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

Massachusetts Winery Hotels from CA $209

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A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
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Boston

Boston

Check availability on Massachusetts Winery Hotels

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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, (1,001 reviews)
"Lovely place"
United States
Robyn
The price is CA $334
CA $394 total
includes taxes & fees
Oct 12 - Oct 13
Mansion House Inn And Spa

2. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (649 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is CA $227
CA $260 total
includes taxes & fees
Oct 1 - Oct 2
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, (1,006 reviews)
"Location is great"
United States
Wanda
The price is CA $182
CA $209 total
includes taxes & fees
Oct 4 - Oct 5
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, (1,013 reviews)
"This is such a cute Cape Cod hotel. Nick at the front desk was very informative on the ferry to Martha's Vineyard and places to eat in the area. The room was clean and comfortable."
United States
Doxie
The price is CA $156
CA $214 total
includes taxes & fees
Oct 13 - Oct 14
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, (1,001 reviews)
"Staff was great. Lovely and location excellent."
United States
Thomas
The price is CA $388
CA $455 total
includes taxes & fees
Oct 27 - Oct 28
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, (1,001 reviews)
"Top notch hotel!"
United States
Eryn
The price is CA $345
CA $416 total
includes taxes & fees
Oct 25 - Oct 26
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, (1,013 reviews)
"Great value and location from the Woods Hole ferry."
United States
Jacqy
The price is CA $164
CA $216 total
includes taxes & fees
Oct 14 - Oct 15
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
8.2 out of 10, Very good, (1,010 reviews)
"Lovely hotel great location and staff was excellent"
United States
Jayne
The price is CA $174
CA $219 total
includes taxes & fees
Oct 18 - Oct 19
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, (642 reviews)
"Enjoyed our stay, quiet, convenient to everything in Edgartown!"
United States
Lisa
The price is CA $318
CA $358 total
includes taxes & fees
Oct 25 - Oct 26
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, (623 reviews)
"The hotel was pleasant and centrally located on the island."
United States
Anthony
The price is CA $281
CA $314 total
includes taxes & fees
Oct 5 - Oct 6
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

Seaport Hotel Boston

Seaport Hotel Boston

8/10 Good
"Modern Good location easy to get transport close to airport nearby restaurants"
Daryl 3-night trip
Posted less than an hour ago
Seaport Hotel Boston

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