Photo by Benny Goh

Hotels in Southold

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Check prices for these dates

Tonight
Jan 30 - Jan 31
Tomorrow
Jan 31 - Feb 1
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Where to stay in Southold?

Exterior
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (238 reviews)
  • cleanliness
    Contemporary bay stay with complimentary bikes and a welcoming lounge.
The price is $169
$193 total
includes taxes & fees
Feb 4 - Feb 5
The Shoals Suites and Slips
Interior
Vine & Sand
Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Seaside escape with free breakfast, bikes, and a seasonal pool in vineyard country.
The price is $379
$433 total
includes taxes & fees
Feb 15 - Feb 16
Vine & Sand
Resort view
Sound View Greenport
Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (608 reviews)
  • cleanliness
    Drift into waterfront tranquility with quick access to East Hampton's vineyards.
The price is $134
$182 total
includes taxes & fees
Feb 2 - Feb 3
Sound View Greenport
View from property
House on Chase Creek
House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (80 reviews)
  • cleanliness
    Beautiful waterfront guesthouse on Shelter Island with golf course access.
The price is $104
$119 total
includes taxes & fees
Feb 2 - Feb 3
House on Chase Creek
Lobby lounge
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (563 reviews)
  • cleanliness
    Quaint waterfront escape with bay views and steps to Greenport's charming downtown.
The price is $134
$182 total
includes taxes & fees
Feb 1 - Feb 2
The Harbor Front Inn
Beach bar
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
The price is $275
$314 total
includes taxes & fees
Feb 1 - Feb 2
Silver Sands Motel & Beach Bungalows
Terrace/patio
American Beech Hotel
American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
  • cleanliness
    Charming Greenport inn with free bicycles, breakfast, and a garden restaurant.
The price is $155
$217 total
includes taxes & fees
Feb 1 - Feb 2
American Beech Hotel
Exterior
Zey Hotel
Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (296 reviews)
  • cleanliness
    Contemporary Greenport hotel provides complimentary bicycles to explore local sights.
The price is $234
$267 total
includes taxes & fees
Jan 31 - Feb 1
Zey Hotel
Property entrance
The Menhaden
The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (176 reviews)
  • cleanliness
    Modern Greenport hotel with seaside terrace views and complimentary perks.
The price is $242
$317 total
includes taxes & fees
Mar 1 - Mar 2
The Menhaden
Building design
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (582 reviews)
  • cleanliness
    Situated on the serene harbor with easy access to The Hamptons beaches.
The price is $205
$234 total
includes taxes & fees
Feb 15 - Feb 16
Sag Harbor Inn
Exterior
The Rams Head Inn
The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
The price is $395
$451 total
includes taxes & fees
Jan 31 - Feb 1
The Rams Head Inn
Exterior
Shorewood Inn
Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (718 reviews)
  • cleanliness
    Coastal charm near Riverhead's vineyards with easy access to Hamptons beaches.
The price is $92
$105 total
includes taxes & fees
Feb 1 - Feb 2
Shorewood Inn
Desk, free WiFi, bed sheets
Southampton Long Island Hotel
Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
  • cleanliness
    Enjoy seaside charm near The Hamptons Beaches with free WiFi and parking.
The price is $105
$125 total
includes taxes & fees
Jan 31 - Feb 1
Southampton Long Island Hotel
Reception
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (432 reviews)
  • cleanliness
    Enjoy Long Island luxury close to The Hamptons Beaches and Cooper's Beach.
The price is $110
$127 total
includes taxes & fees
Feb 8 - Feb 9
The Bentley Hotel Southampton
Restaurant
Hamlet Inn
Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
  • cleanliness
    Experience Southampton with easy beach access and seasonal outdoor pool.
The price is $86
$112 total
includes taxes & fees
Feb 12 - Feb 13
Hamlet Inn
Exterior
Sea Haven Resort Motel
Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
  • cleanliness
    Coastal respite close to The Hamptons Beaches with free WiFi and parking.
The price is $113
$144 total
includes taxes & fees
Feb 28 - Mar 1
Sea Haven Resort Motel
Property entrance
The Sagaponack
The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (222 reviews)
  • cleanliness
    Boutique B&B with seasonal pool, minutes from The Hamptons Beaches and wineries.
The price is $152
$214 total
includes taxes & fees
Mar 1 - Mar 2
The Sagaponack
Sport court
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (980 reviews)
  • cleanliness
    Seaside Southampton retreat with tennis courts and outdoor pool just minutes from golf.
The price is $129
$172 total
includes taxes & fees
Jan 31 - Feb 1
The Atlantic Hotel
Interior detail
Harpoon House
Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148 reviews)
  • cleanliness
    Unwind in style at this coastal B&B, just minutes from Southampton beaches.
The price is $276
$316 total
includes taxes & fees
Feb 1 - Feb 2
Harpoon House
Exterior
Aqua by American Beech - Adults Only
Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312 reviews)
The price is $189
$251 total
includes taxes & fees
Feb 1 - Feb 2
Aqua by American Beech - Adults Only
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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Top landmarks in Southold

Sparkling Pointe

4.5/5 (2 reviews)
Travelers might want a tour of Sparkling Pointe, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.
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Horton Lane Beach

4.0/5 (1 review)
If you can't wait to get to the beach, you might enjoy a trip to Horton Lane Beach located 1.6 mi (2.6 km) from central Southold. If you want to continue walking by the waves, head to McCabe's Beach located nearby.
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Learn more about Southold

Southold is well-known for its attractions such as Sparkling Pointe and Croteaux Vineyards. The city has something for everyone including sights like Horton Lane Beach and Sannino's Bella Vita Vineyard within a sunny setting.

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

Check out reviews of Southold hotels guests love

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"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. "
Kathleen 1-night trip
Posted 2 days ago
Quality Inn Old Saybrook - Westbrook

Frequently asked questions

What accommodations do travelers recommend in Southold?
The Shoals Suites and Slips is an accommodation that is popular with guests.
Can I book refundable accommodations in Southold?
If you want the flexibility to change your travel plans to Southold, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Southold if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 117 vacation homes. You can also consider one of the 5 apartments or 14 cottages.
What will the weather in Southold be like during my vacation?
The warmest months in Southold are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Southold accommodation with Hotels.com?
There are plenty of reasons to book your Southold travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.