Southold Hotels from S$129

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (240 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is S$220
includes taxes & fees
18 Feb - 19 Feb
The Shoals Suites and Slips

Vine & Sand

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

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, (1,001 reviews)
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is S$414
includes taxes & fees
26 Feb - 27 Feb
Saybrook Point Resort & Marina

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 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 S$147
includes taxes & fees
17 Mar - 18 Mar
Quality Inn Old Saybrook - Westbrook

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is S$129
includes taxes & fees
9 Mar - 10 Mar
Liberty Inn

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, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is S$97
includes taxes & fees
17 Mar - 18 Mar
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1,000 reviews)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is S$187
includes taxes & fees
16 Mar - 17 Mar
Hotel Indigo Long Island - East End by IHG

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (913 reviews)
"Excellent "
United States
David
The price is S$108
includes taxes & fees
17 Mar - 18 Mar
Super 8 by Wyndham Old Saybrook

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,003 reviews)
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is S$170
includes taxes & fees
3 Mar - 4 Mar
Hyatt Place Long Island East End

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
8.6 out of 10, Excellent, (1,001 reviews)
"Love my stay here . Bartender was awesome and the food is delicious there . I highly recommend this hotel. "
United States
Lotasha
The price is S$164
includes taxes & fees
16 Mar - 17 Mar
Hilton Garden Inn Riverhead

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (983 reviews)
"Clean hotel and conveniently located! "
United States
Maria
The Atlantic Hotel

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (435 reviews)
"Adorable room"
United States
Martin
The price is S$183
includes taxes & fees
20 Feb - 21 Feb
The Bentley Hotel Southampton

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (556 reviews)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is S$309
includes taxes & fees
17 Mar - 18 Mar
Southampton Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is S$405
includes taxes & fees
17 Mar - 18 Mar
Copper Beech Inn

Greenview Inn Riverhead

Greenview Inn Riverhead
2.0 star property
Riverhead
7.4 out of 10, Good, (791 reviews)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead

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

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1,002 reviews)
"Quality hotel"
United States
Richard
The price is S$147
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is S$158
includes taxes & fees
15 Feb - 16 Feb
Southampton Long Island Hotel

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (798 reviews)
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is S$135
includes taxes & fees
15 Feb - 16 Feb
Budget Host East End Hotel in Riverhead

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is S$141
includes taxes & fees
15 Feb - 16 Feb
Hamlet 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.

The Annual Holiday Sale

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

Stay near popular Southold attractions

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.

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

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 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 Water's Edge Resort & Spa 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 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.

Explore a world of travel with Expedia