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

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Our top choices for Town of Southold Town hotels

1. 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
$194 nightly
The price is $222
Nov 11 - Nov 12
Total with taxes and fees
Sound View Greenport

2. 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
$152 nightly
The price is $174
Nov 23 - Nov 24
Total with taxes and fees
Zey Hotel

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
$159 nightly
The price is $182
Nov 29 - Nov 30
Total with taxes and fees
The Harbor Front Inn

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
$189 nightly
The price is $216
Dec 8 - Dec 9
Total with taxes and fees
Silver Sands Motel & Beach Bungalows

5. 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
$210 nightly
The price is $237
Nov 22 - Nov 23
Total with taxes and fees
The Shoals Suites and Slips

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
$311 nightly
The price is $355
Nov 9 - Nov 10
Total with taxes and fees
North Fork Resort

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
$269 nightly
The price is $307
Nov 30 - Dec 1
Total with taxes and fees
Cliffside Resort Condominiums

8. 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
$225 nightly
The price is $257
Dec 8 - Dec 9
Total with taxes and fees
Oyster Estate

9. 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
$285 nightly
The price is $326
Dec 7 - Dec 8
Total with taxes and fees
The Menhaden

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
$285 nightly
The price is $326
Nov 26 - Nov 27
Total with taxes and fees
American Beech Hotel

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

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

13. 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

14. 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

15. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (52 reviews)
"Great location and nice spot."
United States
Kerri L.
$206 nightly
The price is $235
Nov 9 - Nov 10
Total with taxes and fees
Aqua Vista

16. 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.
$197 nightly
The price is $225
Nov 10 - Nov 11
Total with taxes and fees
The SandPiper

17. 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.
$297 nightly
The price is $339
Nov 9 - Nov 10
Total with taxes and fees
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

18. 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

19. 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.
$197 nightly
The price is $225
Nov 9 - Nov 10
Total with taxes and fees
Harbor Heights

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.
$365 nightly
The price is $417
Nov 11 - Nov 12
Total with taxes and fees
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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