Southold
New York
United States of America
Hotels
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Chalet

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Southold

Popular locations

Hither Hills State Park

Essex Steam Train

East Hampton Main Beach

Hammonasset Beach State Park

Mattebella Vineyards

Corey Creek Winery

Horton Lane Beach

Rocky Neck State Park

Sparkling Pointe

Horton Point Park

Sannino's Bella Vita Vineyard

Cooper's Beach

Orient Point County Park

Croteaux Vineyards

The Hamptons Beaches

Splish Splash Water Park

The Old Field Vineyards

Osprey's Dominion

Long Island Aquarium and Exhibition Center

Wolffer Estates Vineyard

Meal plans available

Breakfast included

Lunch included

Dinner included

All inclusive

Amenities

Pool

Pet friendly

Golf course

Spa

Ocean view

Hot tub

Beachfront

Kitchen

Water park

Parking

Airport shuttle included

Electric car charging station

Casino

Air conditioned

Gym

WiFi included

Washer and dryer

Restaurant

Cribs

Outdoor space

Accessibility

Wheelchair-accessible parking

Accessible bathroom

Service animals allowed

Roll-in shower

Stair-free path to entrance

In-room accessibility

Sign language-capable staff

Elevator

Traveler experience

Family friendly

See properties that include family essentials like in-room conveniences and activities for the kids.

Business friendly

See properties with amenities to help you work comfortably, like WiFi and breakfast.

Compare 4,371 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sound View Greenport

4.0 star property

Greenport

8.4 out of 10, Very Good, (440)

8.4/10

Very Good

(440)

"We didn't have a table and chairs outside. We called the front desk and asked for them. They never came. We got our beach chairs out of our car to use."

The price is AED 1,545

AED 1,545

AED 1,955 total

includes taxes & fees

25 Jun - 26 Jun

Sound View Greenport

The Atlantic Hotel

2.5 star property

Southampton

7.0 out of 10, Good, (780)

7.0/10

Good

(780)

"We enjoyed our stay and felt it was good value for the area. "

The price is AED 1,127

AED 1,127

AED 1,366 total

includes taxes & fees

25 Jun - 26 Jun

The Atlantic Hotel

The Bentley Hotel Southampton

2.0 star property

Southampton

9.4 out of 10, Exceptional, (89)

9.4/10

Exceptional

(89)

"After our hotel cancelled on us last minute, we rerouted to the Bentley Hotel. I’m glad we did. Staff were friendly, room was huge and grounds were well maintained. My family had a great Father’s Day weekend at this hotel. "

The price is AED 873

AED 873

AED 1,088 total

includes taxes & fees

23 Jun - 24 Jun

The Bentley Hotel Southampton

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Sag Harbor Inn

3.5 star property

Sag Harbor

9.4 out of 10, Exceptional, (439)

9.4/10

Exceptional

(439)

"Excellant "

The price is AED 1,322

AED 1,322

AED 1,496 total

includes taxes & fees

20 Jun - 21 Jun

Sag Harbor Inn

Capri

3.5 star property

Southampton

6.4 out of 10, (223)

6.4/10

(223)

"The stay was exactly what we were looking for!"

The price is AED 1,576

AED 1,576

AED 1,909 total

includes taxes & fees

25 Jun - 26 Jun

Capri

Baron's Cove

3.5 star property

Sag Harbor

9.0 out of 10, Wonderful, (139)

9.0/10

Wonderful

(139)

"We loved this hotel. Wonderful staff, great room with beautiful views. Very good restaurant."

The price is AED 2,053

AED 2,053

AED 2,578 total

includes taxes & fees

9 Jul - 10 Jul

Baron's Cove

The Wainscott Inn

3.0 star property

Wainscott

8.6 out of 10, Excellent, (94)

8.6/10

Excellent

(94)

"new remodel is very nice"

The price is AED 1,796

AED 1,796

AED 2,177 total

includes taxes & fees

23 Jun - 24 Jun

The Wainscott Inn

Hamlet Inn

2.0 star property

Southampton

8.4 out of 10, Very Good, (359)

8.4/10

Very Good

(359)

"Great location and the owner is simply the best! She gave me insights and tips about the area that were useful. Other patrons were nice and courteous. I recommend this hotel and I will be back "

The price is AED 900

AED 900

AED 1,162 total

includes taxes & fees

25 Jun - 26 Jun

Hamlet Inn

Southampton Inn

3.0 star property

Southampton

8.4 out of 10, Very Good, (487)

8.4/10

Very Good

(487)

"I saw a cat, and it was all set:) it is very very convenient, clean and family friendly place to stay. "

The price is AED 1,359

AED 1,359

AED 1,651 total

includes taxes & fees

23 Jun - 24 Jun

Southampton Inn

The Pridwin Hotel

3.0 star property

Shelter Island Heights

10.0 out of 10, Exceptional, (24)

10.0/10

Exceptional

(24)

"Excellent Service"

The price is AED 1,671

AED 1,671

AED 2,080 total

includes taxes & fees

25 Jun - 26 Jun

The Pridwin Hotel

East Hampton Art House Bed & Breakfast

4.0 star property

Clearwater Beach

9.8 out of 10, Exceptional, (55)

9.8/10

Exceptional

(55)

"The hosts were really nice and the breakfast is excellent!"

The price is AED 2,797

AED 2,797

AED 3,192 total

includes taxes & fees

25 Jun - 26 Jun

East Hampton Art House Bed & Breakfast

Hampton's Vacation Inn

2.5 star property

Hampton Bays

9.0 out of 10, Wonderful, (241)

9.0/10

Wonderful

(241)

"Love this place! ❤️"

The price is AED 859

AED 859

AED 981 total

includes taxes & fees

20 Jun - 21 Jun

Hampton's Vacation Inn

Topping Rose House

4.5 star property

Bridgehampton

9.4 out of 10, Exceptional, (108)

9.4/10

Exceptional

(108)

"The pool is lovely. The room is very spacious and quiet "

The price is AED 3,212

AED 3,212

AED 3,669 total

includes taxes & fees

23 Jun - 24 Jun

Topping Rose House

East Hampton House Resort

3.0 star property

East Hampton North

8.8 out of 10, Excellent, (227)

8.8/10

Excellent

(227)

"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "

The price is AED 1,311

AED 1,311

AED 1,576 total

includes taxes & fees

20 Jun - 21 Jun

East Hampton House Resort

Bayview Resort

2.5 star property

Hampton Bays

8.6 out of 10, Excellent, (376)

8.6/10

Excellent

(376)

"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "

The price is AED 845

AED 845

AED 1,003 total

includes taxes & fees

25 Jun - 26 Jun

Bayview Resort

A Room At The Beach

3.0 star property

Bridgehampton

9.2 out of 10, Wonderful, (74)

9.2/10

Wonderful

(74)

"The property is BEAUTIFUL and staff was wonderful and accommodating! Everything from supporting with a late check in to the water, coffee and Rose wine on demand, this is an excellent place to stay — will definitely visit again!"

The price is AED 2,571

AED 2,571

AED 2,934 total

includes taxes & fees

20 Jun - 21 Jun

A Room At The Beach

Journey East Hampton

4.0 star property

East Hampton North

9.0 out of 10, Wonderful, (94)

9.0/10

Wonderful

(94)

"Everything was great! Would go back."

The price is AED 1,488

AED 1,488

AED 1,867 total

includes taxes & fees

23 Jun - 24 Jun

Journey East Hampton

Ocean View Terrace Inn

2.0 star property

Hampton Bays

8.4 out of 10, Very Good, (91)

8.4/10

Very Good

(91)

"was very happy staying at ovt and acceptional."

The price is AED 770

AED 770

AED 1,131 total

includes taxes & fees

24 Jun - 25 Jun

Ocean View Terrace Inn

Canoe Place Inn and Cottages

4.0 star property

Hampton Bays

10.0 out of 10, Exceptional, (27)

10.0/10

Exceptional

(27)

"The room was beautiful.The grounds were amazing."

The price is AED 2,938

AED 2,938

AED 3,491 total

includes taxes & fees

26 Jun - 27 Jun

Canoe Place Inn and Cottages

The Shoals Suites and Slips

3.5 star property

Southold

9.6 out of 10, Exceptional, (83)

9.6/10

Exceptional

(83)

"Lovely spot. Beautiful rooms and helpful staff. We will come again"

The price is AED 1,138

AED 1,138

AED 1,385 total

includes taxes & fees

20 Jun - 21 Jun

The Shoals Suites and Slips

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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.

Stay near popular Southold attractions

Sparkling Pointe

You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.

See properties

Sparkling Pointe

Croteaux Vineyards

You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

See properties

Croteaux Vineyards

Sannino's Bella Vita Vineyard

You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area.

See properties

Sannino's Bella Vita Vineyard

Horton Lane Beach

Why not spend a lazy afternoon at Horton Lane Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.

See properties

Horton Lane Beach

Corey Creek Winery

You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

See properties

Corey Creek Winery

Osprey's Dominion

You can enjoy a tasting or tour at Osprey's Dominion during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

See properties

Osprey's Dominion

Frequently asked questions

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 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.