A white colonial-style house with a green roof and a lighthouse tower.

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Top Cities in Town of Southold Town

A pebbled beach at sunset with the sun setting over the horizon.
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Greenport

Greenport

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Nov 13 - Nov 15
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Nov 20 - Nov 22

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Our top choices for Town of Southold Town hotels

A spacious room with wicker furniture, large windows, and a view of the sea.

1. 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
The price is ￥23,766
￥31,716 total
includes taxes & fees
Dec 14 - Dec 15
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

2. 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
The price is ￥24,848
￥28,390 total
includes taxes & fees
Dec 14 - Dec 15
Zey Hotel
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, (676 reviews)
"Clean and comfortable room. Great location to walk around town. Nice continental breakfast."
United States
Jessika
The price is ￥20,296
￥27,751 total
includes taxes & fees
Dec 13 - Dec 14
The Harbor Front Inn
A hotel room with a bed, a wooden headboard, a sofa, a small table with a vase, and a view of the beach and sea through the windows.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (192 reviews)
"Amazing place to stay with a great location. We will definitely be back!"
United States
Kathleen
The price is ￥30,931
￥35,338 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

5. 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
The price is ￥29,636
￥37,851 total
includes taxes & fees
Nov 15 - Nov 16
The Shoals Suites and Slips
A modern house with a deck, outdoor seating, and a fire pit.

6. 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 ￥49,281
￥56,303 total
includes taxes & fees
Nov 22 - Nov 23
North Fork Resort
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 ￥30,690
￥52,789 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, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is ￥28,759
￥36,236 total
includes taxes & fees
Dec 2 - Dec 3
Oyster Estate
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

9. 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
The price is ￥40,633
￥53,613 total
includes taxes & fees
Dec 14 - Dec 15
The Menhaden
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

10. 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 ￥38,153
￥49,981 total
includes taxes & fees
Nov 16 - Nov 17
American Beech Hotel
A beach with a sunset, calm water, and scattered rocks.

11. Arbor View House B&B

Arbor View House B&B
3.5 star property
East Marion
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful stay! Will definitely be back!"
United States
Lekecia
Arbor View House B&B
A room with a round wooden table, a vase with branches, and a view of a dining area with chairs and a table.

12. Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (21 reviews)
"The owners are the sweetest people! Location is great, our room exceptionally clean, pool great, and amenities fantastic! I look forward to returning."
United States
yohanny
Vine & Sand
A wooden pier leading to a building with a green roof and white walls, surrounded by trees and a clear sky.

13. Harbor Knoll Bed & Breakfast

Harbor Knoll Bed & Breakfast
3.0 star property
Pipes Cove
9.6 out of 10, Exceptional, (17 reviews)
"Great location you could walk to town without having to move your car. The place was neat the breakfast was good the room temperature was comfortable and the pool was was lovely."
United States
Deborah
Harbor Knoll Bed & Breakfast
A spacious living room with a large window overlooking the sea, a bar area with a view, and comfortable seating.

14. Hotel Moraine

Hotel Moraine
2.0 star property
Greenport
9.8 out of 10, Exceptional, (22 reviews)
"The property, the staff, everything was great. We would definitely stay here again"
United States
John D Fio
Hotel Moraine
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

15. 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.
The price is ￥15,178
￥38,335 total
includes taxes & fees
Nov 18 - Nov 19
Aqua Vista
A beach with people relaxing, a pier extending into the water, and a clear sky.

16. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥20,850
￥55,582 total
includes taxes & fees
Nov 15 - Nov 16
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A table set with a glass of orange juice, a glass of white wine, and a dessert with whipped cream and berries.

17. Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (28 reviews)
"A must stay when in the area. Clay takes really good care of you! His pastries are amazing."
United States
Ecaterini
Stirling House Bed & Breakfast
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.
The price is ￥15,178
￥37,055 total
includes taxes & fees
Dec 3 - Dec 4
The SandPiper
A beach with people relaxing on chairs and sunbathing.

19. 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.
The price is ￥13,660
￥35,687 total
includes taxes & fees
Nov 15 - Nov 16
Harbor Heights
A wooden pathway leading to a beach with scattered rocks and greenery.

20. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥31,155
￥68,450 total
includes taxes & fees
Nov 15 - Nov 16
Beach Block Hideaway
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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Great weekend hotel deals in Town of Southold Town, NY

Showing deals for:Nov 20 - Nov 22

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The Shoals Suites and Slips

3.5 star property
Southold
9.4/10Exceptional (351 reviews)
10% off
Price is ￥51,157
￥124,891 total
includes taxes & fees
The Shoals Suites and Slips
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Top Town of Southold Town Hotel Reviews

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"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."
William 1-night trip
Posted 8 hours ago
The Shoals Suites and Slips

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