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Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
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Dec 4 - Dec 6
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Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (350 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is CA $262
CA $335 total
includes taxes & fees
Nov 9 - Nov 10
The Shoals Suites and Slips
A tree-lined pathway with a wooden bench, a stone wall, and a grassy area.

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)
"Overall we had a great stay, we weren’t in the apartment much and really only needed it for a place to stay at night. The space is the basement of a home with little natural sunlight. Overall it was ok for a weekend stay."
United States
Kelly V.
The price is CA $353
CA $668 total
includes taxes & fees
Nov 9 - Nov 10
North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.
A room with wicker chairs, a table with drinks, and a view of the sea.

3. 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 $215
CA $286 total
includes taxes & fees
Nov 23 - Nov 24
Sound View Greenport
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (188 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $274
CA $313 total
includes taxes & fees
Dec 8 - Dec 9
Silver Sands Motel & Beach Bungalows
A hotel with a modern facade, large windows, and a parked car in front.

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (445 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $192
CA $220 total
includes taxes & fees
Nov 17 - Nov 18
Zey Hotel
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

6. 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 $195
CA $264 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

7. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (77 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is CA $256
CA $292 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A balcony with a view of the ocean, a lawn, and a house in the background.

8. 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 $243
CA $434 total
includes taxes & fees
Nov 30 - Dec 1
Cliffside Resort Condominiums
A serene landscape with a calm body of water reflecting trees with 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
The price is CA $261
CA $298 total
includes taxes & fees
Nov 9 - Nov 10
House on Chase Creek
A cozy interior with a bar area, seating, and a fireplace.

10. 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 $266
CA $335 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

11. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (844 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is CA $132
CA $150 total
includes taxes & fees
Nov 9 - Nov 10
Shorewood Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

12. 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 $347
CA $460 total
includes taxes & fees
Dec 7 - Dec 8
The Menhaden
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

13. 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 $309
CA $353 total
includes taxes & fees
Nov 9 - Nov 10
Sag Harbor Inn
A balcony with a view of a marina and a pool.

14. 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 $453
CA $570 total
includes taxes & fees
Dec 8 - Dec 9
Faraway Sag Harbor
A deck with blue and white chairs, a table, and a striped umbrella.

15. 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 $121
CA $324 total
includes taxes & fees
Nov 9 - Nov 10
Harbor Heights
A modern interior with a central water feature, shelves with products, and a clothing rack.

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
The price is CA $354
CA $461 total
includes taxes & fees
Nov 10 - Nov 11
American Beech Hotel
A two-story house with a balcony, a patio with outdoor furniture, and a fenced backyard.

17. 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 $121
CA $324 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
A white outdoor seating area with a white table and a potted plant.

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is CA $193
CA $221 total
includes taxes & fees
Nov 11 - Nov 12
The Bentley Hotel Southampton
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

19. 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 $440
CA $503 total
includes taxes & fees
Nov 9 - Nov 10
North Fork Resort
A wicker lounge chair with a white cushion on a covered deck, surrounded by a white fence.

20. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (53 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is CA $134
CA $341 total
includes taxes & fees
Nov 9 - Nov 10
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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Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

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

Top reviews in Southold

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
Southold

10/10 Excellent

Such a great stay. We were so disappointed we were only staying for one night. We will be definitely staying here again.
Canada
Drew
Reviewed July 16, 2025
The Shoals Suites and Slips

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