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
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 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
9.6 out of 10, Exceptional, (214)
"Great quick stay"
Jasmine T
The price is AU$413
includes taxes & fees
26 Oct - 27 Oct
The Shoals Suites and Slips
Deluxe Double Room, 1 King Bed, City View
Hampton Bays Hotel on Main
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (65)
"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!"
Olivia
Hampton Bays Hotel on Main
Exterior
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1012)
"Beautiful property, we loved our room, friendly staff. "
Natalie
The price is AU$463
includes taxes & fees
6 Nov - 7 Nov
Saybrook Point Resort & Marina
Outdoor pool
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (955)
"Love the area love the room size clean parking was perfect "
Sherwood
The Atlantic Hotel
Property grounds
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, (1016)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
Laura
The price is AU$138
includes taxes & fees
2 Nov - 3 Nov
Pier Blue Inn Old Saybrook - Essex
Property grounds
The Hampton Maid
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (672)
"Love this place "
Diane
The Hampton Maid
View from property
Ocean Vista Resort
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
kayla c
Ocean Vista Resort
Exterior
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
angelica
The price is AU$374
includes taxes & fees
26 Oct - 27 Oct
Water's Edge Resort & Spa
Exterior
Zey Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (279)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Alexandra
Zey Hotel
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (524)
"Great location ,beautiful hotel,nice staff"
ROBERT
The price is AU$366
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
Deluxe Double Room
Greenview Inn Riverhead
Greenview Inn Riverhead
2.0 star property
7.4 out of 10, Good, (753)
"Really clean and new!"
Abdalla
Greenview Inn Riverhead
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
7.6 out of 10, Good, (1009)
"We have stayed there before so have been pleased with it."
Nancy and Raymond
The price is AU$165
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Front of property
The Preston House & Hotel
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (366)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
Nakia
The price is AU$359
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Apartment, 2 Bedrooms | Private kitchen
Hampton's Vacation Inn
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (318)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
Maggie
The price is AU$222
includes taxes & fees
19 Oct - 20 Oct
Hampton's Vacation Inn
Exterior
Madison Beach Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (323)
"the staff was exceptional and our dinner was very good"
john
The price is AU$434
includes taxes & fees
30 Oct - 31 Oct
Madison Beach Hotel
Property grounds
Greenporter Hotel
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (270)
"Great location, great service, very clean."
Christian
Greenporter Hotel
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
8.6 out of 10, Excellent, (1004)
"Excellent facility and staff. Room was spacious and extremely clean. Look forward to staying here every trip to Long Island!"
Bill
The price is AU$274
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Terrace/patio
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3.0 star property
8.6 out of 10, Excellent, (1003)
"Great atmosphere. Friendly service. Great room. A pleasure to stay here!"
Steve
The price is AU$272
includes taxes & fees
27 Oct - 28 Oct
Hilton Garden Inn Riverhead
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (431)
"Great Staff"
Keith
The price is AU$213
includes taxes & fees
2 Nov - 3 Nov
Hamlet Inn
Outdoor pool
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (557)
"Great place to stay!"
Kim
The price is AU$331
includes taxes & fees
3 Nov - 4 Nov
Sag Harbor 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.
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)
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

Sannino's Bella Vita Vineyard

You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets 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

Top Southold Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"We love the stay everything was perfect"
angelica 1-night trip
Posted 4 days ago
Water's Edge Resort & Spa

More cheap accommodation in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT
The price is AU$138 per night from 2 Nov to 3 Nov
AU$138
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (1,011 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 a restaurant and private balconies. 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?
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available: This holiday home rental outside of Southold is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 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 patio, a garden and a selection of games 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?
Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool and free self parking. Sound View Greenport and Saybrook Point Resort & Marina 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 154 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 McCabe's Beach and Horton Lane 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