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Compare 4,358 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, 433 reviews
"We didn't have a table and chairs outside. We called the front desk and asked for them. They never came. We got our beach chairs out of our car to use."
The price is $356
$455 total
includes taxes & fees
Jun 6 - Jun 7
Sound View Greenport
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, 776 reviews
"We enjoyed our stay and felt it was good value for the area. "
The price is $230
$287 total
includes taxes & fees
Jun 12 - Jun 13
The Atlantic Hotel
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, 76 reviews
"Large room recently updated, didn’t hear other guests "
The price is $185
$255 total
includes taxes & fees
Jun 23 - Jun 24
The Bentley Hotel Southampton
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Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, 433 reviews
"Perfect location if you're visiting Sag Harbor and want just a short walk to all the restaurants and shopping on Main St. Staff was wonderful, parking was great, and the continental breakfast every morning was a perfect way to start the day. We had a harbor view room which was an absolutely beautiful vista to wake up to. Will be going back at The Sag Harbor Inn for sure."
The price is $295
$337 total
includes taxes & fees
Jun 6 - Jun 7
Sag Harbor Inn
Capri
3.5 star property
6.4 out of 10, 222 reviews
"The rooms are grrat with all details"
The price is $359
$435 total
includes taxes & fees
Jun 18 - Jun 19
Capri
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, 137 reviews
"Water views"
The price is $280
$352 total
includes taxes & fees
Jun 9 - Jun 10
Baron's Cove
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, 93 reviews
"The staff is wonderful and the rooms are nicely decorated. The hotel is going through a renovation so is not very presentable for now but should be all fixed bt July 1st. "
The price is $320
$401 total
includes taxes & fees
Jun 9 - Jun 10
The Wainscott Inn
Hamlet Inn
2.0 star property
8.4 out of 10, Very Good, 357 reviews
"Wonderful staff (specifically lady at front), felt so welcomed! So many great options around for food and beaches"
The price is $199
$257 total
includes taxes & fees
Jun 6 - Jun 7
Hamlet Inn
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, 483 reviews
"Great location, great value"
The price is $330
$404 total
includes taxes & fees
Jun 10 - Jun 11
Southampton Inn
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, 22 reviews
"Excellent Service"
The price is $365
$458 total
includes taxes & fees
Jun 6 - Jun 7
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, 54 reviews
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $762
$869 total
includes taxes & fees
Jun 6 - Jun 7
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, 239 reviews
"Love this place! ❤️"
The price is $155
$177 total
includes taxes & fees
Jun 6 - Jun 7
Hampton's Vacation Inn
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, 105 reviews
"Noise from other guests."
The price is $757
$868 total
includes taxes & fees
Jun 16 - Jun 17
Topping Rose House
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, 227 reviews
"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 $321
$388 total
includes taxes & fees
Jun 20 - Jun 21
East Hampton House Resort
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, 375 reviews
"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 $195
$232 total
includes taxes & fees
Jun 6 - Jun 7
Bayview Resort
A Room At The Beach
3.0 star property
9.2 out of 10, Wonderful, 74 reviews
"My favorite place on earth!!!!!"
The price is $700
$799 total
includes taxes & fees
Jun 6 - Jun 7
A Room At The Beach
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, 91 reviews
"Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!! "
The price is $372
$467 total
includes taxes & fees
Jun 19 - Jun 20
Journey East Hampton
Ocean View Terrace Inn
2.0 star property
8.2 out of 10, Very Good, 90 reviews
"nice staff"
The price is $191
$284 total
includes taxes & fees
Jun 6 - Jun 7
Ocean View Terrace Inn
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, 27 reviews
"The room was beautiful.The grounds were amazing."
The price is $625
$749 total
includes taxes & fees
Jun 9 - Jun 10
Canoe Place Inn and Cottages
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, 82 reviews
"Lovely spot. Beautiful rooms and helpful staff. We will come again"
The price is $386
$466 total
includes taxes & fees
Jun 25 - Jun 26
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.

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Southold Travel Info

Number of reviews
1,861
Accommodation
4,358 hotels
Highest price
$762
Lowest price
$73

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 Quality Inn Old Saybrook - Westbrook and Hilton Garden Inn Riverhead. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: This vacation home rental outside of Southold offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, 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 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 good 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?
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.

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