Hotels in Southold

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Check prices for these dates

Tonight
Jul 16 - Jul 17
Tomorrow
Jul 17 - Jul 18
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Where to stay in Southold?

Sound View Greenport
Relax by the serene pool surrounded by lounge chairs and umbrellas.

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (536)
The price is $431
$544 total
includes taxes & fees
Jul 21 - Jul 22
Sound View Greenport
The Pridwin Hotel
Relax by the calm pool, surrounded by comfortable sun loungers and shaded areas.

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (65)
The price is $549
$690 total
includes taxes & fees
Aug 6 - Aug 7
The Pridwin Hotel
Cliffside Resort Condominiums
Stunning beachfront residential area with multi-story buildings and a central park.

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (228)
The price is $609
$740 total
includes taxes & fees
Jul 28 - Jul 29
Cliffside Resort Condominiums
Hotel Moraine
Relax by the ocean with a clear view, surrounded by sun loungers and umbrellas.

Hotel Moraine

2.0 star property
9.8 out of 10, Exceptional, (22)
The price is $672
$883 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Moraine
West Neck Guesthouse
Relax in this serene bedroom with a large bed, nightstand, and skylight above.

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
The price is $314
$358 total
includes taxes & fees
Jul 31 - Aug 1
West Neck Guesthouse
The Chequit
Relax and dine al fresco in this serene outdoor seating area, surrounded by lush trees and a golf course view.

The Chequit

3.0 star property
8.8 out of 10, Excellent, (30)
The price is $604
$690 total
includes taxes & fees
Jul 20 - Jul 21
The Chequit
House on Chase Creek
Surrounded by vibrant autumn foliage, this serene landscape features a peaceful body of water reflecting the natural beauty of the surroundings.

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (71)
House on Chase Creek
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (134)
The price is $329
$376 total
includes taxes & fees
Aug 10 - Aug 11
Greenporter Hotel
The Menhaden
Welcome to The Menhagen, where a stylish entrance sets the tone for a memorable stay.

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (155)
The price is $475
$583 total
includes taxes & fees
Jul 17 - Jul 18
The Menhaden
The Harbor Front Inn
Relax in a serene outdoor space with a comfortable chair and table, overlooking a peaceful body of water.

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (486)
The price is $289
$382 total
includes taxes & fees
Aug 7 - Aug 8
The Harbor Front Inn
American Beech Hotel
Relax in a serene outdoor space with a paved walkway, benches, and lush greenery.

American Beech Hotel

3.5 star property
8.8 out of 10, Excellent, (183)
The price is $279
$359 total
includes taxes & fees
Jul 21 - Jul 22
American Beech Hotel
Sag Harbor Inn
Relax by the rectangular pool surrounded by a tiled deck and lounge chairs.

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (530)
The price is $432
$494 total
includes taxes & fees
Jul 30 - Jul 31
Sag Harbor Inn
Baron's Cove
Enjoy the charming balcony with potted plants and a gabled roof.

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (265)
The price is $559
$703 total
includes taxes & fees
Aug 12 - Aug 13
Baron's Cove
Topping Rose House
Enjoy a pool and outdoor dining area with lounge chairs and a clear view of the surrounding landscape.

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
The price is $1,395
$1,597 total
includes taxes & fees
Aug 7 - Aug 8
Topping Rose House
A Room At The Beach
Relax by the pool surrounded by lush greenery and shaded by three umbrellas.

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (84)
The price is $770
$880 total
includes taxes & fees
Jul 23 - Jul 24
A Room At The Beach
Capri
Enjoy meals in a stylish dining area with tables for individual and group settings, featuring basic table settings and a modern design.

Capri

3.5 star property
6.4 out of 10, (237)
The price is $645
$782 total
includes taxes & fees
Aug 3 - Aug 4
Capri
Southampton Long Island Hotel
Cozy retreat with a large bed, bedside table, and window with blinds.

Southampton Long Island Hotel

2.5 star property
8.6 out of 10, Excellent, (196)
The price is $284
$339 total
includes taxes & fees
Aug 14 - Aug 15
Southampton Long Island Hotel
Shorewood Inn
Relax in a serene outdoor space surrounded by lush greenery, perfect for dining and socializing.

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (650)
The price is $104
$118 total
includes taxes & fees
Jul 21 - Jul 22
Shorewood Inn
The Atlantic Hotel
Relax by the rectangular pool surrounded by lounge chairs and umbrellas, set amidst lush greenery.

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (875)
The price is $279
$344 total
includes taxes & fees
Jul 20 - Jul 21
The Atlantic Hotel
The Bentley Hotel Southampton
Relax in this serene outdoor seating area with a round table, potted plant, and two chairs.

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (280)
The price is $269
$336 total
includes taxes & fees
Jul 20 - Jul 21
The Bentley Hotel Southampton
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.

Top landmarks in Southold

Cleanest, prettiest winery on the east end of Long Island! Try the Cuvee' Rose!

Sparkling Pointe

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 in Sparkling Pointe
Sparkling Pointe

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 Osprey's Dominion and Sannino's Bella Vita Vineyard within a sunny setting.

See all hotels in Southold

Check out reviews of Southold hotels guests love

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Nice, clean and friendly. "
Jocelyn 1-night trip
Posted 16 hours ago
Pier Blue Inn Old Saybrook - Essex

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 127 vacation homes. You can also consider one of the 5 apartments or 13 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.