Hotels in Southold

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Check prices for these dates

Tonight
Nov 6 - Nov 7
Tomorrow
Nov 7 - Nov 8
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Southold?

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.
The price is $206
$260 total
includes taxes & fees
Nov 8 - Nov 9
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (766 reviews)
Perched oceanfront in Greenport, this hotel offers a seasonal outdoor pool with poolside bar. Just a short drive from the Railroad Museum and The Old Field Vineyards, enjoy American cuisine at The Halyard restaurant and unwind at 2 welcoming bars.
The price is $152
$203 total
includes taxes & fees
Nov 19 - Nov 20
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (444 reviews)
Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.
The price is $180
$206 total
includes taxes & fees
Nov 9 - Nov 10
Zey Hotel
The entrance to The Harbor Front Inn with a double door and the address number 209.

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
Overlooking Greenport Harbor, this boutique inn combines coastal charm with modern comforts. Just a 3-minute walk from the train station, guests enjoy the seasonal outdoor pool, 24-hour fitness center, and complimentary breakfast while exploring nearby attractions.
The price is $149
$199 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
The price is $220
$251 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

6. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (76 reviews)
Wake to island tranquility at this Shelter Island Heights hotel with premium bedding. Near Shelter Island Country Club and Sunset Beach, this refined retreat offers free WiFi and parking. Convenient to Greenport Station for day trips.
The price is $181
$207 total
includes taxes & fees
Dec 2 - Dec 3
The Chequit
A balcony with a view of the ocean, a lawn, and a house in the background.

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
The price is $212
$353 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums
A cozy interior with a bar area, seating, and a fireplace.

8. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
Unwind at this North Fork retreat with a refreshing swim or soothing soak after exploring nearby museums. Complimentary bikes let you discover charming Greenport while free WiFi and parking add convenience to your coastal escape.
The price is $200
$252 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

9. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
Overlooking Chase Creek, this inviting guesthouse sits adjacent to a golf course in tranquil Shelter Island Heights. Free WiFi and parking enhance your stay while the garden and terrace offer peaceful spots to unwind near Shelter Island Country Club.
The price is $185
$211 total
includes taxes & fees
Nov 9 - Nov 10
House on Chase Creek
A modern interior with a central water feature, shelves with products, and a clothing rack.

10. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
Explore Greenport from this stylish inn with its welcoming bar and restaurant. Grab the complimentary bikes to visit nearby Greenport Harbor Brewing Company. The attentive staff and daily housekeeping ensure a carefree stay, just an 8-minute walk from the train station.
The price is $251
$327 total
includes taxes & fees
Nov 10 - Nov 11
American Beech Hotel
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

11. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (196 reviews)
Escape to this stylish Greenport retreat offering free breakfast and WiFi. Relax at the rooftop terrace or grab a drink from the bar before exploring local attractions on complimentary bikes. Only a 3-minute walk from Greenport Station, near Camera Obscura.
The price is $246
$326 total
includes taxes & fees
Dec 6 - Dec 7
The Menhaden
A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
The price is $321
$367 total
includes taxes & fees
Nov 8 - Nov 9
North Fork Resort
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

13. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (843 reviews)
Steps from Riverhead's renowned vineyards, this welcoming motel offers free WiFi and complimentary parking. The 24-hour front desk ensures convenience while clean, comfortable rooms provide a relaxing base to explore nearby Westhampton beaches.
The price is $94
$107 total
includes taxes & fees
Nov 8 - Nov 9
Shorewood Inn
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (686 reviews)
Wake up to complimentary breakfast at this waterfront hotel, just moments from Sag Harbor Whaling Museum. The outdoor pool offers refreshing relaxation after exploring nearby attractions. Free WiFi and parking enhance the value, while the attentive staff ensures a memorable stay.
The price is $219
$250 total
includes taxes & fees
Nov 8 - Nov 9
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
Immerse in coastal charm at this Sag Harbor retreat where massages await after beach days. The seasonal outdoor pool offers refreshment while the fitness center keeps routines intact. Friendly staff ensure a memorable stay near historical museums.
The price is $324
$407 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor
Pool

16. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
The price is $423
$483 total
includes taxes & fees
Nov 24 - Nov 25
Seven - A Resort Style Inn
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

17. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
Seasonal outdoor pool and complimentary WiFi create a perfect Southampton retreat. Just a 15-minute drive from pristine beaches, with free parking and clean, comfortable rooms. Water adventures await nearby with kayaking options.
The price is $169
$193 total
includes taxes & fees
Nov 19 - Nov 20
The Bentley Hotel Southampton
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

18. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,000 reviews)
Overlooking the ocean in Southampton, this hotel offers refreshing swims in an outdoor pool and matches on tennis courts. Guests praise the helpful staff while enjoying free WiFi and parking, with Sebonack Golf Course nearby.
The price is $129
$172 total
includes taxes & fees
Nov 7 - Nov 8
The Atlantic Hotel
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

19. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (518 reviews)
This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.
The price is $119
$154 total
includes taxes & fees
Nov 8 - Nov 9
Hamlet Inn
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

20. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (347 reviews)
Wake up to seaside charm at this Clinton motel where the ocean beckons nearby. Take a refreshing dip in the seasonal outdoor pool after exploring Clinton Plaza or the historic Adam Stanton House. Free WiFi and parking add value, with Clinton Station just a 19-minute walk away.
The price is $78
$90 total
includes taxes & fees
Nov 8 - Nov 9
Clinton Motel
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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Go beyond your typical stay in Southold

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When is the best time to visit Southold?

Our prices for hotels in Southold are cheapest in November

Price trends for hotels in Southold

Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 12°C / low 8°C. Sunny most days.
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November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Southold

Sparkling Pointe

8.8/10 (11 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.
See properties

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 Sannino's Bella Vita Vineyard and The Old Field Vineyards within a sunny setting.

See all hotels in Southold
A coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Check out reviews of Southold hotels guests love

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
Southold

10/10 Exceptional

Wonderful stay. Everything was perfect. Front desk people were lovely
United States
David
Reviewed October 25, 2026
The Shoals Suites and Slips

Frequently Asked Questions

What accommodations do travelers recommend in Southold?

Guests like The Shoals Suites and Slips, Sound View Greenport and Zey Hotel.

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 118 vacation homes. You can also consider one of the 12 cottages for your trip.

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.