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Find Winery Hotels in Jamesport, NY

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Our top choices for Jamesport hotels with winery

Reception
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (394)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$118 nightly
The price is $135
Dec 22 - Dec 23
Total with taxes and fees
The Bentley Hotel Southampton
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"Nice room. Good breakfast. Nice lobby and breakfast area. "
United States
Richard
$107 nightly
The price is $122
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Building design
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (574)
"Very clean, helpful staff and convenient location."
United States
Gordon
$215 nightly
The price is $246
Dec 14 - Dec 15
Total with taxes and fees
Sag Harbor Inn
Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
$320 nightly
The price is $366
Dec 29 - Dec 30
Total with taxes and fees
Vine & Sand
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (141)
"Great get away "
United States
Charles
$215 nightly
The price is $246
Jan 11 - Jan 12, 2026
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
Outdoor pool, a heated pool
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Wainscott
10.0 out of 10, Exceptional, (112)
"We had a great stay at the house - it's perfect for a family and the kids love the pool ! Would definitely stay again and perfect for long term rental as well."
United States
Amy P.
$1,392 nightly
The price is $1,590
Dec 14 - Dec 15
Total with taxes and fees
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Smart TV, books
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$454 nightly
The price is $519
Dec 17 - Dec 18
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Outdoor pool
Topping Rose House

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (136)
"Great rooms, staff and food"
United Kingdom
Alexandra
$541 nightly
The price is $622
Dec 19 - Dec 20
Total with taxes and fees
Topping Rose House
Pool
The Jahmtons Guest Room

The Jahmtons Guest Room

The Jahmtons Guest Room
Ridge
8.6 out of 10, Excellent, (31)
"Very cozy room and nice people who owned the house. We only met Wayne but he was very cordial and kind. The dogs were wonderful as well :)"
United States
Michael
$182 nightly
The price is $208
Dec 18 - Dec 19
Total with taxes and fees
The Jahmtons Guest Room
Interior
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
$394 nightly
The price is $450
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
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 Jamesport Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"This is an old style motel but with modern updated decor. It’s convenient to local restaurants, via car. A great choice for the east end of Long Island!"
Armand 1-night trip
Posted 2 days ago
Greenview Inn Riverhead

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