Massachusetts Winery Hotels from CA $207: Book the Right Winery Hotels Room in Massachusetts, United States of America

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

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

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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

Vineyard Haven

Robyn

CA $292 total

includes taxes & fees

Nov 2 - Nov 3

2. Red Horse Inn

Falmouth Heights

Thomas

CA $271 total

includes taxes & fees

Oct 25 - Oct 26

A building with a sign reading "Mariner Motel" and a garden with various flowers in front.

3. Mariner Motel

Falmouth

Elizabeth

CA $207 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

4. Inn on the Square

Falmouth

Molly

CA $235 total

includes taxes & fees

Nov 3 - Nov 4

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

Edgartown

Krystin

CA $347 total

includes taxes & fees

Nov 23 - Nov 24

A spacious living area with a dining table, sofas, and a view of the sea.

6. Harbor View Hotel

Edgartown

Eryn

CA $489 total

includes taxes & fees

Nov 23 - Nov 24

An aerial view of a marina with boats, a pier, and a town with houses and buildings.

7. Falmouth Inn

Falmouth

Robert G

CA $216 total

includes taxes & fees

Oct 28 - Oct 29

A two-story hotel with a curved facade, a balcony, and a sign indicating the lobby.

8. Hyannis Harbor Hotel

Hyannis

CA $220 total

includes taxes & fees

Oct 25 - Oct 26

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Top Massachusetts Hotel Reviews

Seaport Hotel Boston

10/10 Excellent

"This is a nice property with a great location. After arriving to Logan International Airport, one may catch the Silver Line bus just outside baggage claim for a free and short ride into the city. After getting off at the World Trade Center stop, the first stop, it is a less than 5-minute walk to the hotel. (It is the same short ride to the airport when leaving for a minimal cost.) Check in was a little slow and the front staff appeared a little over-burdened, so they might hire one more front desk staff person. The room was large, quiet, with a comforatble bed and great pillow choices. The shower was great as were the towels in the large bathroom. I did not have breakfast but the friends with us who did said it was expensive, and the Pop-Up Bagel place nearby was great the next day. The bar was nice with very good cocktails. The hotel has a great location for food choices with a lot of nearby restaurants. All four of us in our group said that we would stay here again the next time that we are in Boston."