron's Cove 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 160 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, The Old Field Vineyards, and Corey Creek Winery. A couple of additional sights to add to your agenda are Sannino's Bella Vita Vineyard and Mattebella Vineyards. 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.