Chilmark Vacations

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Find the Best Chilmark Vacation Packages

Chilmark Beach Vacation

Whether you're traveling solo or with the whole gang, it'll be easy to find rest and relaxation on your Chilmark vacation. Search around for shiny rocks and shells or simply sit and watch the sunset. Whatever you choose to do, your trip to Chilmark will certainly be memorable. Lucy Vincent Beach, located 2 kilometers from the town center, is perfect for those after convenience. Many visitors also lock in Chilmark vacation packages closer to Menemsha Beach, another great nearby option.

Chilmark Hotel Deals

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,681 per night from Nov 10 to Nov 11
NT$3,681
NT$4,213 total
Nov 10 - Nov 11
includes taxes & fees
8.4/10 Very Good! (144 reviews)
Friendly staff. Housekeeping goes above and beyond Awesome complimentary breakfast 3rd floor is where it’s at !

Reviewed on 2025/11/3

Iris Hotel Cape Cod
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,378 per night from Nov 10 to Nov 11
NT$3,378
NT$4,485 total
Nov 10 - Nov 11
includes taxes & fees
7.8/10 Good! (1,022 reviews)
I liked my stay here. It was simple to set everything up and simple to make use of the room and facilities. Enjoyed that they had a nice Italian/Brazilian restaurant attached! Service was always pleasant, amenities were good. They easily met my request for a room on the ground floor. I've stayed ...

Reviewed on 2025/10/28

Falmouth Inn
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street, Martha's Vineyard, Edgartown, MA
8.8/10 Excellent! (1,012 reviews)
Off season, quiet and serene. Staff was friendly and helpful. Very nice vibe. Will definitely return :)

Reviewed on 2025/10/27

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Faraway Martha's Vineyard
See all 2,221 properties in Chilmark
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.

Discover the most popular places to visit in Chilmark

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.

Lucy Vincent Beach

Chilmark Chocolates

Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savor the wineries.

Chilmark Chocolates
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.