Title: Book the Best Hamptons WINERY Hotels in 2026 | Expedia.ca

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![Southampton](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Hamptons, NY from CA $166

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## Check availability on Hamptons Winery Hotels

Tonight

[Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hamptons hotels with winery

![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bentley Hotel Southampton

[](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

Southampton

9.6/10

Exceptional

(415)

"Adorable boutique hotel with charming unique touches. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $169

CA $194 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/5a24caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/a79f88d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/f1ad96fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/7abafcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New and Modern Bridgehampton Accommodations 

[](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information)

Bridgehampton

9.6/10

Exceptional

(16)

"Great host, easy check in. Clean, comfortable and centrally located. Would definitely stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mariel G.

CA $253

CA $614 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/b8adcc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/06408853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/65a49724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/1f4433ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Roundtree, Amagansett

[](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information)

Amagansett North

10/10

Exceptional

(91)

"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

adam

CA $815

CA $978 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/3f4839f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/e9d81899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/d84c46bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Topping Rose House

[](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information)

Bridgehampton

9.2/10

Wonderful

(138)

"Our second home :)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

olivia

CA $647

CA $745 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/b8434d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/305503f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/02a1d23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/4bc52833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Immaculate Waterfront 2 bedroom! 

[](https://www.expedia.ca/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information)

Hampton Bays

10/10

Exceptional

(5)

"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael L.

CA $446

CA $865 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/aed266db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/809e0319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackberry: Private home with jacuzzi year-round

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

East Hampton

9.0/10

Wonderful

(4)

"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzanne R.

CA $136

CA $1,342 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/b65ad99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/9c4e1f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/ceb2192e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/74678c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private, Charming, Lovely Farmhouse in Wainscott, East Hampton 

[](https://www.expedia.ca/Wainscott-Hotels-Private.h32391262.Hotel-Information)

Wainscott

10/10

Exceptional

(112)

"Very clean rooms! Great place to stay! Great area and privacy! Host was wonderful. Would stay there again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DAVID K.

CA $988

CA $2,174 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Wainscott-Hotels-Private.h32391262.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/ebb70869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/44648b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/f9e71e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/7ee4af6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

[](https://www.expedia.ca/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

Southampton

9.0/10

Wonderful

(10)

"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Panagiota K.

CA $488

CA $1,156 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5f09bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5a99aefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5d4f757e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information)

Riverhead

8.6/10

Excellent

(1001)

"We enjoyed our stay. The breakfast, it was like a buffet so many choices. The coffee is made from fresh ground coffee beans really good."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eileen

CA $147

CA $168 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information)

![Gazebo](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/b6b0acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/5b8834c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/db4b45e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Long Island-Brookhaven

[](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information)

Farmingville

8.8/10

Excellent

(1262)

"The room was perfect and quiet for our week long stay. Staff was very attentive and breakfast was delicious."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cesar Gabriel

CA $145

CA $166 total

includes taxes & fees

Jan 8 - Jan 9

[](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17&regionId=6056452&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Hamptons Hotel Reviews

![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg)

### Topping Rose House

10/10 Excellent

"Our second home :)"

[](https://expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information)

![The Maidstone](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/99260f7f_y.jpg)

### The Maidstone

10/10 Excellent

"We had a wonderful stay "

[](https://expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

![Capri](https://images.trvl-media.com/lodging/8000000/7290000/7282200/7282139/ebd94379_y.jpg)

### Capri

10/10 Excellent

"The Capri hotel is an awesome place to stay, it is fun, clean and is completely updated and so comfortable! The staff is super nice and helpful, and I would highly recommend it!! "

[](https://expedia.ca/Southampton-Hotels-Capri.h7282139.Hotel-Information)

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