Photo by Benny Goh

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23 Nov - 24 Nov
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24 Nov - 25 Nov
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28 Nov - 30 Nov
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5 Dec - 7 Dec

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

Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (221)
"Great quick stay"
United States
Jasmine T
The price is AED 593
AED 677 total
includes taxes & fees
5 Dec - 6 Dec
The Shoals Suites and Slips
Interior entrance
Vine & Sand

Vine & Sand

3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1005)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is AED 845
AED 1,063 total
includes taxes & fees
30 Nov - 1 Dec
Saybrook Point Resort & Marina
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, (68)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
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, (1000)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
Pier Blue Inn Old Saybrook - Essex
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (970)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1005)
"We love the stay everything was perfect"
United States
angelica
The price is AED 583
AED 734 total
includes taxes & fees
24 Nov - 25 Nov
Water's Edge Resort & Spa
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (337)
"Staff and hotel are lovely "
United States
Steven
The price is AED 901
AED 1,036 total
includes taxes & fees
30 Nov - 1 Dec
Madison Beach Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (289)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Front of property
The Preston House & Hotel

The Preston House & Hotel

3.5 star property
Riverhead
9.8 out of 10, Exceptional, (368)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is AED 612
AED 699 total
includes taxes & fees
24 Dec - 25 Dec
The Preston House & Hotel
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (683)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The Hampton Maid
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1010)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AED 372
AED 427 total
includes taxes & fees
30 Nov - 1 Dec
Quality Inn Old Saybrook - Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (535)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is AED 383
AED 617 total
includes taxes & fees
21 Dec - 22 Dec
The Harbor Front Inn
Deluxe Double Room | Desk, laptop workspace, blackout drapes, iron/ironing board
Greenview Inn Riverhead

Greenview Inn Riverhead

2.0 star property
Riverhead
7.4 out of 10, Good, (777)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
Reception
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 star property
Guilford
8.8 out of 10, Excellent, (58)
"Good clean property with great staff "
United States
David
The price is AED 344
AED 395 total
includes taxes & fees
12 Dec - 13 Dec
Spark by Hilton Guilford
Property amenity
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1001)
"Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do."
United States
Mary J
The price is AED 459
AED 525 total
includes taxes & fees
21 Dec - 22 Dec
Residence Inn by Marriott New York Long Island East End
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 284
AED 367 total
includes taxes & fees
24 Nov - 25 Nov
Hamlet Inn
Terrace/patio
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3.0 star property
Riverhead
8.6 out of 10, Excellent, (1001)
"Checking in "
United States
Pangeline
The price is AED 379
AED 433 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Riverhead
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is AED 691
AED 789 total
includes taxes & fees
24 Nov - 25 Nov
Sag Harbor Inn
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is AED 423
AED 483 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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

4.5/5 (2 reviews)
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.
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The Old Field Vineyards

4.0/5 (1 review)
You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. Stroll along the beaches or discover the sunsets in this family-friendly area.
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
Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Hamlet Inn

Hamlet Inn

10/10 Excellent
"Everything is great"
Marco 1-night trip
Posted 2 days ago
Hamlet Inn

Hotels in Southold with star-rating

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. Other good choices for your trip to the area are Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook. 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 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?
Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool, and free self parking. Sound View Greenport and Saybrook Point Resort & Marina 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 152 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 Sparkling Pointe and The Old Field Vineyards. 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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