Waskosim's Rock Reservation Tours

However many steps it takes you to complete Waskosims Rock Reservation, it's worth every one of them. Take in gorgeous scenery while hitting your daily step goal on this well-known route.

This trekking route is located in Chilmark. Once you've explored everything you want to at Waskosim's Rock Reservation, consider visiting nearby Aquinnah Cliffs, Menemsha Beach, and Lambert's Cove Beach.

Plan a trip to see Waskosim's Rock Reservation

Price found within the past 48 hours. Click for updated prices.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Vineyard Haven (MVY)
9.2/10 Wonderful! (149 reviews)
Nice clean property and walking distance to downtown edgartown. Only issue was shower head was not very powerful at all. But that was no big deal for me

Reviewed on Jul 19, 2025

Morgan Hotel

Morgan Hotel

2.5 out of 5
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Vineyard Haven (MVY)
8.4/10 Very Good! (159 reviews)
I only disliked the traffic. To many vehicles on the Island.

Reviewed on Jul 29, 2025

Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Vineyard Haven (MVY)
9/10 Wonderful! (1,002 reviews)
Great location, you can walk to shops, restaurants, harbor etc. New property with that charming old New England feel. Would definitely stay here again.

Reviewed on Jul 9, 2025

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 savor 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 carefree 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

Best Lodging Options Near Waskosim's Rock Reservation

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
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

Chilmark
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Chilmark
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

Chilmark
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

Chilmark
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

Chilmark
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

2 out of 5
West Tisbury
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views
Spacious Country Home centrally located on the island of Martha's Vineyard.

Spacious Country Home centrally located on the island of Martha's Vineyard.

West Tisbury
Spacious Country Home centrally located on the island of Martha's Vineyard.
Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool

Chilmark
Cozy efficiency apartment/heated pool
See all 1,195 properties in Waskosim's Rock Reservation
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.