Photo by Shobha George

Chilmark hotels from RM348

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3 Dec - 4 Dec
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4 Dec - 5 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 trending Chilmark hotels

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 RM442
RM742 total
includes taxes & fees
25 Dec - 26 Dec
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 RM413
RM522 total
includes taxes & fees
1 Jan - 2 Jan 2026
Admiralty Inn & Suites - a Red Collection Hotel
1 bedroom, blackout curtains, iron/ironing board, free cots/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 RM393
RM439 total
includes taxes & fees
10 Dec - 11 Dec
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 RM304
RM348 total
includes taxes & fees
11 Dec - 12 Dec
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 RM701
RM790 total
includes taxes & fees
28 Dec - 29 Dec
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 RM565
RM631 total
includes taxes & fees
17 Dec - 18 Dec
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 RM365
RM417 total
includes taxes & fees
22 Dec - 23 Dec
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 RM717
RM861 total
includes taxes & fees
4 Dec - 5 Dec
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 RM538
RM616 total
includes taxes & fees
17 Dec - 18 Dec
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 RM469
RM634 total
includes taxes & fees
17 Dec - 18 Dec
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 RM693
RM958 total
includes taxes & fees
30 Dec - 31 Dec
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 RM606
RM694 total
includes taxes & fees
4 Dec - 5 Dec
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 RM450
RM597 total
includes taxes & fees
28 Dec - 29 Dec
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 RM986
RM1,128 total
includes taxes & fees
4 Dec - 5 Dec
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 RM553
RM633 total
includes taxes & fees
11 Dec - 12 Dec
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

Why not spend a care-free afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.
See properties

Lucy Vincent Beach

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

Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colours. 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

Inn on the Square

Inn on the Square

10/10 Excellent
"Great location Comfortable beds Reasonably price "
Thomas 1-night trip
Posted 5 days ago
Inn on the Square

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 RM393 per night from 10 Dec to 11 Dec
RM393
RM439 total
10 Dec - 11 Dec
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 traveller data. Two other 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, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chilmark.
What are some hotels with pools in Chilmark?
Hampton Inn by Hilton New Bedford/Fairhaven: Offers daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Falmouth Inn and Inn on the Square are two additional hotels with an on-site pool. View all hotels with pools in Chilmark.
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 accommodation options to choose from. Find out more about Chilmark.
What are the top places to visit in Chilmark?
Natural beauty is on display at Menemsha Beach, Lucy Vincent Beach and Edys Island. A couple of additional sights to add to your itinerary are Chilmark Town Hall and Chilmark Public Library. Take a look at what more there is to see and do in Expedia's Chilmark guide.
What's the seasonal weather in Chilmark?
The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.

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