A dock with boats, a small wooden structure, and a forested shoreline.

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Check prices for these dates

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
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2 Oct - 4 Oct
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Top Chilmark Hotel Reviews

Inn on the Square

Inn on the Square

10/10 Excellent
"We enjoyed the outdoor lounge area and indoor pool very much. Clean, comfortable bedding and a small fridge. Across the street from a great coffee shop and walking distance to the center of town perfect."
Anna 2-night trip
Posted 12 hours ago
Inn on the Square
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Staff and clean room."
Sandra 1-night trip
Posted 15 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
The Cape Club Resort

The Cape Club Resort

10/10 Excellent
"The room was quiet. The bed was very comfortable and the shower was great."
Ann 1-night trip
Posted 2 days ago
The Cape Club Resort
AutoCamp Cape Cod

AutoCamp Cape Cod

10/10 Excellent
"Fun air stream Autocamp on beautiful Cape Cod. Wish there were more planned activities available, besides the very crowded yoga class. The camping next to a beautiful walk/bike trail and not too far from the town of Falmouth, with quite a few restaurants, shops and a nice playground."
Fabia 2-night trip
Posted 2 days ago
AutoCamp Cape Cod
The Coonamessett

The Coonamessett

10/10 Excellent
"The Coonamessett Inn is a beautifully appointed New England Inn in one of the best towns on the Cape. Your stay includes a delicious, delightful and generous continental breakfast which is complimentary. The rooms are spacious, and beautifully decorated with comfortable furnishings. The staff is very knowledgeable and very helpful. We visit the Cape and islands every year and enjoy our annual visits."
Karen 1-night trip
Posted 2 days ago
The Coonamessett
Summercamp

Summercamp

8/10 Good
"Nice room and wonderful front porch with a view of the water. Close to many restaurants and shops in town. The hotel could have provided better information on how to get into the property. After circling the hotel, we managed to find a parking spot and go in. Then we were told that our reserved parking spot was past the "do not enter" sign. Knowing that ahead of time would have saved a lot of tension. It is important to reserve a parking spot."
William 2-night trip
Posted 2 days ago
Summercamp
The Club at New Seabury

The Club at New Seabury

8/10 Good
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
Kathleen 3-night trip
Posted 3 days ago
The Club at New Seabury
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"A few smaller items that made the stay slightly questionable, no elevator bags had to be carried. Not much to do about that in an historical building, but it's a note for guests. I would expect a notch better, especially when coming to bedding. The bed was comfortable, but I would expect down pillows and blanket at this price point. The record player was a lovely touch. Parking was challenging, but again, historical town we must make compromises. Wonderful shower towels, GREAT pool and hot tub area. The location of the hotel is / was supreme. Only coffee offered in the lobby, no inroom machine, and no option of a latte, or capp in the hotel or lobby, only in adjacent restaurant. (Loud bathroom fan, bug in room, a little mildew build up on the shower grout, definite degradation happening on plumbing fixtures. At this price point, should be better)"
Genevieve 3-night trip
Posted 8 days ago
Faraway Martha's Vineyard
Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"We always enjoy our stays at the Harbor View. The rooms are terrific and beautifully appointed, and the staff is consistently helpful and friendly. The front veranda, with its sweeping views of Edgartown Lighthouse, the Atlantic Ocean, and Chappaquiddick, is truly delightful. The on-site Bettini Restaurant is another fabulous amenity—convenient, inviting, and absolutely delicious. You simply can’t go wrong booking a stay at the Harbor View!"
Stephanie 5-night trip
Posted 9 days ago
Harbor View Hotel