Photo by Shobha George

Find hotels in Chilmark, MA from ₩156,637

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Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Compare 2,198 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, (244)
"Clean room. Good spot for family weekend getaway "
United States
ALAIN BERNARD
The price is ₩157,980
₩265,108 total
includes taxes & fees
Dec 21 - Dec 22
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, (363)
"Everything was amazing "
United States
Odetta
The price is ₩147,140
₩186,078 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, (1003)
"Courteous staff clean room great stay "
United States
ANDREW
The price is ₩140,230
₩156,637 total
includes taxes & fees
Dec 16 - Dec 17
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 ₩144,502
₩165,384 total
includes taxes & fees
Dec 21 - Dec 22
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 ₩250,412
₩282,179 total
includes taxes & fees
Dec 28 - Dec 29
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, (609)
"Great view and super helpful staff, great place to stay on the island."
United States
Robert
The price is ₩259,481
₩289,839 total
includes taxes & fees
Dec 23 - Dec 24
Vineyard Harbor Motel - Private Beach
Terrace/patio
The Coonamessett

The Coonamessett

3.5 star property
Falmouth
8.8 out of 10, Excellent, (599)
"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"
United States
CARMEN
The price is ₩176,761
₩202,303 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, (1002)
"Clean, friendly staff, nice amenities, good location. Overall great stay!"
United States
Lisa
The price is ₩255,935
₩307,608 total
includes taxes & fees
Dec 10 - Dec 11
Mansion House Inn And Spa
Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (293)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is ₩246,913
₩282,592 total
includes taxes & fees
Dec 9 - Dec 10
Frederick William House
View from room
Harbor View Hotel

Harbor View Hotel

5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
Exterior
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1003)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is ₩167,622
₩226,283 total
includes taxes & fees
Dec 9 - Dec 10
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 ₩275,453
₩374,265 total
includes taxes & fees
Dec 30 - Dec 31
AutoCamp Cape Cod
Front of property
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1001)
"amazing stay"
United States
Cristi
Faraway Martha's Vineyard
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 Club at New Seabury
Marina
Falmouth Inn

Falmouth Inn

2.0 star property
Falmouth
8.0 out of 10, Very Good, (1000)
"Clean room, good shower and helpful staff."
United States
Mark
The price is ₩160,558
₩213,218 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, (199)
"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 ₩381,510
₩436,630 total
includes taxes & fees
Dec 9 - Dec 10
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 ₩197,383
₩225,915 total
includes taxes & fees
Dec 9 - Dec 10
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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Stay near popular Chilmark attractions

Menemsha Beach

This serene beach offers gentle surf and a front-row seat to Martha's Vineyard's most spectacular sunsets. Purchase fresh seafood from nearby markets to create a memorable oceanside dining experience.
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Lucy Vincent Beach

If a restful vacation is part of your travel plans, Lucy Vincent Beach might be the perfect place to seek out during your trip to Chilmark. Take in the festivals and sunsets in the area.
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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

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Very nice hotel, room was clean and smells good."
Abraham 1-night trip
Posted 5 days ago
Mansion House Inn And Spa

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 ₩140,230 per night from Dec 16 to Dec 17
₩140,230
₩156,637 total
Dec 16 - Dec 17
includes taxes & fees
8.8/10 Excellent! (1,001 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.
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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