Southold Hotels from S$120

  • 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
26 Apr - 27 Apr
Tomorrow
27 Apr - 28 Apr
Next weekend
1 May - 3 May
In two weeks
8 May - 10 May

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, (265 reviews)
"Great rooms!"
United States
Susan
The price is S$279
includes taxes & fees
3 May - 4 May
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 S$483
includes taxes & fees
28 Apr - 29 Apr
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, (114 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is S$155
includes taxes & fees
3 May - 4 May
Spark by Hilton Guilford
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (307 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 S$114
includes taxes & fees
28 Apr - 29 Apr
Clinton Motel
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (155 reviews)
"Perfect hotel: nice huge bedroom, clean, microwave, fridge, nice location and great staff."
United States
Emilia
The price is S$232
includes taxes & fees
29 Apr - 30 Apr
The Niantic Inn
Flat-screen TV

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 S$316
includes taxes & fees
4 May - 5 May
North Fork Cottages & RV Resort
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (473 reviews)
"Cute property"
United States
sabrina
The price is S$184
includes taxes & fees
30 Apr - 1 May
Hamlet Inn
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (737 reviews)
"Perfect option great staff"
United States
Jamie
The price is S$134
includes taxes & fees
29 Apr - 30 Apr
Shorewood Inn
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (232 reviews)
"Would stay again. "
United States
pamela
The price is S$101
includes taxes & fees
28 Apr - 29 Apr
Lamplighter Motel - Clinton, Connecticut
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (644 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is S$131
includes taxes & fees
28 Apr - 29 Apr
Liberty 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, (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 S$131
includes taxes & fees
28 Apr - 29 Apr
Tower Inn And Suites Of Guilford - Madison
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (251 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is S$300
includes taxes & fees
11 May - 12 May
Cliffside Resort Condominiums
In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (73 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is S$206
includes taxes & fees
29 Apr - 30 Apr
Hampton Bays Hotel on Main
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, (1,004 reviews)
"Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!"
United States
John
The price is S$120
includes taxes & fees
3 May - 4 May
Pier Blue Inn Old Saybrook - Essex
Exterior

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (34 reviews)
"I was very impressed by the kind attention paid to me by the manager, who upgraded my room and showed me to the cottage and parking place. The room and bathroom were clean. The bathroom window showed a little wear and tear, but it wasn't a big deal. While the motel might not be as fancy as other places, it makes up for it in location and charm of the staff."
United States
Caitlin
The price is S$210
includes taxes & fees
28 Apr - 29 Apr
Sea Haven Resort Motel
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, (311 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is S$267
includes taxes & fees
3 May - 4 May
Windward Shores Ocean Resort
Down duvets, in-room safe, iron/ironing board, free cots/infant beds

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is S$308
includes taxes & fees
30 Apr - 1 May
The Penny Lane
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 S$179
includes taxes & fees
28 Apr - 29 Apr
House on Chase Creek
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (242 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is S$383
includes taxes & fees
29 Apr - 30 Apr
The Scranton Seahorse Inn
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (694 reviews)
"Great place to stay"
United States
Mitchell
The price is S$257
includes taxes & fees
4 May - 5 May
The Hampton Maid
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
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

4.4/5 (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.
See properties

Osprey's Dominion

4.8/5 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
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

The Sagaponack

The Sagaponack

10/10 Excellent
"Large King bedroom. Nice bathroom. Great snacks."
Todd 1-night trip
Posted 2 hours ago
The Sagaponack

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is S$120 per night from 3 May to 4 May
S$120
per night
3 May - 4 May
8/10 Very Good! (1,004 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.
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. Sound View Greenport and The Bentley Hotel Southampton 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 146 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 Mattebella 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