Find hotels in Southold, NY from SAR 259

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Compare 4,241 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (149)
"I can’t say enough great things about this place. Absolutely wonderful ! "
The price is SAR 635
SAR 725 total
includes taxes & fees
2 Mar - 3 Mar
The Shoals Suites and Slips

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (271)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is SAR 494
SAR 645 total
includes taxes & fees
17 Feb - 18 Feb
Windward Shores Ocean Resort

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 SAR 2,607
SAR 3,124 total
includes taxes & fees
17 Feb - 18 Feb
The Roundtree, Amagansett

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is SAR 769
SAR 957 total
includes taxes & fees
18 Feb - 19 Feb
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (244)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is SAR 609
SAR 776 total
includes taxes & fees
18 Mar - 19 Mar
East Hampton House Resort

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 SAR 938
SAR 1,177 total
includes taxes & fees
17 Feb - 18 Feb
Mill House Inn

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 SAR 1,584
SAR 1,808 total
includes taxes & fees
17 Feb - 18 Feb
East Hampton Art House Bed & Breakfast

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 SAR 1,580
SAR 1,841 total
includes taxes & fees
23 Feb - 24 Feb
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (146)
"Property was adorable and the staff very pleasant and helpful!! "
The price is SAR 1,036
SAR 1,415 total
includes taxes & fees
19 Feb - 20 Feb
The 1770 House Restaurant & Inn

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is SAR 1,669
SAR 1,905 total
includes taxes & fees
17 Feb - 18 Feb
The Maidstone

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (136)
"We had an unexpected trip to sag harbor and had to reserve quickly. The property was clean very pretty and quaint. The room was comfortable and quaint as well. "
The price is SAR 522
SAR 727 total
includes taxes & fees
23 Feb - 24 Feb
The Sagaponack

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (125)
"Great location and very comfortable "
The price is SAR 1,708
SAR 1,962 total
includes taxes & fees
17 Feb - 18 Feb
Topping Rose House

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (85)
"Nice"
The price is SAR 530
SAR 609 total
includes taxes & fees
19 Feb - 20 Feb
The Niantic Inn

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is SAR 1,121
SAR 1,280 total
includes taxes & fees
17 Feb - 18 Feb
Bridgehampton Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (209)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."
The price is SAR 657
SAR 825 total
includes taxes & fees
2 Mar - 3 Mar
Baron's Cove

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (498)
"It was only a 10 minute walk to Main Street. "
The price is SAR 746
SAR 852 total
includes taxes & fees
17 Feb - 18 Feb
Sag Harbor Inn

The 1708 House

3.0 star property
The price is SAR 919
SAR 1,075 total
includes taxes & fees
17 Feb - 18 Feb
The 1708 House

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (110)
"Delightful stay in the middle of Southampton Village. Close to all, extremely comfortable bed and well appointed junior suite with fine amenities. "
The price is SAR 384
SAR 439 total
includes taxes & fees
17 Feb - 18 Feb
Harpoon House

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (513)
"Nice place"
The price is SAR 750
SAR 917 total
includes taxes & fees
17 Feb - 18 Feb
Southampton Inn

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (67)
"Everything you need for a stay on the island"
The price is SAR 391
SAR 446 total
includes taxes & fees
17 Feb - 18 Feb
House on Chase Creek
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.

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 Hyatt Place Long Island East End and Water's Edge Resort & Spa. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr: This vacation home rental outside of Southold offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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 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 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 are some accommodations with pools in Southold?

Hyatt Place Long Island East End: Offers an indoor pool, an outdoor pool, and 2 bars. Water's Edge Resort & Spa and Residence Inn by Marriott New York Long Island East End are a couple of other choices that feature an onsite pool. View all hotels with pools 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 Osprey's Dominion. 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.