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1 Aug - 2 Aug
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Top 10 Southold hotels and places to stay

The Shoals Suites and Slips
Relax on a bench amidst lush surroundings, with a covered patio just steps away.

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (187)
"Would stay again. So beautiful and clean. "
The price is ฿12,167
฿14,719 total
includes taxes & fees
12 Aug - 13 Aug
The Shoals Suites and Slips
Ocean Vista Resort
Guests can enjoy access to the beach and scenic ocean views.

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (183)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort
Windward Shores Ocean Resort
Enjoy a panoramic ocean view from the comfort of this room, featuring a dining table, seating area, and sliding glass doors to the outdoor patio.

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (289)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is ฿12,551
฿15,053 total
includes taxes & fees
4 Aug - 5 Aug
Windward Shores Ocean Resort
The Roundtree, Amagansett
Enjoy a leisurely ride along the beach, where the ocean meets the shore.

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is ฿42,380
฿50,840 total
includes taxes & fees
10 Aug - 11 Aug
The Roundtree, Amagansett
The Reform Club
Relax in a spacious bedroom with a large bed, high ceiling, and natural light pouring in through the skylight.

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
The Reform Club
Journey East Hampton
Stylish building with a brick and white exterior, featuring large windows and a covered outdoor area with a deck and potted plants.

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (143)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is ฿15,181
฿19,079 total
includes taxes & fees
1 Sept - 2 Sept
Journey East Hampton
East Hampton House Resort
Enjoy a restful stay in this stylish room with a comfortable bed, bedside table, and balcony offering a view of lush greenery.

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (271)
"The place was very well groomed and the early check in notification by text was unexpected and very much welcomed. That made the experience great from the beginning. Very nice flowers and clean pool"
The price is ฿11,592
฿13,957 total
includes taxes & fees
1 Sept - 2 Sept
East Hampton House Resort
Mill House Inn
Stately home surrounded by lush greenery and mature trees, offering a serene and atmosphere.

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is ฿32,562
฿40,923 total
includes taxes & fees
13 Aug - 14 Aug
Mill House Inn
East Hampton Art House Bed & Breakfast
Relax in a spacious outdoor area with a swimming pool surrounded by gardens and seating arrangements.

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is ฿29,984
฿34,256 total
includes taxes & fees
10 Aug - 11 Aug
East Hampton Art House Bed & Breakfast
The Huntting Inn
Relax in style on the patio, surrounded by lush greenery and comfortable seating.

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (95)
"Staff and management was very welcoming!"
The price is ฿18,932
฿21,957 total
includes taxes & fees
26 Aug - 27 Aug
The Huntting Inn
The 1770 House Restaurant & Inn
Stroll through the serene garden, lined with lush greenery and vibrant flowers, to a historic building with a decorative facade.

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is ฿18,834
฿25,747 total
includes taxes & fees
25 Aug - 26 Aug
The 1770 House Restaurant & Inn
The Hedges Inn
Cozy retreat with a four-poster bed, dresser, and nightstand, plus a large mirror and TV for a comfortable stay.

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (70)
"Great staff "
The price is ฿29,424
฿35,220 total
includes taxes & fees
12 Aug - 13 Aug
The Hedges Inn
EHP Resort & Marina
Experience serene waterfront views and tranquil boating opportunities from the marina.

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Rooms are well appointed with cozy cottage vibe yet modern and clean . My only ask would be rooms should have one full length mirror. The property is beautiful, location amazing. "
The price is ฿22,638
฿28,450 total
includes taxes & fees
1 Sept - 2 Sept
EHP Resort & Marina
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is ฿38,322
฿43,783 total
includes taxes & fees
3 Aug - 4 Aug
Wainscott Woods Retreat
The Sagaponack
Relax in a serene outdoor space surrounded by lush greenery and a charming house with a gabled roof.

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (165)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is ฿11,467
฿14,411 total
includes taxes & fees
1 Sept - 2 Sept
The Sagaponack
A Room At The Beach
Relax by the pool surrounded by lush greenery and shaded by three umbrellas.

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (84)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is ฿19,816
฿22,640 total
includes taxes & fees
1 Sept - 2 Sept
A Room At The Beach
Topping Rose House
Enjoy a pool and outdoor dining area with lounge chairs and a clear view of the surrounding landscape.

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is ฿41,087
฿47,057 total
includes taxes & fees
12 Aug - 13 Aug
Topping Rose House
The Niantic Inn
Guests can enjoy a beachside retreat with access to the ocean and scenic views of the surrounding landscape.

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is ฿7,298
฿8,392 total
includes taxes & fees
1 Sept - 2 Sept
The Niantic Inn
Baron's Cove
Enjoy the charming balcony with potted plants and a gabled roof.

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (275)
"Great location Rooms are very small but still amazing "
The price is ฿19,721
฿24,785 total
includes taxes & fees
4 Aug - 5 Aug
Baron's Cove
Sag Harbor Inn
Relax by the rectangular pool surrounded by a tiled deck and lounge chairs.

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (535)
"Great place to stay!"
The price is ฿13,236
฿15,122 total
includes taxes & fees
1 Sept - 2 Sept
Sag Harbor 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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Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold

Top Southold Hotel Reviews

Baron's Cove

Baron's Cove

10/10 Excellent
"We treated ourselves to room service one rainy night and it was great. The housekeeping staff was attentive and professional, one young woman offered to help get my bag upstairs! Super location for my needs of daily Tracy Anderson studio work Lovely spot"
Vicki 5-night trip
Posted 3 days ago
Baron's Cove

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. Vine & Sand is another good option for your trip. 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, 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. 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 McCabe's 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?

Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. Quality Inn Old Saybrook - Westbrook and Sound View Greenport 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 159 hotels and other accommodation options to choose from. Find out more about Southold.

What should I do while I'm visiting Southold?

The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux 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.