Chilmark, MA
Travel Guide
Visit Chilmark
Cozy efficiency apartment/heated pool
Chilmark MA
Stay at this apartment in Chilmark. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Edys Island and Squibnocket Pond are located ...
9.6/10 Exceptional! (22 reviews)
"Great location and pass to the most beautiful beach. Pool was lovely to have as well."
Reviewed on Jul 1, 2026
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
$153 nightly
The price is $175 total per night from Sep 2 to Sep 3
$175 total
Sep 2 - Sep 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Falmouth Heights Beach ...
8.4/10 Very Good! (325 reviews)
"Clean hotel in transition. There are signs up that say they are in the middle of renovations but I didn’t see any construction going on. The elevator was out of order. The staff was extremely friendly and helpful."
Reviewed on Aug 5, 2026
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
$374 nightly
The price is $428 total per night from Sep 3 to Sep 4
$428 total
Sep 3 - Sep 4
Total with taxes and fees
Book a stay at this 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! (412 reviews)
"I was very disappointed with our stay. This hotel is far too expensive for what it offers. The room we were assigned had two very small windows, and the only “view” was the rooftop with air conditioning units. The amenities were another major disappointment. Both the indoor and outdoor pools were ..."
Reviewed on Aug 4, 2026
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.
Cozy efficiency apartment/heated pool
Chilmark MA
Stay at this apartment in Chilmark. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Edys Island and Squibnocket Pond are located ...
9.6/10 Exceptional! (22 reviews)
"Great location and pass to the most beautiful beach. Pool was lovely to have as well."
Reviewed on Jul 1, 2026
Private Hilltop Chilmark Estate with private tennis court, gym and hot tub
Chilmark MA
Stay at this vacation home in Chilmark. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Fulling Mill Brook Preserve and Middle ...
2/10 (1 review)
Vacationing while black
"The owner agreed to let me have a few guests onsite but then became belligerent, rude, and nasty when his neighbors alleged I had an event 3 days after said date. I was told i was not welcomed in Chilmark and thrown off the property. VRBO sided with the property owner. Seems to be the practice when ..."
Reviewed on Aug 23, 2022
Sea Mist Resort
141 Great Neck Rd South Mashpee MA
Book a stay at this business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old ...
8.6/10 Excellent! (165 reviews)
"This is our favorite resort and we spend a week there every summer. Comfortable suites, close to South Cape beach and Mashpee Common, nice outdoor pool and mini-golf - we love it all."
Reviewed on Jul 29, 2026
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.
Stay near popular Chilmark attractions
Things to do
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
$50
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
Explore a world of travel with Expedia
- Menemsha Hotels
- Marriott Hotels & Resorts in Martha's Vineyard
- Hyannis Hotels
- Edgartown Hotels
- B&B in Martha's Vineyard
- Oak Bluffs Hotels
- Pet-Friendly Hotels in Chilmark
- Inns in Menemsha
- Adults Only Resorts & in Martha's Vineyard
- Resorts & Hotels with Spas in Menemsha
- Oceanfront Hotels in Martha's Vineyard
- Resorts & Hotels with Spas in Chilmark
- Pet-Friendly Hotels in Martha's Vineyard
- B&B in Menemsha
- Cabin Rentals in Menemsha
- Hotels near Lucy Vincent Beach
- Plymouth Hotels
- Nantucket Hotels
- Falmouth Hotels
- B&B in Chilmark
- Chilmark Hotels
- 4 Star Hotels in Chilmark
- 5 Star Hotels in Chilmark
- Woods Hole Hotels
- New Bedford Hotels
- Hotels near Menemsha Beach
- Cheap Hotels in Martha's Vineyard
- Houseboats in Chilmark
- Inns in Chilmark
- Hostels in Menemsha
- Oceanfront Hotels in Cape Cod
- Flights from Washington (DCA) to Vineyard Haven (MVY)
- Flights from New York (LGA) to Vineyard Haven (MVY)
- Flights from Philadelphia (PHL) to Vineyard Haven (MVY)
- Flights from New York (LGA) to Nantucket (ACK)
- Flights from San Francisco (SFO) to Vineyard Haven (MVY)
- Flights to Martha's Vineyard
- Flights from Los Angeles (LAX) to Vineyard Haven (MVY)
- Flights from Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)
- Flights from Boston (BOS) to Vineyard Haven (MVY)
- Flights from Baltimore (BWI) to Vineyard Haven (MVY)
- Flights from Martha's Vineyard
- Flights from Raleigh (RDU) to Vineyard Haven (MVY)
- Flights to Nantucket Island
- Flights from Hartford (BDL) to Vineyard Haven (MVY)
- Flights from White Plains (HPN) to Vineyard Haven (MVY)
- Flights to Cape Cod
- Flights from Atlanta (ATL) to Vineyard Haven (MVY)
- Flights from New York (JFK) to Vineyard Haven (MVY)
- Flights from Chicago (ORD) to Vineyard Haven (MVY)
- Visit Westport
- Gay Head Lighthouse
- Lucy Vincent Beach
- Visit Hyannis Port
- Visit West Falmouth
- Visit South Dartmouth
- Visit Edgartown
- Visit Seconsett Island
- Visit Woods Hole
- Visit Nantucket
- Visit Cuttyhunk
- Visit Nantucket Island
- Visit East Falmouth
- Visit Centerville
- Visit Vineyard Haven
- Visit Mattapoisett
- Visit Buzzards Bay
- Visit Martha's Vineyard
- Visit New Seabury
- Visit Chappaquiddick Island
- Visit Menemsha
- Visit Falmouth
- Visit Acapesket
- Visit West Tisbury
- Chilmark Chocolates
- Visit New Bedford
- Visit Waquoit Village
- Menemsha Beach
- Visit North Falmouth
- Visit Oak Bluffs
- All inclusive Vacation Packages Martha's Vineyard
- Visit Mashpee
- Visit Little Neck Bay
- Visit Teaticket
- Visit Cape Cod
- Menemsha Beach
- Lucy Vincent Beach
- Chilmark Chocolates
- Fulling Mill Brook Preserve
- Woods Hole Ferry Terminal
- Inkwell Beach
- Old Silver Beach
- Oak Bluffs Harbor
- Falmouth Heights Beach
- Oak Bluffs Town Beach
- Island Queen Ferry
- Horseneck State Beach
- Martha's Vineyard Museum
- Circuit Avenue
- Woods Hole Oceanographic Institution
- Katama Beach
- Surf Drive Beach
- Main Street
- Martha's Vineyard Film Center
- Martha's Vineyard Chamber of Commerce
- Edgartown Lighthouse
- Popponesset Beach