Photo by Shobha George

Find hotels in Chilmark, MA from ￥13,103

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Compare 2,190 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
8.0 out of 10, Very Good, (241)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is ￥16,684
￥27,998 total
includes taxes & fees
Dec 18 - Dec 19
Sea Crest Beach Resort
Lobby
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
East Falmouth
8.8 out of 10, Excellent, (360)
"Rooms and property very clean. Very good breakfast "
United States
Roderick
The price is ￥15,560
￥19,678 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Admiralty Inn & Suites - a Red Collection Hotel
1 bedroom, blackout drapes, iron/ironing board, free cribs/infant beds
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 star property
Fairhaven
8.8 out of 10, Excellent, (1015)
"Courteous staff clean room great stay "
United States
ANDREW
The price is ￥14,810
￥16,542 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn by Hilton New Bedford/Fairhaven
Terrace/patio
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3.0 star property
Falmouth
8.6 out of 10, Excellent, (154)
"great bedroom "
United States
Jessica
The price is ￥11,449
￥13,103 total
includes taxes & fees
Dec 11 - Dec 12
Iris Hotel Cape Cod
Property entrance
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3.0 star property
Edgartown
8.4 out of 10, Very Good, (593)
"Super comfortable bed and great linens and towels. Quiet and next door to grocery store. "
United States
mary
The price is ￥26,445
￥29,799 total
includes taxes & fees
Dec 23 - Dec 24
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
Courtyard
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (608)
"Love the stay, w I’ll definitely stay again!"
United States
Jerrick
The price is ￥20,461
￥22,855 total
includes taxes & fees
Dec 18 - Dec 19
Vineyard Harbor Motel - Private Beach
Terrace/patio
The Coonamessett

The Coonamessett

3.5 star property
Falmouth
8.8 out of 10, Excellent, (596)
"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"
United States
CARMEN
The price is ￥13,394
￥15,331 total
includes taxes & fees
Dec 22 - Dec 23
The Coonamessett
View from property
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1000)
"Clean, friendly staff, nice amenities, good location. Overall great stay!"
United States
Lisa
The price is ￥27,029
￥32,487 total
includes taxes & fees
Dec 8 - Dec 9
Mansion House Inn And Spa
Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is ￥20,281
￥23,211 total
includes taxes & fees
Dec 7 - Dec 8
Frederick William House
Exterior
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1017)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is ￥16,817
￥22,883 total
includes taxes & fees
Dec 4 - Dec 5
Inn on the Square
Reception
AutoCamp Cape Cod

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is ￥26,134
￥36,143 total
includes taxes & fees
Dec 30 - Dec 31
AutoCamp Cape Cod
View from room
Harbor View Hotel

Harbor View Hotel

5.0 star property
Edgartown
8.8 out of 10, Excellent, (1002)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

3.5 star property
New Seabury
9.0 out of 10, Wonderful, (338)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The price is ￥22,868
￥26,173 total
includes taxes & fees
Dec 18 - Dec 19
The Club at New Seabury
Front of property
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1011)
"amazing stay"
United States
Cristi
Faraway Martha's Vineyard
Marina
Falmouth Inn

Falmouth Inn

2.0 star property
Falmouth
8.0 out of 10, Very Good, (1003)
"Clean room, good shower and helpful staff."
United States
Mark
The price is ￥15,939
￥21,352 total
includes taxes & fees
Dec 28 - Dec 29
Falmouth Inn
Exterior
Falmouth Tides

Falmouth Tides

3.0 star property
Falmouth Heights
9.4 out of 10, Exceptional, (697)
"great location"
United States
roger
Falmouth Tides
Exterior
The Heights Hotel

The Heights Hotel

2.5 star property
Falmouth Heights
7.8 out of 10, Good, (64)
"I was there for a marathon with my family. The staff was friendly the hotel offered a restaurant, beach across the street and a nice roomie suite. Only downfall was to get up to the second floor, you had to use the stairs that were through the restaurant which made it difficult when unloading the vehicle, as you had to squeeze through a crowd of people. "
United States
Amanda
The Heights Hotel
Interior
Morgan Hotel

Morgan Hotel

2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (197)
"Great design great location"
United States
Lita
Morgan Hotel
Exterior
Inn on the Sound

Inn on the Sound

3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (212)
"Quiet, charming, nice breakfast, right across from beach"
United States
Bruce
The price is ￥37,179
￥42,550 total
includes taxes & fees
Dec 4 - Dec 5
Inn on the Sound
Property grounds
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

2.5 star property
Falmouth
8.4 out of 10, Very Good, (449)
"Very good for a lower priced motel/inn. Two minutes walk into town, so very convenient. Easy to park. "
United States
Anne Monique
The price is ￥20,845
￥23,858 total
includes taxes & fees
Dec 4 - Dec 5
ShoreWay Acres Inn & Cape Cod Lodging
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
In the fishing village of Menemsha in Marthas Vineyard. Delicious lobster rolls, clam chowder, lobster bisque etc. they'll boil your fresh lobster for you if you don't want to do it yourself. Some benches outside if you want to 'eat in' but best bet is to take your food down to the beach for a picnic.
Photo by Shobha George
Open Photo by Shobha George

Top Chilmark Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The staff is very nice. The pool was very enjoyable! "
jody 1-night trip
Posted 3 days ago
Iris Hotel Cape Cod

More cheap stays in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

1 Hampton Way Fairhaven MA
The price is ￥14,810 per night from Dec 18 to Dec 19
￥14,810
￥16,542 total
Dec 18 - Dec 19
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)

Frequently asked questions

Where is the best place for a stay in Chilmark?
Located 22 mi (35.4 km) from the heart of Chilmark, Hampton Inn by Hilton New Bedford/Fairhaven is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Falmouth Inn and Inn on the Square. See all available top hotels, or vacation rentals in Chilmark.
What are some of the best vacation rentals in Chilmark?
Newly Renovated Near Amazing Sunset Beach: This vacation home rental outside of Chilmark offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable 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 and your friends and family can relax into your vacation with amenities like 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?
Hampton Inn by Hilton New Bedford/Fairhaven: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Falmouth Inn and Inn on the Square 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 87 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.

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