Hotels in Chilmark

October 2026
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Where to stay in Chilmark?

1. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
$140
$156 total
includes taxes & fees
Oct 1 - Oct 2
Lamberts Cove Inn

2. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
$87
$140 total
includes taxes & fees
Oct 7 - Oct 8
AutoCamp Cape Cod

3. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
$149
$167 total
includes taxes & fees
Oct 1 - Oct 2
Vineyard Harbor Motel - Private Beach

4. Inn on the Square

Inn on the Square
Falmouth
$133
$177 total
includes taxes & fees
Oct 12 - Oct 13
Inn on the Square

5. The Coonamessett

The Coonamessett
Falmouth
$140
$161 total
includes taxes & fees
Oct 19 - Oct 20
The Coonamessett

6. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
$236
$279 total
includes taxes & fees
Oct 12 - Oct 13
Mansion House Inn And Spa

7. Summercamp

Summercamp
Oak Bluffs
$187
$209 total
includes taxes & fees
Oct 13 - Oct 14
Summercamp

8. The Cape Club Resort

The Cape Club Resort
East Falmouth
$128
$146 total
includes taxes & fees
Sep 28 - Sep 29
The Cape Club Resort

9. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
$109
$137 total
includes taxes & fees
Oct 13 - Oct 14
Admiralty Inn & Suites - a Red Collection Hotel

10. Falmouth Inn

Falmouth Inn
Falmouth
$129
$168 total
includes taxes & fees
Oct 12 - Oct 13
Falmouth Inn

11. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
$133
$152 total
includes taxes & fees
Oct 12 - Oct 13
Iris Hotel Cape Cod

12. Red Horse Inn

Red Horse Inn
Falmouth Heights
$155
$177 total
includes taxes & fees
Oct 25 - Oct 26
Red Horse Inn

13. The Attleboro House

The Attleboro House
Oak Bluffs
$180
$201 total
includes taxes & fees
Oct 13 - Oct 14
The Attleboro House

14. Pequot Hotel

Pequot Hotel
Oak Bluffs
$199
$222 total
includes taxes & fees
Oct 4 - Oct 5
Pequot Hotel

15. Town & Beach Motel

Town & Beach Motel
Falmouth
$125
$143 total
includes taxes & fees
Sep 27 - Sep 28
Town & Beach Motel

16. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
Edgartown
$227
$253 total
includes taxes & fees
Oct 12 - Oct 13
The Franklin Hotel Martha's Vineyard

17. Shore Haven Inn

Shore Haven Inn
Falmouth
$197
$231 total
includes taxes & fees
Oct 12 - Oct 13
Shore Haven Inn

18. The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
Edgartown
$282
$315 total
includes taxes & fees
Oct 12 - Oct 13
The Sydney, The Edgartown Collection

19. Mariner Motel

Mariner Motel
Falmouth
$129
$148 total
includes taxes & fees
Oct 4 - Oct 5
Mariner Motel

20. Sands of Time Motor Inn & Harbor House

Sands of Time Motor Inn & Harbor House
Woods Hole
$240
$275 total
includes taxes & fees
Oct 13 - Oct 14
Sands of Time Motor Inn & Harbor House
View all properties

Go beyond your typical stay in Chilmark

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
hot tub image
Hot tub
Hot tub
spa image
Spa
Spa
Apartment image
Apart­ment
Apart­ment
apart-hotel image
Apart hotel
Apart hotel
Family friendly image
Family friendly
Family friendly
Resort image
Resort
Resort
Cottage image
Cottage
Cottage

Top landmarks in Chilmark

Menemsha Beach

Whether you want to hunt for sand dollars or smell the fresh air, Menemsha Beach is a spot you might want to check out, located 1.4 mi (2.3 km) from central Chilmark. Enjoy the sunset by the shore at Stonewall Beach, Long Beach, and Squibnocket Beach.
See properties

Fulling Mill Brook Preserve

Fulling Mill Brook Preserve is 2.5 mi (4 km) from central Chilmark, why not stop by during your stay. Hotels.com travelers also say the area is walkable and has lots of nice beaches. If you have fun at Fulling Mill Brook Preserve, you'll love The Grey Barn and Farm and Polly Hill Arboretum, both located nearby.
See properties

Stonewall Beach

If want to top up your tan, you might want to head out to Stonewall Beach, located 1.4 mi (2.3 km) from central Chilmark. Enjoy the sunset by the shore at Menemsha Beach, Squibnocket Beach, and Long Beach.
See properties

The Yard

If you'd like to get a taste of Chilmark student life, check out The Yard, located 1.9 mi (3.1 km) from central Chilmark. Hotels.com travelers also say the area is walkable and has lots of nice beaches.
See properties

Chilmark Town Hall

Chilmark Town Hall is worth a visit when in central Chilmark.
See properties

Squibnocket Beach

If being by the water is a major draw, Squibnocket Beach is a spot you might want to check out, located 3.3 mi (5.3 km) from central Chilmark. Enjoy the sunset by the shore at Menemsha Beach, Long Beach, and Stonewall Beach.
See properties

Wades Field

Wades Field is 3.1 mi (4.9 km) from central Chilmark, why not stop by during your stay.
See properties

Chilmark Chocolates

9.4/10 (3 reviews)
Chilmark Chocolates is in the heart of Chilmark, so why not stop by during your stay. If you have fun at Chilmark Chocolates, you'll love Fulling Mill Brook Preserve and The Grey Barn and Farm, both located nearby.
See properties

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.

See all hotels in Chilmark
A dock with boats, a small wooden structure, and a forested shoreline.

Check out reviews of Chilmark hotels guests love

The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
Edgartown

10/10 Exceptional

United States
Link
The Sydney, The Edgartown Collection

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
Edgartown

10/10 Exceptional

United States
Ankit
The Christopher, The Edgartown Collection

The Coco, The Edgartown Collection

The Coco, The Edgartown Collection
Edgartown

10/10 Exceptional

United States
James
The Coco, The Edgartown Collection

Frederick William House

Frederick William House
Falmouth

10/10 Exceptional

United States
Elm
Frederick William House

Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven

10/10 Exceptional

United States
Anonymous traveler
Mansion House Inn And Spa

Inn on the Sound

Inn on the Sound
Falmouth Heights

10/10 Exceptional

United States
Lisa
Inn on the Sound

The Cape Club Resort

The Cape Club Resort
East Falmouth

10/10 Exceptional

United States
Jayesh
The Cape Club Resort

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven

10/10 Exceptional

United States
Martina
Vineyard Harbor Motel - Private Beach

The Palmer House Inn

The Palmer House Inn
Falmouth

10/10 Exceptional

United States
Lori
The Palmer House Inn

Summercamp

Summercamp
Oak Bluffs

10/10 Exceptional

United States
Bri
Summercamp

Inn on the Square

Inn on the Square
Falmouth

10/10 Exceptional

United States
Andrew
Inn on the Square

The Lightkeepers Inn

The Lightkeepers Inn
Edgartown

10/10 Exceptional

United States
Anonymous traveler
The Lightkeepers Inn

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
Edgartown

10/10 Exceptional

United States
Kathryn
The Franklin Hotel Martha's Vineyard

The Richard, The Edgartown Collection

The Richard, The Edgartown Collection
Edgartown

10/10 Exceptional

United States
Candice
The Richard, The Edgartown Collection

Pequot Hotel

Pequot Hotel
Oak Bluffs

10/10 Exceptional

United States
Mary
Pequot Hotel

The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection
Edgartown

10/10 Exceptional

United States
Sonal
The Edgartown Inn, The Edgartown Collection

Red Horse Inn

Red Horse Inn
Falmouth Heights

10/10 Exceptional

United States
Nicholas
Red Horse Inn

The Coonamessett

The Coonamessett
Falmouth

10/10 Exceptional

United States
Holly
The Coonamessett

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 65 vacation homes. You can also consider one of the 11 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 Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.