Search Southold hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Mar - 3 Mar
Tomorrow
3 Mar - 4 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Filter by

Guest rating
Guest rating
Star rating

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, (243 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is AU$250
includes taxes & fees
8 Mar - 9 Mar
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (101 reviews)
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
The price is AU$175
includes taxes & fees
1 Apr - 2 Apr
Spark by Hilton Guilford
Free cots/infant beds, rollaway beds, free WiFi, bed sheets

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (303 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is AU$126
includes taxes & fees
4 Mar - 5 Mar
Clinton Motel
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (141 reviews)
"Very friendly staff, incredibly clean & quiet and great location!"
United States
Amanda
The price is AU$186
includes taxes & fees
16 Mar - 17 Mar
The Niantic Inn
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, (240 reviews)
"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "
United States
Susan B
The price is AU$145
includes taxes & fees
4 Mar - 5 Mar
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, (1,002 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is AU$163
includes taxes & fees
9 Mar - 10 Mar
Quality Inn Old Saybrook - Westbrook
Property amenity

Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1,002 reviews)
"great place,I loved it"
United States
Ryan
The price is AU$190
includes taxes & fees
4 Mar - 5 Mar
Residence Inn by Marriott New York Long Island East End
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (724 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn
Exterior

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, (1,002 reviews)
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (454 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AU$178
includes taxes & fees
4 Mar - 5 Mar
Hamlet Inn
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (442 reviews)
"Adorable room"
United States
Martin
The price is AU$217
includes taxes & fees
9 Mar - 10 Mar
The Bentley Hotel Southampton
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (179 reviews)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is AU$299
includes taxes & fees
15 Mar - 16 Mar
Westbrook Inn B&B
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 AU$395
includes taxes & fees
1 Apr - 2 Apr
North Fork Cottages & RV Resort
BBQ/picnic Area

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,004 reviews)
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is AU$189
includes taxes & fees
18 Mar - 19 Mar
Hyatt Place Long Island East End
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (163 reviews)
"Amazing stay"
United States
Liana
The price is AU$308
includes taxes & fees
9 Mar - 10 Mar
Journey East Hampton
IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (260 reviews)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (229 reviews)
"Would stay again. "
United States
pamela
The price is AU$105
includes taxes & fees
4 Mar - 5 Mar
Lamplighter Motel - Clinton, Connecticut
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (309 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is AU$267
includes taxes & fees
4 Mar - 5 Mar
Windward Shores Ocean Resort
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 AU$227
includes taxes & fees
6 Mar - 7 Mar
Hampton Bays Hotel on Main
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Southold attractions

Sparkling Pointe

4.5/5 (2 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.
See properties

Croteaux Vineyards

America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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
Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Recent Reviews in Southold

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Room was beautiful and everyone who worked there was very nice. We’d love to go back! "
Mary 1-night trip
Posted 1 day ago
The Harbor Front Inn

More cheap accommodation in Southold

Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
The price is AU$157 per night from 4 Mar to 5 Mar
AU$157
4 Mar - 5 Mar
includes taxes & fees
6.6/10 (798 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. Other good choices for your stay in the area are Sound View Greenport and Water's Edge Resort & Spa. 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 4 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?
Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. Water's Edge Resort & Spa and Hyatt Place Long Island East End 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 149 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 The Old Field Vineyards 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.

Explore a world of travel with Expedia