Chilmark, MA

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 9 August 2024

Get rates
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 SAR 478 per night from Apr 9 to Apr 10
SAR 478
SAR 762 total
includes taxes & fees
9 Apr - 10 Apr
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! (58 reviews)
Great little getaaway
"Was here for the weekend for a wedding. Nice location Good stay"

Reviewed on 30 March 2025

Sea Crest Beach Resort
Iris Hotel Cape Cod
Iris Hotel Cape Cod
3 out of 5
291 Jones Rd, Falmouth, MA
The price is SAR 408 per night from Apr 21 to Apr 22
SAR 408
SAR 467 total
includes taxes & fees
21 Apr - 22 Apr
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
7/10 Good! (6 reviews)
okay
"Comfy bed, great blackout curtains. Only odd thing was the room had no carpet—was wood-like floor in room and tile in entry and bathroom. Very cold!"

Reviewed on 12 March 2025

Iris Hotel Cape Cod
See all 2,217 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 9 August 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! (165 reviews)
"Our second time staying here, we really like the location and the overall quiet/nice area. The ambiance of being near the beach at nice especially!"

Reviewed on 5 April 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! (311 reviews)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."

Reviewed on 17 December 2024

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

Chilmark Chocolates

4.5/5(3 reviews)

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

Chilmark Chocolates

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 Town Hall

After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets.

Chilmark Town Hall