Find hotels in Southold, NY from CA $87

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Check Southold hotel prices

Tonight
Nov 21 - Nov 22
Tomorrow night
Nov 22 - Nov 23
This weekend
Nov 22 - Nov 24
Next weekend
Nov 29 - Dec 1

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Top 10 Southold hotels and places to stay

Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (487)
"Restaurant was horrible, other wise not an bad experience "
The price is CA $177
CA $226 total
includes taxes & fees
Dec 8 - Dec 9
Sound View Greenport
Baron's Cove
Front of property - evening/night
Baron's Cove
4.0 star property
9.0 out of 10, Wonderful, (196)
"Beautiful and serene location and accommodations. "
The price is CA $236
CA $296 total
includes taxes & fees
Dec 5 - Dec 6
Baron's Cove
The Atlantic Hotel
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (822)
"Was great property for the cost. Our room was not serviced so we ran out of towels and toilet paper. Would have been better if people in the room next to us hadn't been smoking excessively and seeping into our suite."
The price is CA $136
CA $190 total
includes taxes & fees
Nov 24 - Nov 25
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (206)
"If you ever planing on staying in a hotel Southampton area don’t look any farther. You will be blown away beyond your expectations. I felt like at home away from home. It’s a hidden gem. Experience it yourself "
The price is CA $233
CA $266 total
includes taxes & fees
Dec 22 - Dec 23
The Bentley Hotel Southampton
The Sagaponack
Exterior
The Sagaponack
3.0 star property
8.8 out of 10, Excellent, (123)
"This place is really great! It’s in a good location with nice decor & very clean. The staff are super nice & friendly. Ms. Shelby & Oscar provided excellent service & are very attentive. I look forward to staying here again! "
The price is CA $261
CA $347 total
includes taxes & fees
Dec 5 - Dec 6
The Sagaponack
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is CA $245
CA $322 total
includes taxes & fees
Nov 24 - Nov 25
Journey East Hampton
The Hampton Maid
Property grounds
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (579)
"It was great."
The price is CA $283
CA $323 total
includes taxes & fees
Nov 24 - Nov 25
The Hampton Maid
Sag Harbor Inn
Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (489)
"Very nice stay-cozy place, nice room, very friendly staff. Highly recommend. "
The price is CA $285
CA $325 total
includes taxes & fees
Nov 24 - Nov 25
Sag Harbor Inn
The Shoals Suites and Slips
Garden Suite King
The Shoals Suites and Slips
3.5 star property
9.4 out of 10, Exceptional, (130)
"Our room was close to the road and very noisy. Also we found ants in the kitchenette in the middle of the night. "
The price is CA $236
CA $305 total
includes taxes & fees
Dec 5 - Dec 6
The Shoals Suites and Slips
Topping Rose House
Outdoor pool
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is CA $691
CA $794 total
includes taxes & fees
Nov 22 - Nov 23
Topping Rose House
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (58)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is CA $349
CA $438 total
includes taxes & fees
Dec 15 - Dec 16
Mill House Inn
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (375)
"Has everything you need, and the hosts are great."
The price is CA $156
CA $201 total
includes taxes & fees
Nov 29 - Nov 30
Hamlet Inn
Southampton Long Island Hotel
Desk, free WiFi, bed sheets
Southampton Long Island Hotel
2.5 star property
8.4 out of 10, Very good, (183)
"Friendly staff. Clean. For the price and a solo one-nighter, it was perfectly above my expectations."
The price is CA $175
CA $208 total
includes taxes & fees
Nov 22 - Nov 23
Southampton Long Island Hotel
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (272)
"Very clean and quiet."
Hampton's Vacation Inn
Southampton Inn
Traditional Single Room, 1 King Bed
Southampton Inn
3.0 star property
8.6 out of 10, Excellent, (510)
"Beautiful boutique hotel in awesome Southampton. Outdoor heated pool. Beautiful gardens. Easy walk to restaurants and shops. Nice venue for small wedding or event."
The price is CA $244
CA $380 total
includes taxes & fees
Dec 3 - Dec 4
Southampton Inn
East Hampton House Resort
Deluxe Studio | Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (235)
"We’ll-appointed, nice grounds, good communication, great location. "
The price is CA $244
CA $309 total
includes taxes & fees
Nov 25 - Nov 26
East Hampton House Resort
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is CA $589
CA $673 total
includes taxes & fees
Nov 28 - Nov 29
East Hampton Art House Bed & Breakfast
Sea Haven Resort Motel
Terrace/patio
Sea Haven Resort Motel
2.0 star property
6.6 out of 10, (14)
"This was a convenient place for me to spend a night when I was in a jam and too tired to drive any more. The manager Umar was exceptionally helpful. There was an issue with my billing…very long story…and I was double billed. Umar spent a lot time, hours, between texts, phone calls, and emails to make sure I was properly refunded. He didn’t have to do that. "
The price is CA $156
CA $199 total
includes taxes & fees
Dec 21 - Dec 22
Sea Haven Resort Motel
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (400)
"They care about their property and were working on maintenance. Parking is ample but everyone must be extra careful driving in and especially getting out. The location was central to great beaches, Southampton, great restaurants and shopping. "
Bayview Resort
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
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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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 Quality Inn Old Saybrook - Westbrook and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr: 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 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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 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. Cozy Long Island Escape is another option for you and your pet. 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 are some accommodations with pools in Southold?

Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool, and free self parking. Residence Inn by Marriott New York Long Island East End and Hilton Garden Inn Riverhead are a couple of other choices that feature an onsite pool. View all hotels with pools 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 160 hotels and other accommodations to choose from. Find out more about Southold.

What should I see while I'm in Southold?

Favorite places to visit include Sparkling Pointe, Croteaux Vineyards, and Corey Creek Winery. A couple of additional sights to add to your agenda are Sannino's Bella Vita Vineyard 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.