Photo by Benny Goh

Search Southold hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Southold

Garden Suite King
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (221)
"Great quick stay"
United States
Jasmine T
The price is NZ$366
includes taxes & fees
19 Nov - 20 Nov
The Shoals Suites and Slips
Interior entrance
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
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1003)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is NZ$513
includes taxes & fees
25 Nov - 26 Nov
Saybrook Point Resort & Marina
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, (67)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1004)
"We love the stay everything was perfect"
United States
angelica
The price is NZ$435
includes taxes & fees
18 Nov - 19 Nov
Water's Edge Resort & Spa
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, (1002)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
Pier Blue Inn Old Saybrook - Essex
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (966)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (336)
"Staff and hotel are lovely "
United States
Steven
The price is NZ$496
includes taxes & fees
1 Dec - 2 Dec
Madison Beach Hotel
Front of property
The Preston House & Hotel

The Preston House & Hotel

3.5 star property
Riverhead
9.8 out of 10, Exceptional, (368)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is NZ$334
includes taxes & fees
18 Dec - 19 Dec
The Preston House & Hotel
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (288)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (683)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The price is NZ$570
includes taxes & fees
21 Nov - 22 Nov
The Hampton Maid
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (533)
"Awesome stay!!! Great Location "
United States
Bryan
The price is NZ$358
includes taxes & fees
17 Dec - 18 Dec
The Harbor Front Inn
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1007)
"We were treated very well by Welcome desk staff, Kitchen staff, housekeeping. Will stay again"
United States
Kelly j
The price is NZ$205
includes taxes & fees
30 Nov - 1 Dec
Quality Inn Old Saybrook - Westbrook
Deluxe Double Room
Greenview Inn Riverhead

Greenview Inn Riverhead

2.0 star property
Riverhead
7.4 out of 10, Good, (774)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
Reception
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 star property
Guilford
8.8 out of 10, Excellent, (56)
"Good clean property with great staff "
United States
David
The price is NZ$183
includes taxes & fees
7 Dec - 8 Dec
Spark by Hilton Guilford
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
9.2 out of 10, Wonderful, (1000)
"Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do."
United States
Mary J
The price is NZ$270
includes taxes & fees
14 Dec - 15 Dec
Residence Inn by Marriott New York Long Island East End
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$178
includes taxes & fees
18 Nov - 19 Nov
Hamlet Inn
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is NZ$367
includes taxes & fees
19 Nov - 20 Nov
Sag Harbor Inn
Terrace/patio
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3.0 star property
Riverhead
8.6 out of 10, Excellent, (1001)
"Checking in "
United States
Pangeline
The price is NZ$208
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden 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

2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is NZ$245
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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

4.5/5 (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

The Old Field Vineyards

4.0/5 (1 review)
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Checking in "
Pangeline 1-night trip
Posted 3 days ago
Hilton Garden Inn Riverhead

More cheap accommodation in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT
Get rates
7.8/10 Good! (1,001 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 Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Southold offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. 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?
Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool and free self parking. Saybrook Point Resort & Marina and The Atlantic Hotel 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 153 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
Natural beauty is on display at Horton Point Park, McCabe's Beach and Horton Lane Beach. 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.

Explore a world of travel with Expedia