Chilmark

Travel Guide

Photo by Wen C.
Photo by Wen C.
Photo by Shobha George
Photo by Shobha George
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Chilmark
Book a stay at this family-friendly vacation home in Chilmark. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Waskosim's Rock Reservation ...
6/10 (2 reviews)
Wonderful stay in Chilmark
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but ..."

Reviewed on Aug. 9, 2024

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Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Sea Crest Beach Resort
Sea Crest Beach Resort
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is CA $169 per night from Mar. 30 to Mar. 31
CA $169
CA $275 total
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3.5-star beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (54 reviews)
"Every staff member we encountered was very nice, professional, and accommodating. Pool was clean. Stairs and hallway leading to the rooms needs more attention with cleaning. The room itself was clean and comfortable. The bathroom wall needed some spot cleaning. Overall we were happy and would stay ..."

Reviewed on Mar. 25, 2025

Sea Crest Beach Resort
Admiralty Inn & Suites - a Red Collection Hotel
Admiralty Inn & Suites - a Red Collection Hotel
3 out of 5
51 Teaticket Highway, East Falmouth, MA
The price is CA $147 per night from Apr. 6 to Apr. 7
CA $147
CA $186 total
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in East Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (173 reviews)
"Was decent"

Reviewed on Mar. 23, 2025

Admiralty Inn & Suites - a Red Collection Hotel
See all 2,204 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.
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Chilmark
Book a stay at this family-friendly vacation home in Chilmark. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Waskosim's Rock Reservation ...
6/10 (2 reviews)
Wonderful stay in Chilmark
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but ..."

Reviewed on Aug. 9, 2024

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
3.5 out of 5
241 Grand Avenue, Falmouth, MA
Stay at this 3.5-star aparthotel in Falmouth. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Woods Hole Ferry Terminal and Falmouth ...
9.6/10 Exceptional! (159 reviews)
"Girl at front desk was awesome!!!"

Reviewed on Mar. 17, 2025

InnSeason Resorts Captain's Quarters
The Club at New Seabury
The Club at New Seabury
3.5 out of 5
95 Shore Drive West, Mashpee, MA
Stay at this 3.5-star beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset ...
9/10 Wonderful! (314 reviews)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities."

Reviewed on Feb. 24, 2025

The Club at New Seabury
See all 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.

Popular places to visit

Menemsha Beach

Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.

Menemsha Beach

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

Squibnocket Beach

Why not spend a lazy afternoon at Squibnocket Beach during your trip to Chilmark? Stroll along the beaches or experience the area's festivals.

Squibnocket Beach

The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront, or simply savor its wineries.

The Yard

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

Stonewall Beach

Why not spend a lazy afternoon at Stonewall Beach during your trip to Chilmark? Stroll along the beaches or discover the area's sunsets.

Stonewall Beach

Things to do

4 hours Hop-on Hop-off Jawsome Jaws Tour

4 hours Hop-on Hop-off Jawsome Jaws Tour

CA $172
per adult
4 hours Hop-on Hop-off Jawsome Jaws Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts Self-Guided Driving and Walking Tours Bundle

CA $72
per adult
Massachusetts Self-Guided Driving and Walking Tours Bundle
Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $19
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
See all activities in Chilmark

Cities near Chilmark

Vineyard Haven

Vineyard Haven

West Tisbury

West Tisbury

Aquinnah

Aquinnah