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

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
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, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is CA $259
CA $331 total
includes taxes & fees
Nov 9 - Nov 10
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)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $213
CA $283 total
includes taxes & fees
Nov 23 - Nov 24
Sound View Greenport
The entrance to The Harbor Front Inn with a double door and the address number 209.

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is CA $189
CA $256 total
includes taxes & fees
Dec 1 - Dec 2
The Harbor Front Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.

4. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (444 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $190
CA $217 total
includes taxes & fees
Nov 23 - Nov 24
Zey Hotel
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)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $300
CA $343 total
includes taxes & fees
Dec 7 - Dec 8
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)
"Friendly staff , Unique property."
United States
Patrick
The price is CA $253
CA $289 total
includes taxes & fees
Nov 22 - Nov 23
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)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $240
CA $430 total
includes taxes & fees
Nov 30 - Dec 1
Cliffside Resort Condominiums
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

8. 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
The price is CA $258
CA $295 total
includes taxes & fees
Nov 9 - Nov 10
House on Chase Creek
A cozy interior with a bar area, seating, and a fireplace.

9. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is CA $263
CA $331 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

10. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (686 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is CA $306
CA $350 total
includes taxes & fees
Nov 8 - Nov 9
Sag Harbor Inn
A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

11. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is CA $119
CA $320 total
includes taxes & fees
Nov 9 - Nov 10
Harbor Heights
A covered patio with outdoor furniture, a door, and a view of a residential area.

12. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is CA $120
CA $321 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

13. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (196 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
The price is CA $343
CA $455 total
includes taxes & fees
Dec 6 - Dec 7
The Menhaden
A modern interior with a central water feature, shelves with products, and a clothing rack.

14. 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
The price is CA $350
CA $456 total
includes taxes & fees
Nov 10 - Nov 11
American Beech Hotel
A modern house with a deck, outdoor seating, and a fire pit.

15. 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
The price is CA $434
CA $496 total
includes taxes & fees
Nov 9 - Nov 10
North Fork Resort
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

16. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,000 reviews)
"Lots of parking, rooms were clean and smelt nice"
United States
miranda
The price is CA $149
CA $205 total
includes taxes & fees
Dec 6 - Dec 7
The Atlantic Hotel
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

17. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (52 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is CA $133
CA $337 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Vista
A pool area with umbrellas, potted plants, and a pathway leading to a building.

18. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $426
CA $535 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

19. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (843 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is CA $130
CA $149 total
includes taxes & fees
Nov 15 - Nov 16
Shorewood Inn
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

20. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (518 reviews)
"You can't find a nicer owner, or a more laid back conveniently located spot"
United States
Eric
The price is CA $150
CA $193 total
includes taxes & fees
Nov 8 - Nov 9
Hamlet 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.
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Top Southold Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"Clean room, good breakfast"
Beth 1-night trip
Posted 12 hours ago
Quality Inn Old Saybrook - Westbrook

Find out more about Southold

Southold Condo Resorts information

Number of reviews
2,486
Accommodation
0 Condo Resorts
Lowest Price
CA $149
Highest Price
CA $535

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