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2 Apr - 3 Apr
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3 Apr - 4 Apr
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3 Apr - 5 Apr
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10 Apr - 12 Apr

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Our top choices for Southold hotels

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (253 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is NZ$348
includes taxes & fees
8 Apr - 9 Apr
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is NZ$679
includes taxes & fees
6 Apr - 7 Apr
Vine & Sand
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (305 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is NZ$156
includes taxes & fees
8 Apr - 9 Apr
Clinton Motel
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (729 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
The price is NZ$182
includes taxes & fees
5 Apr - 6 Apr
Shorewood Inn
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,000 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is NZ$142
includes taxes & fees
9 Apr - 10 Apr
Pier Blue Inn Old Saybrook - Essex
Exterior

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
The price is NZ$179
includes taxes & fees
4 Apr - 5 Apr
Tower Inn And Suites Of Guilford - Madison
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is NZ$202
includes taxes & fees
13 Apr - 14 Apr
Quality Inn Old Saybrook - Westbrook
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (109 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is NZ$213
includes taxes & fees
13 Apr - 14 Apr
Spark by Hilton Guilford
Cottage, 2 Bedrooms, Patio

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is NZ$337
includes taxes & fees
7 Apr - 8 Apr
North Fork Cottages & RV Resort
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (469 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is NZ$134
includes taxes & fees
8 Apr - 9 Apr
Econo Lodge Inn & Suites Old Saybrook Westbrook
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (151 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is NZ$284
includes taxes & fees
6 Apr - 7 Apr
The Niantic Inn
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (642 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is NZ$178
includes taxes & fees
5 Apr - 6 Apr
Liberty Inn
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is NZ$362
includes taxes & fees
29 Apr - 30 Apr
Cliffside Resort Condominiums
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (465 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is NZ$251
includes taxes & fees
5 Apr - 6 Apr
Hamlet Inn
View from property

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
"It’s a friendly and clean environment. The host is gracious and helpful and his dog is delightful"
United States
Phyllis
The price is NZ$244
includes taxes & fees
6 Apr - 7 Apr
House on Chase Creek
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is NZ$138
includes taxes & fees
5 Apr - 6 Apr
Lamplighter Motel - Clinton, Connecticut
Desk, laptop workspace, iron/ironing board, free cots/infant beds

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (916 reviews)
"Excellent "
United States
David
The price is NZ$141
includes taxes & fees
9 Apr - 10 Apr
Super 8 by Wyndham Old Saybrook
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (455 reviews)
"We loved our stay!"
United States
Charlotte
The price is NZ$278
includes taxes & fees
5 Apr - 6 Apr
The Bentley Hotel Southampton
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (71 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is NZ$281
includes taxes & fees
6 Apr - 7 Apr
Hampton Bays Hotel on Main
Lobby lounge

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (579 reviews)
"Everything was great! Loved the continental breakfast. "
United States
Jane
The price is NZ$370
includes taxes & fees
13 Apr - 14 Apr
The Harbor Front 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

4.4/5 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
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Sannino's Bella Vita Vineyard

4.8/5 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
See properties

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Really enjoyed our stay at the soundview. You are able to easily hear neighbors so just an FYI. Love being so close to the water and hearing the water and waves at night. Overnight oats at breakfast were my favorite. "
Emily 2-night trip
Posted 13 hours ago
Sound View Greenport

More cheap accommodation in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is NZ$142 per night from 9 Apr to 10 Apr
NZ$142
9 Apr - 10 Apr
includes taxes & fees
8/10 Very Good! (1,000 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 traveller data. This hotel offers private balconies and a bar. Vine & Sand is another good option for your trip. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This holiday home rental outside of Southold is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling 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.
What are some accommodation options with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. Water's Edge Resort & Spa and Sound View Greenport are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.
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 148 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
The picturesque setting of Horton Lane Beach and McCabe's Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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