A coastal village with houses, a lighthouse, and boats on the water.

Winery Hotels in Massachusetts from ￥25,337

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Check availability on Massachusetts Winery Hotels

This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Massachusetts hotels with winery

A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

1. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
"We really enjoyed our stay."
United States
digna
The price is ￥59,527
￥68,841 total
includes taxes & fees
Sep 21 - Sep 22
Mansion House Inn And Spa

2. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (648 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is ￥35,475
￥40,601 total
includes taxes & fees
Sep 3 - Sep 4
Red Horse Inn
A building with a sign reading "Mariner Motel" and a garden with various flowers in front.

3. Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,001 reviews)
"Very nice clean updated rooms in a good location."
United States
Sharon
The price is ￥22,139
￥25,337 total
includes taxes & fees
Sep 7 - Sep 8
Mariner Motel
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

4. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,016 reviews)
"Great location!"
United States
Lisa
The price is ￥22,747
￥30,048 total
includes taxes & fees
Sep 8 - Sep 9
Inn on the Square
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

5. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,000 reviews)
"Fantastic stay- pool gym were excellent and staff was sooo kind"
United States
Gayani
The price is ￥78,883
￥92,519 total
includes taxes & fees
Sep 28 - Sep 29
Faraway Martha's Vineyard
A spacious living area with a dining table, sofas, and a view of the sea.

6. Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,004 reviews)
"We had an amazing stay and we can not wait to be back."
United States
Sandrine
The price is ￥75,298
￥90,838 total
includes taxes & fees
Sep 22 - Sep 23
Harbor View Hotel
An aerial view of a marina with boats, a pier, and a town with houses and buildings.

7. Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very Good, (1,065 reviews)
"Great value and location from the Woods Hole ferry."
United States
Jacqy
The price is ￥20,600
￥26,763 total
includes taxes & fees
Sep 8 - Sep 9
Falmouth Inn
A two-story hotel with a curved facade, a balcony, and a sign indicating the lobby.

8. Hyannis Harbor Hotel

Hyannis Harbor Hotel
3.5 star property
Hyannis
8.0 out of 10, Very Good, (1,001 reviews)
"Our stay was great. The kids had so much fun in the pool and we had a great time sitting by the fire pit at night."
United States
Melanie
The price is ￥30,501
￥38,399 total
includes taxes & fees
Aug 31 - Sep 1
Hyannis Harbor Hotel
A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

9. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very Good, (632 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
The price is ￥65,287
￥73,193 total
includes taxes & fees
Sep 27 - Sep 28
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

10. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (614 reviews)
"The hotel was pleasant and centrally located on the island."
United States
Anthony
The price is ￥34,900
￥38,983 total
includes taxes & fees
Sep 27 - Sep 28
Pequot Hotel
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 Massachusetts Hotel Reviews

Arcadian Hotel

Arcadian Hotel

10/10 Excellent
"Would be nice if they can make the bathtub less slippery"
Kochi 1-night trip
Posted 3 hours ago
Arcadian Hotel

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