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Southold Hotels

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Top 10 trending Southold hotels

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (209)
"Great quick stay"
The price is P14,016
P17,460 total
includes taxes & fees
Oct 6 - Oct 7
The Shoals Suites and Slips

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (62)
"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)
"Great place!! "
The price is P15,052
P18,757 total
includes taxes & fees
Nov 5 - Nov 6
Saybrook Point Resort & Marina

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (946)
"Very nice staff and great location "
The price is P6,719
P9,123 total
includes taxes & fees
Nov 2 - Nov 3
The Atlantic Hotel

Pier Blue Inn Old Saybrook - Essex

2.0 star property
8.0 out of 10, Very Good, (1004)
"Very friendly and helpful staff."
The price is P4,635
P5,331 total
includes taxes & fees
Oct 6 - Oct 7
Pier Blue Inn Old Saybrook - Essex

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (195)
"Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!"
Ocean Vista Resort

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (667)
"Love this place "
The Hampton Maid

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1001)
"clean and quiet property, great views, amazing staff"
The price is P12,674
P15,573 total
includes taxes & fees
Oct 26 - Oct 27
Water's Edge Resort & Spa

Greenview Inn Riverhead

2.0 star property
7.4 out of 10, Good, (742)
"Clean and comfortable "
Greenview Inn Riverhead

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great location ,beautiful hotel,nice staff"
The price is P9,558
P13,753 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (275)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (364)
"Great room, very spacious "
The price is P13,120
P14,989 total
includes taxes & fees
Nov 2 - Nov 3
The Preston House & Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1004)
"We have stayed there before so have been pleased with it."
The price is P5,411
P6,222 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Old Saybrook - Westbrook

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is P7,292
P8,330 total
includes taxes & fees
Oct 7 - Oct 8
Hampton's Vacation Inn

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (259)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (320)
"the staff was exceptional and our dinner was very good"
The price is P17,954
P20,647 total
includes taxes & fees
Nov 4 - Nov 5
Madison Beach Hotel

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

2.5 star property
8.6 out of 10, Excellent, (1001)
"I enjoyed every minute of my stay .I felt safe the entire time ."
The price is P9,491
P10,843 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (447)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is P9,453
P10,800 total
includes taxes & fees
Oct 6 - Oct 7
Bayview Resort

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1001)
"Very nice hotel and convenient to vineyards "
The price is P9,248
P10,565 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Garden Inn Riverhead

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (557)
"Great place to stay!"
The price is P10,885
P12,437 total
includes taxes & fees
Nov 2 - Nov 3
Sag Harbor Inn
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Near an Attraction

Custer Institute and Observatory

Custer Institute and Observatory

Enjoy an outing to Custer Institute and Observatory during your stay in Southold. Wander the beaches and gardens while you're in the area.

McCabe's Beach

McCabe's Beach

Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.

Learn more about Southold

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

Top Southold Hotel Reviews

More cheap stays in Southold

More cheap stays in Southold

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.

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 The Atlantic Hotel 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.

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Explore a world of travel with Expedia