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Compare 2,188 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Chilmark hotels

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (286)
"Great host. Very nice and helpful would stay again!"
The price is ¥39,571
¥45,289 total
includes taxes & fees
Sep 1 - Sep 2
Frederick William House

Town & Beach Motel

2.0 star property
8.8 out of 10, Excellent, (519)
"Great location!! Fabulous staff !! Clean and comfortable beds. "
The price is ¥22,793
¥26,087 total
includes taxes & fees
Sep 1 - Sep 2
Town & Beach Motel

Falmouth Inn

2.0 star property
8.0 out of 10, Very Good, (1018)
"The restaurant was great"
The price is ¥21,034
¥26,279 total
includes taxes & fees
Sep 1 - Sep 2
Falmouth Inn

Mansion House Inn And Spa

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Excellent place to stay, right in the heart of quaint Vineyard Haven..."
The price is ¥54,960
¥63,559 total
includes taxes & fees
Sep 28 - Sep 29
Mansion House Inn And Spa

Inn on the Square

3.5 star property
8.6 out of 10, Excellent, (1004)
"Hotel was nice and clean. Close to all dinning and shopping. "
The price is ¥15,564
¥21,251 total
includes taxes & fees
Oct 1 - Oct 2
Inn on the Square

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 star property
8.8 out of 10, Excellent, (1004)
"Great location, good breakfast "
The price is ¥20,824
¥23,261 total
includes taxes & fees
Oct 1 - Oct 2
Hampton Inn by Hilton New Bedford/Fairhaven

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (540)
"Convenient, close to the beach and circuit ave. Staff were so friendly, we arrived early and were able to check in which was so nice! Continental breakfast was great, afternoon cookies was a nice choice. We would definitely stay there again!"
The price is ¥26,322
¥29,401 total
includes taxes & fees
Oct 1 - Oct 2
Pequot Hotel

Iris Hotel Cape Cod

3.0 star property
8.0 out of 10, Very Good, (77)
"Great location! Pleasantly surprising hotel. Very clean, great staff, nice pool, areas to sir outside with nice views. I’d stay here again."
The price is ¥15,881
¥18,176 total
includes taxes & fees
Oct 1 - Oct 2
Iris Hotel Cape Cod

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (815)
"Great place and people the location is excellent "
The price is ¥37,035
¥41,369 total
includes taxes & fees
Oct 1 - Oct 2
MV Surfside Hotel

Falmouth Heights Motor Lodge

2.0 star property
9.0 out of 10, Wonderful, (258)
"Cute little property that is well-maintained. Very nice staff. Right by the beach and nice restaurants. "
The price is ¥27,792
¥31,808 total
includes taxes & fees
Sep 9 - Sep 10
Falmouth Heights Motor Lodge

Mariner Motel

2.0 star property
8.6 out of 10, Excellent, (1005)
"The staff was very friendly, and the location was great for a quick walk to the ferry, shops, or restaurants. "
The price is ¥18,969
¥21,710 total
includes taxes & fees
Sep 15 - Sep 16
Mariner Motel

Green Harbor Waterfront Lodging

2.5 star property
8.4 out of 10, Very Good, (475)
"A Great place for families with dogs. "
The price is ¥24,851
¥28,442 total
includes taxes & fees
Sep 1 - Sep 2
Green Harbor Waterfront Lodging

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (195)
"Great location! "
The Lightkeepers Inn

The Edgartown Inn, The Edgartown Collection

3.5 star property
9.8 out of 10, Exceptional, (130)
"Everything about the stay was amazing "
The price is ¥62,496
¥69,808 total
includes taxes & fees
Sep 15 - Sep 16
The Edgartown Inn, The Edgartown Collection

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (296)
"Great hotel, clean and close to a lot of activities."
The price is ¥16,674
¥20,849 total
includes taxes & fees
Sep 28 - Sep 29
Admiralty Inn & Suites - a Red Collection Hotel

Falmouth Tides

2.5 star property
9.2 out of 10, Wonderful, (644)
"Really great stay at this hotel! Perfect location and walking distance from the ferry, definitely will be back again!"
The price is ¥36,924
¥46,525 total
includes taxes & fees
Sep 3 - Sep 4
Falmouth Tides

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (19)
"Great spot, very clean and convenient. "
The price is ¥22,949
¥53,089 total
includes taxes & fees
Oct 1 - Oct 2
The Island Inn on Martha's Vineyard

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (175)
"Superb staff and bkfsts Wonderful porch"
The price is ¥52,762
¥60,387 total
includes taxes & fees
Sep 1 - Sep 2
The Palmer House Inn

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1007)
"Wonderful staff!"
Faraway Martha's Vineyard

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (227)
"Great location, fantastic room, friendly staff and local dining options"
The price is ¥68,555
¥76,575 total
includes taxes & fees
Sep 24 - Sep 25
The Christopher, The Edgartown Collection
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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Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colors. Hike the scenic trails at Waskosim's Rock Reservation or visit nearby Martha's Vineyard for charming shops and restaurants.

One of the best sunsets you'll find on the East Coast is here at Martha's Vineyard on Menemsha Bight. The shops in town are quaint, the seafood is out of this world and the memories will be everlasting. #EndlessSummer
Photo by Wen C.
Open Photo by Wen C.

Top Chilmark Hotel Reviews

More cheap stays in Chilmark

More cheap stays in Chilmark

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place for a stay in Chilmark?

Located 16.4 mi (26.4 km) from the heart of Chilmark, Falmouth Inn is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Sea Crest Beach Resort and Faraway Martha's Vineyard. See all available top hotels, or vacation rentals in Chilmark.

What are some of the best vacation rentals in Chilmark?

Coastal chic meets French Provençal in this newly renovated oceanfront home. : This vacation home rental outside of Chilmark is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Chilmark.

If I need to cancel my hotel reservation in Chilmark, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chilmark.

Where can I learn more about changing or cancelling my trip to Chilmark?

For more details about changing or cancelling your trip to Chilmark, go to https://www.expedia.com/service/.

What's the best place to stay near Aquinnah Cliffs?

The Little B&B in Aquinnah is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located 1.3 mi (2.1 km) from Aquinnah Cliffs.

What about the best place to stay near Gay Head Lighthouse?

One of the top choices for your stay is The Little B&B in Aquinnah, located 1.3 mi (2 km) from Gay Head Lighthouse, and this B&B offers free breakfast and free parking.

What are some hotels with pools in Chilmark?

Falmouth Inn: Offers daily, a pool, and free self parking. Sea Crest Beach Resort and Faraway Martha's Vineyard are two additional hotels with an onsite pool. View all hotels with pools in Chilmark.

What is the best hotel near Martha's Vineyard Airport (MVY)?

Mansion House Inn And Spa is one of the top choices for your stay and is a popular 3.5-star hotel featuring a full-service spa and free breakfast. It's located 4.5 mi (7.2 km) from Martha's Vineyard Airport. Another good option near the airport is HI Martha's Vineyard.

What is staying in Chilmark like?

Visitors can enjoy all that Chilmark has to offer including the beaches, wineries, and festivals. Tourists can also enjoy the city's local tours and university setting. In Chilmark, there are 82 hotels and other accommodations to choose from. Find out more about Chilmark.

What should I do while I'm visiting Chilmark?

Natural beauty is on display at Menemsha Beach, Lucy Vincent Beach, and Edys Island. A couple of additional sights to add to your agenda are Chilmark Town Hall and Chilmark Public Library. Check out what more to see and do in Expedia's Chilmark guide.

What's the weather like in Chilmark?

The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.