Find hotels in Southold, NY from ￥14,731

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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Southold hotels

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (269 reviews)
"Great rooms!"
United States
Susan
The price is ￥34,612
￥43,515 total
includes taxes & fees
May 26 - May 27
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is ￥61,421
￥70,173 total
includes taxes & fees
May 25 - May 26
Vine & Sand
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (305 reviews)
"amazing stay! "
United States
Lauren
The price is ￥25,734
￥29,400 total
includes taxes & fees
May 26 - May 27
Zey Hotel
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (311 reviews)
"Just all around great place"
United States
Stanley
The price is ￥13,998
￥16,098 total
includes taxes & fees
May 26 - May 27
Clinton Motel
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (126 reviews)
"Newly built hotel with kind staff and a great free breakfast, thank you!"
United States
Leah
The price is ￥20,740
￥23,851 total
includes taxes & fees
Jun 1 - Jun 2
Spark by Hilton Guilford
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,001 reviews)
"Great place very inexpensive."
United States
Kathy
The price is ￥13,965
￥16,060 total
includes taxes & fees
Jun 7 - Jun 8
Pier Blue Inn Old Saybrook - Essex
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (750 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is ￥13,400
￥15,310 total
includes taxes & fees
May 26 - May 27
Shorewood Inn
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (160 reviews)
"Great place."
United States
Joshua
The price is ￥30,160
￥34,684 total
includes taxes & fees
May 25 - May 26
The Niantic Inn
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is ￥36,670
￥41,895 total
includes taxes & fees
May 26 - May 27
North Fork Resort
Exterior

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveler
The price is ￥40,131
￥45,850 total
includes taxes & fees
May 27 - May 28
The Penny Lane
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (76 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is ￥26,294
￥30,040 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Bays Hotel on Main
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (700 reviews)
"Great place to stay"
United States
Mitchell
The price is ￥34,597
￥39,526 total
includes taxes & fees
May 27 - May 28
The Hampton Maid
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"Easy check-in. Good breakfast."
United States
peter
The price is ￥18,794
￥21,613 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Old Saybrook - Westbrook
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (234 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is ￥12,567
￥14,452 total
includes taxes & fees
May 24 - May 25
Lamplighter Motel - Clinton, Connecticut
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (474 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is ￥12,810
￥14,731 total
includes taxes & fees
May 27 - May 28
Econo Lodge Inn & Suites Old Saybrook Westbrook
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (500 reviews)
"From check in check out , friendly staff, beautiful property & right in the middle of it all"
United States
Alexandra
The price is ￥31,655
￥40,143 total
includes taxes & fees
May 27 - May 28
The Bentley Hotel Southampton
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (648 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is ￥15,748
￥18,110 total
includes taxes & fees
May 26 - May 27
Liberty Inn
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (477 reviews)
"Cute property"
United States
sabrina
The price is ￥19,900
￥25,720 total
includes taxes & fees
May 31 - Jun 1
Hamlet Inn
Exterior

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (244 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is ￥20,678
￥23,780 total
includes taxes & fees
May 24 - May 25
Tower Inn And Suites Of Guilford - Madison
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is ￥30,373
￥41,613 total
includes taxes & fees
May 31 - Jun 1
Cliffside Resort Condominiums
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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Stay near popular Southold attractions

Sparkling Pointe

4.4/5 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savor their diverse bubblies in an elegant tasting room with vineyard views.
See properties

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
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Spark by Hilton Guilford

Spark by Hilton Guilford

10/10 Excellent
"From start to finish the experience was stellar. Smooth check in. Super courteous staff and exceptional facilities "
Frank 1-night trip
Posted 1 hour ago
Spark by Hilton Guilford

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is ￥13,965 per night from Jun 7 to Jun 8
￥13,965
￥16,060 total
Jun 7 - Jun 8
includes taxes & fees
8/10 Very Good! (1,001 reviews)

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 private balconies and a bar. Vine & Sand is another good option for your visit. See all available top hotels, or vacation rentals in Southold.
What's the top vacation rental in Southold?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This vacation home rental outside of Southold offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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 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 are some accommodations with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool, and free self parking. The Bentley Hotel Southampton and Sound View Greenport are a couple of other choices that feature an onsite pool. View all hotels with pools 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 146 hotels and other accommodations to choose from. Find out more about Southold.
What should I see while I'm in Southold?
The picturesque setting of Horton Lane Beach and McCabe's Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Croteaux Vineyards and Osprey's Dominion. Check out what more to see and do in Expedia's Southold guide.
How should I 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 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.

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