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Find hotels in Chilmark, MA from ￥18,188

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Aug 27 - Aug 28
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Compare 2,268 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Chilmark hotels

Mansion House Inn And Spa
View from property

Mansion House Inn And Spa

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Excellent place to stay, right in the heart of quaint Vineyard Haven..."
The price is ￥46,843
￥54,499 total
includes taxes & fees
Sep 1 - Sep 2
Mansion House Inn And Spa
Town & Beach Motel
Exterior

Town & Beach Motel

2.0 star property
8.8 out of 10, Excellent, (518)
"Very friendly, clean and convenient"
The price is ￥22,855
￥26,158 total
includes taxes & fees
Sep 1 - Sep 2
Town & Beach Motel
The Island Inn on Martha's Vineyard
Interior

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (17)
"Great spot, very clean and convenient. "
The price is ￥28,567
￥59,439 total
includes taxes & fees
Sep 3 - Sep 4
The Island Inn on Martha's Vineyard
Falmouth Inn
Marina

Falmouth Inn

2.0 star property
8.0 out of 10, Very Good, (1012)
"The restaurant was great"
The price is ￥21,312
￥26,604 total
includes taxes & fees
Sep 1 - Sep 2
Falmouth Inn
Pequot Hotel
Beach nearby, beach towels

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (538)
"We had a wonderful time at the Pequot Hotel. "
The price is ￥35,241
￥39,364 total
includes taxes & fees
Sep 21 - Sep 22
Pequot Hotel
Falmouth Heights Motor Lodge
Beach nearby, beach towels, 2 beach bars

Falmouth Heights Motor Lodge

2.0 star property
9.0 out of 10, Wonderful, (257)
"Cute little property that is well-maintained. Very nice staff. Right by the beach and nice restaurants. "
The price is ￥27,868
￥31,895 total
includes taxes & fees
Sep 9 - Sep 10
Falmouth Heights Motor Lodge
Sands of Time Motor Inn & Harbor House
Front of property

Sands of Time Motor Inn & Harbor House

2.0 star property
9.2 out of 10, Wonderful, (237)
"Excellent hotel!"
The price is ￥52,511
￥60,098 total
includes taxes & fees
Aug 29 - Aug 30
Sands of Time Motor Inn & Harbor House
Iris Hotel Cape Cod
Terrace/patio

Iris Hotel Cape Cod

3.0 star property
8.0 out of 10, Very Good, (74)
"Clean, comfortable, lovely staff, easy to get to Falmouth, breakfast was fine, last minute booking and was ready for me when i arrived 10 mins later!"
The price is ￥18,844
￥21,567 total
includes taxes & fees
Sep 21 - Sep 22
Iris Hotel Cape Cod
Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (285)
"Great host. Very nice and helpful would stay again!"
The price is ￥39,679
￥45,412 total
includes taxes & fees
Sep 1 - Sep 2
Frederick William House
The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (194)
"Great location! "
The Lightkeepers Inn
Mariner Motel
Garden

Mariner Motel

2.0 star property
8.6 out of 10, Excellent, (1004)
"The staff was very friendly, and the location was great for a quick walk to the ferry, shops, or restaurants. "
The price is ￥19,021
￥21,769 total
includes taxes & fees
Sep 14 - Sep 15
Mariner Motel
The Coonamessett
Terrace/patio

The Coonamessett

3.5 star property
8.8 out of 10, Excellent, (572)
"Beautiful property close to Main Street and beaches will definitely be back. "
The price is ￥29,343
￥33,582 total
includes taxes & fees
Sep 21 - Sep 22
The Coonamessett
MV Surfside Hotel
Lobby

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (814)
"Great place and people the location is excellent "
The price is ￥50,701
￥58,108 total
includes taxes & fees
Sep 1 - Sep 2
MV Surfside Hotel
Faraway Martha's Vineyard
Front of property

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful staff!"
Faraway Martha's Vineyard
Beach Breeze Inn
Seasonal outdoor pool

Beach Breeze Inn

3.0 star property
9.6 out of 10, Exceptional, (204)
"Fabulous inn! Would highly recommend!"
The price is ￥23,929
￥28,106 total
includes taxes & fees
Sep 21 - Sep 22
Beach Breeze Inn
Inn on the Square
Exterior

Inn on the Square

3.5 star property
8.6 out of 10, Excellent, (1002)
"It was everything that we wanted for our short stay. Most importantly it was walking distance from the Oak Bluff Ferry Bus parking so very convenient. "
The price is ￥18,188
￥24,262 total
includes taxes & fees
Aug 28 - Aug 29
Inn on the Square
Vineyard Harbor Motel - Private Beach
Courtyard

Vineyard Harbor Motel - Private Beach

2.5 star property
9.0 out of 10, Wonderful, (521)
"overall great stay "
The price is ￥36,134
￥40,362 total
includes taxes & fees
Sep 7 - Sep 8
Vineyard Harbor Motel - Private Beach
The Christopher, The Edgartown Collection
Front of property

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 ￥68,741
￥76,783 total
includes taxes & fees
Sep 24 - Sep 25
The Christopher, The Edgartown Collection
Falmouth Tides
Exterior

Falmouth Tides

2.5 star property
9.2 out of 10, Wonderful, (640)
"Cleaning, beautiful view, excellent location "
The price is ￥37,025
￥46,652 total
includes taxes & fees
Sep 3 - Sep 4
Falmouth Tides
Admiralty Inn & Suites - a Red Collection Hotel
Lobby

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (292)
"Great hotel, clean and close to a lot of activities."
The price is ￥18,710
￥23,183 total
includes taxes & fees
Sep 2 - Sep 3
Admiralty Inn & Suites - a Red Collection 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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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.

See all hotels in Chilmark
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

Falmouth Inn

Falmouth Inn

824 Main Street, Route 28, Falmouth, MA
The price is ￥21,312 per night from Sep 1 to Sep 2
￥21,312
￥26,604 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,009 reviews)

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 Iris Hotel Cape Cod . See all available top hotels, or vacation rentals in Chilmark.

What are some of the best vacation rentals in Chilmark?

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: This vacation home rental outside of Chilmark offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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 Iris Hotel Cape Cod 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 86 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.