Hotels in Chilmark

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Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth
2.5 star property
East Falmouth
6.6 out of 10, (458 reviews)
This cozy East Falmouth motel offers complimentary WiFi and parking, with daily housekeeping for a fresh stay. Cape Cod Winery and Falmouth Country Club are located nearby, with helpful staff ready to enhance your coastal getaway.
The price is $150
$172 total
includes taxes & fees
Jul 2 - Jul 3
Carleton Circle Motel Falmouth

The Cape Club Resort

The Cape Club Resort
2.0 star property
East Falmouth
9.4 out of 10, Exceptional, (3 reviews)
The price is $280
$320 total
includes taxes & fees
Jul 6 - Jul 7
The Cape Club Resort

AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.2 out of 10, Wonderful, (354 reviews)
Tranquil holiday park in Falmouth offering free bikes to explore the nearby Shining Sea Bikeway. After hiking local trails, return to your accommodation with premium bedding and cozy bathrobes. Wood Neck Beach and mountain biking adventures await just minutes away.
The price is $269
$348 total
includes taxes & fees
Jul 6 - Jul 7
AutoCamp Cape Cod

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very Good, (1,007 reviews)
Seaside comfort awaits at this Falmouth hotel with an indoor pool and welcoming bar. Close to Island Queen Ferry and Falmouth Heights Beach, guests love the clean rooms, helpful staff, and free breakfast. Enjoy ocean proximity with convenient parking and WiFi.
The price is $159
$202 total
includes taxes & fees
Jul 6 - Jul 7
Falmouth Inn

Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging
2.5 star property
East Falmouth
8.4 out of 10, Very Good, (507 reviews)
This East Falmouth retreat offers a refreshing seasonal outdoor pool and complimentary WiFi. Conveniently located near Cape Cod Winery and Menauhant Beach, the hotel features comfortable rooms with sofa beds and refrigerators, plus garden and terrace spaces.
The price is $189
$216 total
includes taxes & fees
Jul 12 - Jul 13
Green Harbor Waterfront Lodging

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, (1,002 reviews)
Relax at this quiet Fairhaven hotel near New Bedford Seastreak Ferry Terminal. Enjoy the seasonal pool, 24-hour fitness center, and free WiFi while exploring nearby shopping and dining. Guests consistently praise the helpful staff and pristine accommodations.
The price is $175
$195 total
includes taxes & fees
Jul 15 - Jul 16
Hampton Inn by Hilton New Bedford/Fairhaven

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (661 reviews)
Embrace coastal charm at this Vineyard Haven motel featuring a private beach. Located near Martha's Vineyard Film Center and Vineyard Haven Terminal, guests can enjoy nearby hiking trails and kayaking. Free WiFi and helpful staff enhance your island getaway.
The price is $249
$278 total
includes taxes & fees
Jul 7 - Jul 8
Vineyard Harbor Motel - Private Beach

Town & Beach Motel

Town & Beach Motel
2.0 star property
Falmouth
8.8 out of 10, Excellent, (542 reviews)
Embrace coastal charm at this welcoming Falmouth motel where helpful staff ensure a comfortable stay. Located near Falmouth Museums on the Green and Island Queen Ferry, enjoy free WiFi and parking while exploring Cape Cod's treasures.
The price is $165
$189 total
includes taxes & fees
Jul 6 - Jul 7
Town & Beach Motel

Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,002 reviews)
Minutes away from Island Queen Ferry and Falmouth Museums on the Green, this motel offers an inviting outdoor pool and complimentary WiFi. Guests consistently praise the helpful staff, clean rooms, and prime location for exploring Cape Cod attractions.
The price is $169
$193 total
includes taxes & fees
Jul 6 - Jul 7
Mariner Motel

Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (627 reviews)
Tucked away in Falmouth, this charming hotel offers free WiFi, parking, and continental breakfast. Explore nearby hiking trails and kayaking spots, or take a short drive to Woods Hole Ferry Terminal. Each room includes a refrigerator and microwave for added convenience.
The price is $269
$308 total
includes taxes & fees
Jul 2 - Jul 3
Red Horse Inn

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, (441 reviews)
This Cape Cod hotel offers both indoor and seasonal outdoor pools, perfect for year-round swimming. Located near Long Pond Trail and Island Queen Ferry, guests enjoy free breakfast, WiFi, and parking. Business travelers appreciate the helpful staff and clean rooms.
The price is $177
$215 total
includes taxes & fees
Jul 12 - Jul 13
Admiralty Inn & Suites - a Red Collection Hotel

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (313 reviews)
Wake up to ocean breezes at this charming Falmouth B&B where complimentary continental breakfast starts your day. Explore nearby Goodwill Park using free bike rentals, then relax on the terrace after hiking local trails. Free WiFi and parking enhance your Cape Cod adventure.
The price is $269
$307 total
includes taxes & fees
Jul 12 - Jul 13
Frederick William House

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (273 reviews)
Unwind at this quiet Cape Cod haven with an indoor pool and Jones Tavern for dinner. Close to Long Pond Trail and Falmouth Museums on the Green, this hotel offers convenience with free WiFi and parking for exploring local sights.
The price is $230
$263 total
includes taxes & fees
Jul 2 - Jul 3
Iris Hotel Cape Cod

Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
2.0 star property
Falmouth Heights
9.0 out of 10, Wonderful, (263 reviews)
Overlooking the water in Falmouth, this hotel offers a refreshing seasonal outdoor pool and two lively beach bars. Guests enjoy free WiFi and parking while exploring nearby Island Queen Ferry and Falmouth Heights Beach.
The price is $249
$285 total
includes taxes & fees
Jul 6 - Jul 7
Falmouth Heights Motor Lodge

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
2.5 star property
Falmouth
8.4 out of 10, Very Good, (464 reviews)
Soak in Cape Cod charm at this Falmouth retreat with indoor and seasonal outdoor pools. Play volleyball on-site or explore Falmouth Museums on the Green. The Island Queen Ferry awaits nearby, while free parking and helpful staff enhance your coastal getaway.
The price is $199
$228 total
includes taxes & fees
Jul 6 - Jul 7
ShoreWay Acres Inn & Cape Cod Lodging

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,002 reviews)
Experience Falmouth's vibrant heart at this centrally located hotel, steps from local museums and Surf Drive Beach. Take a refreshing dip in the indoor pool, then grab American cuisine at Persys Place restaurant. Walkable to restaurants and activities with helpful staff ready to assist.
The price is $240
$299 total
includes taxes & fees
Jul 12 - Jul 13
Inn on the Square

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (661 reviews)
Relax in this coastal inn where Cape Cod beaches await just a short drive away. Enjoy American cuisine at Eli's Lounge, unwind on the terrace, or explore nearby attractions with complimentary bicycles. Free WiFi and parking complete your perfect seaside retreat.
The price is $301
$344 total
includes taxes & fees
Jul 20 - Jul 21
The Coonamessett

MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (856 reviews)
Embrace the charm of this hotel moments from Oak Bluffs Ferry Terminal. Guests praise the helpful staff and convenient location. Explore local attractions, relax in the garden, and enjoy the ease of daily housekeeping during your Martha's Vineyard escape.
The price is $321
$384 total
includes taxes & fees
Jul 2 - Jul 3
MV Surfside Hotel

The Ashley Inn

The Ashley Inn
3.0 star property
Edgartown
8.8 out of 10, Excellent, (71 reviews)
The price is $550
$614 total
includes taxes & fees
Jul 6 - Jul 7
The Ashley Inn

Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (173 reviews)
Unwind in historic Fairhaven at this charming Georgian bed & breakfast offering free breakfast, WiFi, and parking. Just 5 minutes from New Bedford's ferry terminal with hiking trails nearby. Enjoy the garden, snack bar, and bicycle facilities during your coastal getaway.
The price is $220
$246 total
includes taxes & fees
Jul 5 - Jul 6
Delano Homestead Bed & Breakfast
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.

Top landmarks in Chilmark

Learn more about Chilmark

Chilmark is well-known for its attractions such as Menemsha Beach and Chilmark Town Hall. The city has something for everyone including sights like Chilmark Public Library and Chilmark Chocolates within a scenic setting.

A dock with boats, a small wooden structure, and a forested shoreline.

Check out reviews of Chilmark hotels guests love

Frequently asked questions

Can I book a refundable accommodation in Chilmark?
If you're looking for the flexibility to change your plans to Chilmark, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Chilmark if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, browse our selection of 69 vacation homes. You can also consider one of the 12 cottages for your trip.
What will the weather in Chilmark be like during my vacation?
August and July are typically the warmest months in Chilmark when the average temp is 68°F. February and January are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.
Why should I book my Chilmark hotel through Hotels.com?
There are lots of reasons to book your Chilmark trip with us: our free cancellations on selected hotels gives you flexibility, and with One Keyâ„¢, our rewards program, you will be able to earn and use OneKeyCashâ„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.