Photo by Benny Goh

Southold Hotels from S$115

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31 Dec - 1 Jan
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1 Jan - 2 Jan
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2 Jan - 4 Jan
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Our top choices for Southold hotels

Premium bedding, down duvets, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (232)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is S$237
includes taxes & fees
8 Jan - 9 Jan, 2026
The Shoals Suites and Slips
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Property grounds
Pier Blue Inn Old Saybrook - Essex

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, (1001)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1006)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is S$466
includes taxes & fees
8 Jan - 9 Jan, 2026
Saybrook Point Resort & Marina
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is S$143
includes taxes & fees
6 Jan - 7 Jan, 2026
Quality Inn Old Saybrook - Westbrook
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is S$157
includes taxes & fees
19 Jan - 20 Jan, 2026
Hyatt Place Long Island East End
Lobby lounge
Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1002)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is S$156
includes taxes & fees
28 Jan - 29 Jan, 2026
Hotel Indigo East End by IHG
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (415)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is S$182
includes taxes & fees
22 Jan - 23 Jan, 2026
The Bentley Hotel Southampton
Terrace/patio
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
8.6 out of 10, Excellent, (1000)
"Staff was courteous and the room was spotless. Food service is very good as well. "
United States
Efrem
The price is S$162
includes taxes & fees
7 Jan - 8 Jan, 2026
Hilton Garden Inn Riverhead
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (975)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is S$99
includes taxes & fees
6 Jan - 7 Jan, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property grounds
Liberty Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is S$118
includes taxes & fees
2 Jan - 3 Jan, 2026
Liberty Inn
Desk, laptop workspace, blackout curtains, iron/ironing board
Greenview Inn Riverhead

Greenview Inn Riverhead

Greenview Inn Riverhead
2.0 star property
Riverhead
7.4 out of 10, Good, (785)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

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, (1001)
"We enjoyed our stay. The breakfast, it was like a buffet so many choices. The coffee is made from fresh ground coffee beans really good."
United States
Eileen
The price is S$157
includes taxes & fees
19 Jan - 20 Jan, 2026
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is S$314
includes taxes & fees
1 Jan - 2 Jan, 2026
Southampton Inn
Front of property
The Preston House & Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (373)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is S$201
includes taxes & fees
8 Jan - 9 Jan, 2026
The Preston House & Hotel
Property amenity
Residence Inn by Marriott New York Long Island East End

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, (1001)
"The room, the staff and the amenities were terrific, which added to our stay for the holidays."
United States
Mark
The price is S$184
includes taxes & fees
19 Jan - 20 Jan, 2026
Residence Inn by Marriott New York Long Island East End
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (712)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is S$145
includes taxes & fees
1 Jan - 2 Jan, 2026
Hamlet Inn
Breakfast and dinner served
Copper Beech Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is S$412
includes taxes & fees
1 Jan - 2 Jan, 2026
Copper Beech 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

4.5/5 (2 reviews)
You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.
See properties

Croteaux Vineyards

You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
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

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great check in experience. Very nice room"
Christopher 2-night trip
Posted 4 days ago
The Harbor Front Inn

More cheap stays in Southold

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

30 Lake Avenue Riverhead NY
The price is S$137 per night from 1 Jan to 2 Jan
S$137
1 Jan - 2 Jan, 2026
includes taxes & fees
6.6/10 (785 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 Water's Edge Resort & Spa and Pier Blue Inn Old Saybrook - Essex. 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?
Water's Edge Resort & Spa: Provides a seasonal outdoor pool, an indoor pool and a private beach. The Bentley Hotel Southampton and Bayview Resort 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 147 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 The Old Field 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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