Find hotels in Southold, NY from ₩126,037

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May 16 - May 17
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May 17 - May 18
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May 17 - May 19
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May 24 - May 26

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Compare 4,328 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Lobby sitting area
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (427)
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
The price is ₩352,674
₩450,592 total
includes taxes & fees
May 28 - May 29
Sound View Greenport
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (767)
"Great prices, huge room, convenient and super friendly staff. Have stayed the past 3 weeks for business, good location"
The price is ₩202,181
₩264,966 total
includes taxes & fees
May 28 - May 29
The Atlantic Hotel
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.2 out of 10, Wonderful, (70)
"We had a great stay"
The price is ₩268,154
₩366,430 total
includes taxes & fees
Jun 11 - Jun 12
The Bentley Hotel Southampton
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Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (422)
"I stay here often. Reliable and consistent hotel. Rooms are spotless. Perfect for single or retired traveler. It’s quiet and attracts a middle aged crowd. Walking distance to town. I’ve never had an issue."
The price is ₩318,324
₩363,287 total
includes taxes & fees
May 20 - May 21
Sag Harbor Inn
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is ₩542,784
₩657,462 total
includes taxes & fees
May 19 - May 20
Capri
Front of property - evening/night
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (133)
"We loved everything about our stay - the location, the cleanliness, the service, Kristen at the front desk :-), the food (we had breakfast and brunch at the hotel during our two days there) - can't wait to go back to Baron's Cove!!!!"
The price is ₩450,417
₩565,445 total
includes taxes & fees
May 29 - May 30
Baron's Cove
Front of property
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (92)
"Looks like the were in the process of updating? Lots of construction people and debris but we also went during off season so it made sense. Have to drive everywhere but still convenient!! "
The price is ₩399,946
₩504,052 total
includes taxes & fees
Jun 16 - Jun 17
The Wainscott Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
2.0 star property
8.4 out of 10, Very Good, (353)
"The staff is very nice"
The price is ₩150,322
₩194,104 total
includes taxes & fees
May 28 - May 29
Hamlet Inn
Traditional Single Room, 1 King Bed | Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, (478)
"The accommodations and the amenities were very nice."
The price is ₩355,953
₩443,421 total
includes taxes & fees
May 28 - May 29
Southampton Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Everything was exquisite! "
The price is ₩406,748
₩510,625 total
includes taxes & fees
May 19 - May 20
The Pridwin Hotel
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is ₩1,035,914
₩1,182,234 total
includes taxes & fees
May 20 - May 21
East Hampton Art House Bed & Breakfast
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is ₩173,185
₩197,650 total
includes taxes & fees
May 28 - May 29
Hampton's Vacation Inn
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is ₩841,450
₩965,066 total
includes taxes & fees
May 23 - May 24
Topping Rose House
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 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 ₩436,199
₩527,384 total
includes taxes & fees
May 20 - May 21
East Hampton House Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"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 ₩199,157
₩236,376 total
includes taxes & fees
May 20 - May 21
Bayview Resort
Outdoor pool
A Room At The Beach
3.0 star property
9.0 out of 10, Wonderful, (70)
"nice location "
The price is ₩646,171
₩737,451 total
includes taxes & fees
May 19 - May 20
A Room At The Beach
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"We stayed in the cottage and it was very well appointed decor wise. Cute common areas where breakfast is. The room could have used another light in the LR and it needed a desk and a better closet. No place to put the luggage and tiny closet. Could be furnished a bit better to accomodate. Overall very nice stay. Tx!"
The price is ₩400,447
₩502,715 total
includes taxes & fees
May 29 - May 30
Journey East Hampton
View from room
Ocean View Terrace Inn
2.0 star property
8.2 out of 10, Very Good, (86)
"Really nice location. Beautiful scenery especially at sunset. Caring and respectful staff. It was my first time here and I really enjoyed it. "
The price is ₩233,234
₩352,524 total
includes taxes & fees
May 19 - May 20
Ocean View Terrace Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is ₩680,180
₩815,065 total
includes taxes & fees
May 23 - May 24
Canoe Place Inn and Cottages
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (75)
"Would go back in a heartbeat. The staff were so friendly and the rooms are gorgeous. Honestly it’s a best kept secret and I’m so glad we found it! "
The price is ₩397,293
₩487,420 total
includes taxes & fees
May 23 - May 24
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.

More cheap stays in Southold

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT
The price is ₩126,037 per night from May 22 to May 23
₩126,037
per night
May 22 - May 23
7.4/10 Good! (957 reviews)

Stay near popular Southold attractions

Image for Sparkling Pointe

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

Southold hotels information

Number of reviews
3,376
Accommodation
4,328 hotels
Lowest Price
₩126,037
Highest Price
₩1,035,914

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 free breakfast and a restaurant. Other good choices for your trip to the area are Hilton Garden Inn Riverhead and Residence Inn by Marriott New York Long Island East End. 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, 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 hotel for couples in Southold?

The Shoals Suites and Slips is a favorite hotel for couples, and features wedding services and free breakfast. See all romantic hotels in Southold.

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. 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's the best high-end hotel 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 travelers looking for an elegant place to stay. Find more luxury hotels 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 the lobby. Enjoy a massage at the on-site spa. See all spa hotels 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 162 hotels and other accommodations to choose from. Find out more about Southold.

Recent reviews of Southold hotels
Expedia verified reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

5/5 Excellent
Great place to escape!
"Very kind and accommodating staff. I really enjoyed my stay?"
A verified traveler stayed at Water's Edge Resort & Spa
Posted 1 month ago
Water's Edge Resort & Spa