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Find hotels in Southold, NY from ￥13,842

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Oct 17 - Oct 18
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Oct 18 - Oct 19
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Oct 17 - Oct 19
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Oct 24 - Oct 26

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Compare 4,332 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
9.6 out of 10, Exceptional, (214)
"Great quick stay"
Jasmine T
The price is ￥32,025
￥40,346 total
includes taxes & fees
Nov 2 - Nov 3
The Shoals Suites and Slips
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
7.0 out of 10, Good, (65)
"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!"
Olivia
Hampton Bays Hotel on Main
Exterior
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1012)
"Beautiful property, we loved our room, friendly staff. "
Natalie
The price is ￥36,085
￥45,254 total
includes taxes & fees
Nov 6 - Nov 7
Saybrook Point Resort & Marina
Outdoor pool
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (955)
"Love the area love the room size clean parking was perfect "
Sherwood
The Atlantic Hotel
Property grounds
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, (1016)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
Laura
The price is ￥12,036
￥13,842 total
includes taxes & fees
Oct 19 - Oct 20
Pier Blue Inn Old Saybrook - Essex
Property grounds
The Hampton Maid
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (672)
"Love this place "
Diane
The Hampton Maid
View from property
Ocean Vista Resort
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
kayla c
Ocean Vista Resort
Exterior
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
angelica
The price is ￥29,520
￥36,541 total
includes taxes & fees
Oct 26 - Oct 27
Water's Edge Resort & Spa
Exterior
Zey Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (279)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Alexandra
Zey Hotel
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (524)
"Great location ,beautiful hotel,nice staff"
ROBERT
The price is ￥24,819
￥35,709 total
includes taxes & fees
Nov 2 - Nov 3
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
7.4 out of 10, Good, (753)
"Really clean and new!"
Abdalla
Greenview Inn Riverhead
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
7.6 out of 10, Good, (1009)
"We have stayed there before so have been pleased with it."
Nancy and Raymond
The price is ￥14,049
￥16,156 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Old Saybrook - Westbrook
Front of property
The Preston House & Hotel
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (366)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
Nakia
The price is ￥29,637
￥33,860 total
includes taxes & fees
Nov 2 - Nov 3
The Preston House & Hotel
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils
Hampton's Vacation Inn
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (318)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
Maggie
The price is ￥18,933
￥21,630 total
includes taxes & fees
Oct 19 - Oct 20
Hampton's Vacation Inn
Exterior
Madison Beach Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (323)
"the staff was exceptional and our dinner was very good"
john
The price is ￥36,841
￥42,368 total
includes taxes & fees
Oct 30 - Oct 31
Madison Beach Hotel
Property grounds
Greenporter Hotel
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (270)
"Great location, great service, very clean."
Christian
Greenporter Hotel
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
8.6 out of 10, Excellent, (1004)
"Excellent facility and staff. Room was spacious and extremely clean. Look forward to staying here every trip to Long Island!"
Bill
The price is ￥23,441
￥26,782 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Terrace/patio
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3.0 star property
8.6 out of 10, Excellent, (1003)
"Great atmosphere. Friendly service. Great room. A pleasure to stay here!"
Steve
The price is ￥23,287
￥26,605 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Riverhead
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (430)
"Great Staff"
Keith
The price is ￥16,093
￥20,801 total
includes taxes & fees
Nov 2 - Nov 3
Hamlet Inn
Outdoor pool
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (557)
"Great place to stay!"
Kim
The price is ￥28,264
￥32,293 total
includes taxes & fees
Nov 2 - Nov 3
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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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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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

Learn more about Southold

Come to Southold and enjoy its wineries, island views, and beaches.

See all hotels in Southold

Top Southold Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"We love the stay everything was perfect"
angelica 1-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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 ￥12,036 per night from Oct 19 to Oct 20
￥12,036
￥13,842 total
Oct 19 - Oct 20
includes taxes & fees
7.8/10 Good! (1,014 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 a restaurant and private balconies. 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.
What's the top vacation rental in Southold?
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available: This vacation home rental outside of Southold is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 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 patio, a garden, and a selection of games 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?
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 154 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 McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Sparkling Pointe and Croteaux 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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