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

Massachusetts Winery Hotels from CA $194

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Top Cities in Massachusetts

A white house with a red roof on a grassy hill.
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Provincetown

Provincetown

Check availability on Massachusetts Winery Hotels

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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, (1,003 reviews)
"Lovely place"
United States
Robyn
The price is CA $248
CA $298 total
includes taxes & fees
Nov 2 - Nov 3
Mansion House Inn And Spa
Exterior

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 $205
CA $234 total
includes taxes & fees
Oct 5 - Oct 6
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)
"Excellent place to stay, clean, spacious room and in walking distance to both the town and the ferry for Martha’s Vineyard."
United States
Monika
The price is CA $170
CA $194 total
includes taxes & fees
Nov 1 - Nov 2
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, (1,001 reviews)
"This was a comfortable stay, quiet and convenient to shopping and dining"
United States
Jeanine
The price is CA $147
CA $204 total
includes taxes & fees
Nov 2 - Nov 3
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 $333
CA $391 total
includes taxes & fees
Nov 4 - Nov 5
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, (1,000 reviews)
"Top notch hotel!"
United States
Eryn
The price is CA $347
CA $419 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, (1,001 reviews)
"Great value and location from the Woods Hole ferry."
United States
Jacqy
The price is CA $164
CA $216 total
includes taxes & fees
Nov 1 - Nov 2
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, (1,003 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 $257
CA $289 total
includes taxes & fees
Nov 1 - Nov 2
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, (625 reviews)
"The staff and front desk were awesome. Very courteous and helpful!!! Very clean rooms."
United States
Oswaldo
The price is CA $255
CA $292 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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"The hotel is in a great location, within walking distance to many must see sights. It is clean, and the staff is very nice. We had a great experience at this hotel, would definitely return again!!"
Milagros 6-night trip
Posted 3 hours ago
Harborside Inn Of Boston

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