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Top hotels and accommodation in Southold

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (492)
"The breakfast buffet was very disappointing… not many options. Mostly cold food (cold boiled eggs, cereal, yoghurts)."
The price is AU$324
includes taxes & fees
23 Dec - 24 Dec
Sound View Greenport

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (199)
"The place was great and maintained very well. Staff always helpful. "
The price is AU$431
includes taxes & fees
19 Dec - 20 Dec
Baron's Cove

The Atlantic Hotel

2.5 star property
7.0 out of 10, Good, (826)
"Very clean, quiet location. Close to food locations. Lots of space"
The price is AU$252
includes taxes & fees
3 Jan - 4 Jan 2025
The Atlantic Hotel

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (213)
"Just 10 minute drive to restaurants. Newly renovated hotel. Very friendly staff."
The price is AU$289
includes taxes & fees
15 Jan - 16 Jan 2025
The Bentley Hotel Southampton

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (121)
"close to amenities. "
The price is AU$452
includes taxes & fees
22 Dec - 23 Dec
Journey East Hampton

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (582)
"A rustic setting but everything was modern and clean. It’s easy to get to and near the bay."
The price is AU$443
includes taxes & fees
23 Dec - 24 Dec
The Hampton Maid

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (120)
"Amazing place. "
The price is AU$747
includes taxes & fees
5 Jan - 6 Jan 2025
Topping Rose House

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (124)
"Beautiful for a quiet weekend getaway "
The price is AU$340
includes taxes & fees
16 Jan - 17 Jan 2025
The Sagaponack

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (493)
"This was our first stay at the Sag Harbor Inn, but it will not be our last. Our room was large with two queen beds, ample dresser and closet storage for our 5 day stay, and there was a sink in the dressing area and in the bathroom, convenient for two person separate use. Our room was very quiet (both from the standpoint of quiet heating and no noise from the hallway or other rooms) and house keeping came in each day to tidy our room. Our room was immaculately kept during our stay. The...
The price is AU$374
includes taxes & fees
24 Dec - 25 Dec
Sag Harbor Inn

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 AU$492
includes taxes & fees
19 Dec - 20 Dec
Mill House Inn

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 AU$303
includes taxes & fees
16 Jan - 17 Jan 2025
The Shoals Suites and Slips

Hamlet Inn

2.0 star property
8.4 out of 10, Very good, (379)
"Wonderful stay "
The price is AU$218
includes taxes & fees
19 Dec - 20 Dec
Hamlet Inn

East Hampton House Resort

3.0 star property
8.8 out of 10, Excellent, (240)
"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 AU$368
includes taxes & fees
1 Jan - 2 Jan 2025
East Hampton House Resort

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (36)
"Everything is delightful, love all the thoughtful attention to detail and luxuries so much I’ve decided to extend my stay. "
The price is AU$560
includes taxes & fees
19 Dec - 20 Dec
Canoe Place Inn and Cottages

Southampton Long Island Hotel

2.5 star property
8.4 out of 10, Very good, (186)
"Nice hotel conveniently located "
The price is AU$216
includes taxes & fees
19 Dec - 20 Dec
Southampton Long Island Hotel

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (510)
"Beautiful boutique hotel in awesome Southampton. Outdoor heated pool. Beautiful gardens. Easy walk to restaurants and shops. Nice venue for small wedding or event."
The price is AU$383
includes taxes & fees
16 Jan - 17 Jan 2025
Southampton Inn

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 AU$1,118
includes taxes & fees
26 Dec - 27 Dec
The Roundtree, Amagansett

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 AU$756
includes taxes & fees
24 Dec - 25 Dec
East Hampton Art House Bed & Breakfast

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (272)
"Very clean and quiet."
Hampton's Vacation Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (142)
"An excellent place."
The price is AU$537
includes taxes & fees
23 Dec - 24 Dec
The 1770 House Restaurant & 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 traveller data. This hotel offers a restaurant and private balconies. Other good choices for your stay in the area are Residence Inn by Marriott New York Long Island East End and Hilton Garden Inn Riverhead. See all available top hotels, or vacation rentals in Southold.

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

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms: This holiday home rental outside of Southold is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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 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?

Residence Inn by Marriott New York Long Island East End: Provides a seasonal outdoor pool, an indoor pool and 2 hot tubs. Hilton Garden Inn Riverhead and Water's Edge Resort & Spa 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 158 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, Croteaux Vineyards and Corey Creek Winery. A couple of additional sights to add to your itinerary are Sannino's Bella Vita Vineyard and The Old Field 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.