Chilmark Travel Guide

Tourist 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 Aug. 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 NZ$352 per night from 1 May to 2 May
NZ$352
includes taxes & fees
1 May - 2 May
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! (60 reviews)
"It was raining and cold all the days we were in, no one’s fault. The bathroom could be cleaner and some areas need some renovation. The arcade was not working. An indoor game room for families could be a great addition to the place. Food was good and staff were friendly"

Reviewed on 13 Apr. 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 NZ$189 per night from 20 Apr to 21 Apr
NZ$189
includes taxes & fees
20 Apr - 21 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 Mar. 2025

Iris Hotel Cape Cod
See all 2,218 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 Aug. 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! (163 reviews)
"Beautiful property. Lots of amenities. Excellent appliances. Great location. View of the ocean & pool. Peaceful."

Reviewed on 2 Apr. 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! (315 reviews)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities."

Reviewed on 24 Feb. 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 care-free 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 holiday is part of your travel plans, Lucy Vincent Beach might be the perfect place to visit 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 savour the wineries.

Chilmark Chocolates

The Yard

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

The Yard

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

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

Activities

4 hours Hop-on Hop-off Jawsome Jaws Tour

4 hours Hop-on Hop-off Jawsome Jaws Tour

NZ$210
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

NZ$88
per adult
Massachusetts Self-Guided Driving and Walking Tours Bundle
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

NZ$88
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chilmark

Cities near Chilmark

Aquinnah

Aquinnah