Waskosim's Rock Reservation

Popular places to visit

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

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

Middle Road Sanctuary

You can take time to visit Middle Road Sanctuary during your travels to Chilmark. Take in the festivals and sunsets in the area.

Middle Road Sanctuary

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

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

Chilmark Public Library

After visiting Chilmark Public Library, make a plan to see the other sights and activities in Chilmark. Amble around the area's beaches or experience its festivals.

Chilmark Public Library

Top Waskosim's Rock Reservation Hotel Deals

Sea Crest Beach Resort
Sea Crest Beach Resort
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
Sea Crest Beach Resort
Inn on the Square
Inn on the Square
3.5 out of 5
40 North Main Street, Falmouth, MA
Inn on the Square
Harbor View Hotel
Harbor View Hotel
5 out of 5
131 N Water Street Marthas Vineyard, Edgartown, MA
Harbor View Hotel
AutoCamp Cape Cod
AutoCamp Cape Cod
4 out of 5
836 Palmer Avenue, Falmouth, MA
AutoCamp Cape Cod
Admiralty Inn & Suites - a Red Collection Hotel
Admiralty Inn & Suites - a Red Collection Hotel
2 out of 5
51 Teaticket Highway, East Falmouth, MA
Admiralty Inn & Suites - a Red Collection Hotel
Falmouth Inn
Falmouth Inn
2 out of 5
824 Main Street, Route 28, Falmouth, MA
Falmouth Inn
See all 2,161 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.