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Check prices for these dates

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

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Top hotels and accommodation in Southold

The Shoals Suites and Slips
Garden Suite King

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 NZ$336
includes taxes & fees
9 Mar - 10 Mar
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, (272)
"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 NZ$299
includes taxes & fees
25 Mar - 26 Mar
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 NZ$1,451
includes taxes & fees
23 Feb - 24 Feb
The Roundtree, Amagansett
Journey East Hampton
Exterior

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 NZ$430
includes taxes & fees
24 Feb - 25 Feb
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, (245)
"Perfect location and super clean"
The price is NZ$359
includes taxes & fees
18 Mar - 19 Mar
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 NZ$544
includes taxes & fees
23 Feb - 24 Feb
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 NZ$836
includes taxes & fees
26 Feb - 27 Feb
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 NZ$933
includes taxes & fees
25 Mar - 26 Mar
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (147)
"Property was adorable and the staff very pleasant and helpful!! "
The price is NZ$657
includes taxes & fees
2 Mar - 3 Mar
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 NZ$615
includes taxes & fees
12 Mar - 13 Mar
The Maidstone
The Sagaponack
Exterior

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 NZ$336
includes taxes & fees
23 Feb - 24 Feb
The Sagaponack
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (125)
"Topping Rose House is beautiful, and the staff is excellent. I am looking forward to returning on my next visit"
The price is NZ$986
includes taxes & fees
23 Feb - 24 Feb
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (86)
"We loved our stay!"
The price is NZ$286
includes taxes & fees
24 Mar - 25 Mar
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 NZ$592
includes taxes & fees
24 Feb - 25 Feb
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (211)
"Perfect get away "
The price is NZ$383
includes taxes & fees
9 Mar - 10 Mar
Baron's Cove
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (500)
"So Good !!!!!!!"
The price is NZ$394
includes taxes & fees
26 Feb - 27 Feb
Sag Harbor Inn
The 1708 House
Exterior

The 1708 House

3.0 star property
The price is NZ$499
includes taxes & fees
23 Feb - 24 Feb
The 1708 House
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very good, (111)
"We were told to check in at a restaurant that was closed, but we decided to try going in the house and there was a small reception deal and a number to call. The host answered immediately and we were quickly taken to our room. The room was very inviting, clean, and elegant. My only complaint is the bathroom was freezing cold! A small space heater in NY in February would have made all the difference! The room had a great heating system, but leaving the bathroom door wide open all the time let in...
The price is NZ$247
includes taxes & fees
23 Feb - 24 Feb
Harpoon House
Southampton Inn
Traditional Single Room, 1 King Bed

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (513)
"Nice place"
The price is NZ$424
includes taxes & fees
23 Feb - 24 Feb
Southampton Inn
House on Chase Creek
View from property

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 NZ$206
includes taxes & fees
5 Mar - 6 Mar
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.

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 traveller data. This hotel offers a restaurant and private balconies. Other good choices for your stay in the area are Water's Edge Resort & Spa and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Southold.

What are some of the best holiday rentals that Southold has to offer?

10 Bedroom Hampton House with a regulation size Pickleball: This holiday home rental outside of Southold is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself 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, 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 accommodation for a couple visiting Southold?

The Shoals Suites and Slips is a favourite hotel for couples, and features wedding services and free breakfast. See all romantic hotels 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. Cozy Long Island Escape is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Southold.

What's the best accommodation option 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 place to stay 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 travellers looking for an elegant place to stay. Find more luxury hotels in Southold.

What are some accommodation options with pools in Southold?

Water's Edge Resort & Spa: Offers a seasonal outdoor pool, an indoor pool and a private beach. Hyatt Place Long Island East End 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 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 reception. Enjoy a massage at the on-site spa. See all spa hotels 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 160 hotels and other accommodation options to choose from. Find out more about Southold.

What should I do while I'm visiting Southold?

Favourite places to visit include Sparkling Pointe, The Old Field Vineyards and Corey Creek Winery. A couple of additional sights to add to your itinerary are Sannino's Bella Vita Vineyard and Mattebella Vineyards. 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.