Chilmark, MA

Travel Guide

Photo by Wen C.
Photo by Wen C.
Photo by Shobha George
Photo by Shobha George
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is ￥19,527 per night from Sep 11 to Sep 12
￥19,527
￥24,558 total
Sep 11 - Sep 12
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! (1,011 reviews)
"Restaurant right next door. Convenient breakfast. Easy check in and out. Good customer service- quick resolve of missing towels. Bathroom showerhead height too short- had to bend to wash hair. Overall good experience."

Reviewed on Aug 12, 2025

Falmouth Inn
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is ￥27,787 per night from Sep 3 to Sep 4
￥27,787
￥40,229 total
Sep 3 - Sep 4
includes taxes & fees
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 ...
7.8/10 Good! (159 reviews)
"Our room constantly smelled like someone just used the bathroom other than that pretty good stay"

Reviewed on Aug 9, 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 ￥22,662 per night from Aug 26 to Aug 27
￥22,662
￥25,935 total
Aug 26 - Aug 27
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 ...
7.8/10 Good! (63 reviews)
Did the trick
"Clean room, building and rooms are a bit dated. Would return, fairly priced."

Reviewed on Jul 13, 2025

Iris Hotel Cape Cod
See all 2,297 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.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

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

Chilmark
Stay at this vacation home in Chilmark. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Edys Island and Menemsha Beach are located ...
9.8/10 Exceptional! (51 reviews)
"Wonderful home! Perfect size, stunning views, and everything you could possibly need for a stay in Chilmark!"

Reviewed on Aug 13, 2025

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
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! (325 reviews)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"

Reviewed on Jun 26, 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! (176 reviews)
"We really enjoyed the warm hospitality, the spacious rooms, great location right by the beach and great size pool. It’s close to downtown and walkable to a few restaurants."

Reviewed on Aug 13, 2025

InnSeason Resorts Captain's Quarters
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

New Budget Friendly Shared 4 hour African American Heritage Tour

New Budget Friendly Shared 4 hour African American Heritage Tour

￥19,200
per adult
New Budget Friendly Shared 4 hour African American Heritage Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

￥7,383
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

￥7,383
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chilmark

Cities near Chilmark

Vineyard Haven

Vineyard Haven