Chilmark, MA

Travel Guide

Photo by Wen C.
Photo by Wen C.
Photo by Shobha George
Photo by Shobha George
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd, Falmouth, MA
The price is ￥13,982 per night from Nov 6 to Nov 7
￥13,982
￥16,002 total
Nov 6 - Nov 7
includes taxes & fees
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
8.2/10 Very Good! (124 reviews)
"Stayed the night here before going to Martha's vineyard and it was very convenient to get to the ferry. Also had a nice hotel bar with good late night food. Would stay again!"

Reviewed on Oct 12, 2025

Iris Hotel Cape Cod
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is ￥20,396 per night from Oct 29 to Oct 30
￥20,396
￥22,781 total
Oct 29 - Oct 30
includes taxes & fees
Stay at this 3.5-star beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,004 reviews)
"Room was tight, but it was what we choose. It was clean, water station was a great addition."

Reviewed on Oct 9, 2025

Summercamp
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street, Route 28, Falmouth, MA
The price is ￥17,958 per night from Oct 20 to Oct 21
￥17,958
￥22,816 total
Oct 20 - Oct 21
includes taxes & fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,013 reviews)
Good stay at Falmouth Inn
"The staff was very friendly and helpful. The room was clean and adequate. There was a refrigerator but no freezer. The parking lot was large and well lit. It wasn't super fancy, but we had a good stay."

Reviewed on Oct 14, 2025

Falmouth Inn
See all 2,198 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.
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! (336 reviews)
"Fantastic and perfect! Roomy, clean and comfortable"

Reviewed on Oct 1, 2025

The Club at New Seabury
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! (187 reviews)
"We had a great beach view. The 1 bedroom had a big refrigerator and kitchen that was well supplied. Housekeeping staff was excellent. Maintenance gentleman carried our lungage ti the car when we were leaving and gentleman from front desk carried it up when we arrived."

Reviewed on Oct 11, 2025

InnSeason Resorts Captain's Quarters
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.

East Falmouth
Book a stay at this beach vacation home in East Falmouth. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Woods Hole Ferry Terminal and Menauhant ...
10/10 Exceptional! (85 reviews)
"This is an excellent home well-kept great location, and the Host is easy to communicate with."

Reviewed on Sep 23, 2025

Coastal chic meets French Provençal in this newly renovated oceanfront home.
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

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

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

Fulling Mill Brook Preserve

Enjoy an outing to Fulling Mill Brook Preserve during your stay in Chilmark. Wander the area's waterfront or simply enjoy one of its wineries.

Fulling Mill Brook Preserve

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

Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

￥6,632
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

￥7,513
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
4 hours Hop-on Hop-off Jawsome Jaws Tour

4 hours Hop-on Hop-off Jawsome Jaws Tour

￥17,578
per adult
4 hours Hop-on Hop-off Jawsome Jaws Tour
See all activities in Chilmark

Cities near Chilmark

Vineyard Haven

Vineyard Haven