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Compare 4,307 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Southold hotels

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is ¥53,493
¥64,824 total
includes taxes & fees
Aug 26 - Aug 27
The Shoals Suites and Slips

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (53)
"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!"
Hampton Bays Hotel on Main

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1004)
"The venue is great. "
The price is ¥52,873
¥63,771 total
includes taxes & fees
Sep 8 - Sep 9
Saybrook Point Resort & Marina

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (357)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is ¥46,405
¥53,018 total
includes taxes & fees
Aug 26 - Aug 27
The Preston House & Hotel

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (914)
"great stay "
The Atlantic Hotel

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (427)
"Nice rooms and kind, helpful staff. Continental breakfast is a great perk!"
The price is ¥32,359
¥36,970 total
includes taxes & fees
Sep 21 - Sep 22
Bayview Resort

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1007)
"Hotel was very clean, reasonable price, and convenient traveling"
The price is ¥11,770
¥13,536 total
includes taxes & fees
Sep 3 - Sep 4
Pier Blue Inn Old Saybrook - Essex

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (507)
"Great getaway! "
The price is ¥32,197
¥43,976 total
includes taxes & fees
Sep 21 - Sep 22
The Harbor Front Inn

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (182)
"Close to town and pool was great!"
Greenporter Hotel

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (635)
"Great place to stay"
The Hampton Maid

Greenview Inn Riverhead

2.0 star property
7.2 out of 10, Good, (703)
"Rooms were brand new and clean! Would stay again for sure "
Greenview Inn Riverhead

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (284)
"Great location Rooms are very small but still amazing "
The price is ¥85,012
¥106,839 total
includes taxes & fees
Sep 2 - Sep 3
Baron's Cove

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (302)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is ¥26,699
¥30,505 total
includes taxes & fees
Aug 24 - Aug 25
Hampton's Vacation Inn

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable stay. Beautiful resort! Would stay again! "
The price is ¥32,930
¥40,404 total
includes taxes & fees
Sep 22 - Sep 23
Water's Edge Resort & Spa

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (266)
"Great location and friendly staff "
Zey Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1002)
"Perfect spot for my visit"
The price is ¥14,794
¥17,013 total
includes taxes & fees
Sep 16 - Sep 17
Quality Inn Old Saybrook - Westbrook

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

2.5 star property
8.6 out of 10, Excellent, (1002)
"The breakfast and eating area was very good. "
The price is ¥28,653
¥32,736 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (312)
"Great stay!! "
The price is ¥62,413
¥71,775 total
includes taxes & fees
Sep 4 - Sep 5
Madison Beach Hotel

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1002)
"Nice hotel "
The price is ¥27,929
¥31,908 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Garden Inn Riverhead
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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Learn more about Southold

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

Top Southold Hotel 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. 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?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : 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 patio, a garden, 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. 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 153 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.