A calm lake with a forest in the background during sunset.

Southold Residences

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7
No exact matches found, but these alternatives could be just right

Recommended hotels 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, (351 reviews)
"The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing."
United States
William
$210 nightly
The price is $237
Nov 29 - Nov 30
Total with taxes and fees
The Shoals Suites and Slips
A serene lakeside setting with a gazebo and a bird feeder.

2. North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.

North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.
Southold
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful property, comfortable and very clean!"
United States
Doran R.
$414 nightly
The price is $473
Nov 23 - Nov 24
Total with taxes and fees
North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.
A two-story house with a covered patio, outdoor seating, and a well-maintained lawn.

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (449 reviews)
"Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything."
United States
JoAnn
$143 nightly
The price is $163
Dec 16 - Dec 17
Total with taxes and fees
Zey Hotel
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (193 reviews)
"Amazing place to stay with a great location. We will definitely be back!"
United States
Kathleen
$187 nightly
The price is $214
Dec 1 - Dec 2
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
Room

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (676 reviews)
"Clean and comfortable room. Great location to walk around town. Nice continental breakfast."
United States
Jessika
$152 nightly
The price is $174
Dec 13 - Dec 14
Total with taxes and fees
The Harbor Front Inn
A spacious room with wicker furniture, large windows, and a view of the sea.

6. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (768 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
$174 nightly
The price is $199
Dec 14 - Dec 15
Total with taxes and fees
Sound View Greenport
An outdoor patio area with string lights, tables, chairs, and a fire pit.

7. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (78 reviews)
"We enjoyed our stay!"
Australia
Nicholas
$174 nightly
The price is $199
Nov 18 - Nov 19
Total with taxes and fees
The Chequit
A cozy interior with a wooden bench, a sofa, and a bar area.

8. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
$183 nightly
The price is $210
Dec 16 - Dec 17
Total with taxes and fees
Oyster Estate
A serene lakeside view with two Adirondack chairs facing the water, surrounded by autumn foliage.

9. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
$185 nightly
The price is $211
Nov 16 - Nov 17
Total with taxes and fees
House on Chase Creek
Terrace/patio

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (300 reviews)
"Great condo. Very nice location and grounds."
United States
William
$301 nightly
The price is $344
Dec 8 - Dec 9
Total with taxes and fees
Cliffside Resort Condominiums
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.

11. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (619 reviews)
"great spot to stay,"
United States
Armando
$118 nightly
The price is $135
Nov 22 - Nov 23
Total with taxes and fees
The Bentley Hotel Southampton
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
$302 nightly
The price is $345
Nov 22 - Nov 23
Total with taxes and fees
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, (847 reviews)
"Beautiful hotel vintage"
United States
Dennis
$93 nightly
The price is $106
Nov 29 - Nov 30
Total with taxes and fees
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, (689 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
$219 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
Sag Harbor Inn
A two-story building with large windows, a sign reading "The Menhaden," and bicycles parked outside.

15. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (197 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
$294 nightly
The price is $336
Dec 15 - Dec 16
Total with taxes and fees
The Menhaden
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

16. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
$274 nightly
The price is $313
Nov 16 - Nov 17
Total with taxes and fees
American Beech Hotel
A beach with people relaxing on chairs and sunbathing.

17. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (29 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
$200 nightly
The price is $228
Nov 22 - Nov 23
Total with taxes and fees
Harbor Heights
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

18. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (58 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
$203 nightly
The price is $232
Nov 30 - Dec 1
Total with taxes and fees
The SandPiper
A pool area with umbrellas, potted plants, and a pathway leading to a building.

19. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (322 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
$318 nightly
The price is $363
Dec 16 - Dec 17
Total with taxes and fees
Faraway Sag Harbor
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

20. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (54 reviews)
"Great property and location. So easily walkable to everything. The host was super responsive, we had a great stay!"
United States
Carey D.
$210 nightly
The price is $240
Nov 18 - Nov 19
Total with taxes and fees
Aqua Vista
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 Southold Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Entire hotel was so clean. Room had everything we needed. Would definitely stay there again"
Tammi 1-night trip
Posted 4 hours ago
Hilton Garden Inn Riverhead

Find out more about Southold

Southold Residences information

Number of reviews
2,646
Accommodation
1 Residences
Lowest Price
$106
Highest Price
$363

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