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Compare 2,297 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Harbor View Hotel

5.0 star property
8.8 out of 10, Excellent, (1000)
"Great hotel"
Harbor View Hotel

The Edgartown Inn, The Edgartown Collection

3.5 star property
9.8 out of 10, Exceptional, (129)
"Everything about the stay was amazing "
The price is ¥73,807
¥82,442 total
includes taxes & fees
Sep 14 - Sep 15
The Edgartown Inn, The Edgartown Collection

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Wonderful staff!"
Faraway Martha's Vineyard

Vineyard Square Hotel & Suites

4.0 star property
9.2 out of 10, Wonderful, (290)
"The staff was very friendly and helpful! We would definitely stay here again. "
The price is ¥58,140
¥64,943 total
includes taxes & fees
Sep 9 - Sep 10
Vineyard Square Hotel & Suites

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (192)
"Great location! "
The Lightkeepers Inn

The Sydney, The Edgartown Collection

3.5 star property
9.4 out of 10, Exceptional, (163)
"A great hotel in a perfect location"
The price is ¥70,849
¥79,138 total
includes taxes & fees
Sep 16 - Sep 17
The Sydney, The Edgartown Collection

The Coco, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (55)
"Staff was very accomodating..Breakfast was excellent..room was beautiful. Close to lots of restaurants and shops..i loved it all."
The price is ¥89,929
¥100,451 total
includes taxes & fees
Sep 16 - Sep 17
The Coco, The Edgartown Collection

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (222)
"Charming, chic, centrally located, and clean B&B with a thoughtful breakfast (i.e., vegan options). I very much enjoyed my stay. The staff is fantastic--both helpful and friendly. I would stay again."
The price is ¥70,286
¥78,509 total
includes taxes & fees
Sep 15 - Sep 16
The Christopher, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 star property
9.6 out of 10, Exceptional, (156)
"Beautiful stay, great location and wonderful hospitality by the staff. "
The price is ¥66,426
¥74,199 total
includes taxes & fees
Sep 16 - Sep 17
The Richard, The Edgartown Collection

Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

3.0 star property
8.4 out of 10, Very Good, (580)
"Great spot "
The price is ¥59,951
¥67,214 total
includes taxes & fees
Sep 15 - Sep 16
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

The Franklin Hotel Martha's Vineyard

2.0 star property
9.2 out of 10, Wonderful, (152)
"We thoroughly enjoyed or stay here."
The Franklin Hotel Martha's Vineyard

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (326)
"Nice amenities. "
The Club at New Seabury

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (133)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is ¥23,547
¥26,950 total
includes taxes & fees
Sep 2 - Sep 3
Sea Mist Resort

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (14)
"Great spot, very clean and convenient. "
The price is ¥28,350
¥59,282 total
includes taxes & fees
Sep 3 - Sep 4
The Island Inn on Martha's Vineyard

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (535)
"We had a wonderful time at the Pequot Hotel. "
The price is ¥36,830
¥41,139 total
includes taxes & fees
Sep 14 - Sep 15
Pequot Hotel

Morgan Hotel

2.5 star property
8.4 out of 10, Very Good, (167)
"Great location "
Morgan Hotel

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (811)
"Great place and people the location is excellent "
The price is ¥50,611
¥58,004 total
includes taxes & fees
Sep 4 - Sep 5
MV Surfside Hotel

Summercamp

3.5 star property
9.2 out of 10, Wonderful, (1005)
"Good place to a short stay"
The price is ¥50,733
¥56,669 total
includes taxes & fees
Sep 15 - Sep 16
Summercamp

Vineyard Harbor Motel - Private Beach

2.5 star property
9.0 out of 10, Wonderful, (509)
"overall great stay "
The price is ¥34,904
¥38,987 total
includes taxes & fees
Sep 7 - Sep 8
Vineyard Harbor Motel - Private Beach

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 ¥46,990
¥54,670 total
includes taxes & fees
Sep 1 - Sep 2
Mansion House Inn And Spa
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

Experience relaxing Chilmark: its beaches, wineries, university life, and more!

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

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's the best accommodation to stay near the beach in Chilmark?

Menemsha Inn & Cottages is a top beach hotel offering 2 restaurants and free WiFi, located within a short 15-minute walk of Menemsha Beach. See more stays near the beach in Chilmark.

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.