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! (21 reviews)
"Ronnie was a great host, enjoyed our time in Chillmark, she has a beautiful gallery as well, recommend staying with her, we will be back !"
Reviewed on Sep 4, 2025
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
$171 nightly
The price is $196 total per night from Jun 23 to Jun 24
$196 total
Jun 23 - Jun 24
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 Woods Hole Ferry Terminal ...
8.6/10 Excellent! (259 reviews)
"The hotel was pricey for the quality."
Reviewed on Jun 19, 2026
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
$326 nightly
The price is $374 total per night from Jun 24 to Jun 25
$374 total
Jun 24 - Jun 25
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! (322 reviews)
"Pleasantly surprised! Nice resort on the beach. Decent gym, pool, beach chairs and umbrella and a decent bar and restaurant onsite."
Reviewed on Jun 19, 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! (21 reviews)
"Ronnie was a great host, enjoyed our time in Chillmark, she has a beautiful gallery as well, recommend staying with her, we will be back !"
Reviewed on Sep 4, 2025
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 Regal Mashpee Commons and ...
8.6/10 Excellent! (160 reviews)
"The staff was very friendly, we went off season but enjoyed all the amenities the property offered shuffle board, mini golf and so much more. Very nice"
Reviewed on Jun 1, 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.
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.
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.
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.
Chilmark Chocolates
Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savor the wineries.
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.
Squibnocket Beach
Why not spend a lazy afternoon at Squibnocket Beach during your trip to Chilmark? Stroll along the beaches or experience the area's festivals.
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
- Hotels near Chilmark Chocolates
- Hotels near Lucy Vincent Beach
- Menemsha Hotels
- B&B in Menemsha
- Cottages in Menemsha
- Hostels in Menemsha
- Pet-Friendly Hotels in Menemsha
- Vacation Homes in Menemsha
- Hotels with Restaurants in Menemsha
- Condo Resorts in Menemsha
- Resorts & Hotels with Spas in Menemsha
- Hotels near Menemsha Beach
- Hotels near The Yard
- Hotels near Fulling Mill Brook Preserve
- Martha's Vineyard Hotels
- Aquinnah Hotels
- B&B in West Tisbury
- West Tisbury Hotels
- Beach Hotels in West Tisbury
- Vacation Homes in West Tisbury
- Hostels in West Tisbury
- Hotels with a Pool in West Tisbury
- Hotels near Granary Gallery
- Hotels near Grange Hall
- Hotels near Field Gallery
- Hotels near Alley’s General Store
- Hotels near Gay Head Lighthouse
- Hotels near Aquinnah Cliffs
- Hotels near Polly Hill Arboretum
- Marriott Hotels & Resorts in Martha's Vineyard
- Oceanfront Hotels in Martha's Vineyard
- B&B in Martha's Vineyard
- Cheap Hotels in Martha's Vineyard
- Pet-Friendly Hotels in Martha's Vineyard
- Adults Only Resorts & in Martha's Vineyard
- Beach Hotels in Martha's Vineyard
- 5 Star Hotels in Martha's Vineyard
- Luxury Hotels in Martha's Vineyard
- Romantic Hotels in Martha's Vineyard
- Family Hotels in Martha's Vineyard
- Wyndham Hotels in Martha's Vineyard
- Hotels with smoking rooms in Martha's Vineyard
- Resorts & Hotels with Spas in Martha's Vineyard
- Hotels with a View in Martha's Vineyard
- Cottages in Martha's Vineyard
- Golf Hotels in Martha's Vineyard
- Condo Rentals in Martha's Vineyard
- Apartments in Martha's Vineyard
- Vacation Homes in Martha's Vineyard
- Cabin Rentals in Martha's Vineyard
- Hotels with a Pool in Martha's Vineyard
- Hostels in Martha's Vineyard
- Honeymoon Resorts & in Martha's Vineyard
- Historic Hotels in Martha's Vineyard
- Hilton Hotels in Martha's Vineyard
- Winery Hotels in Martha's Vineyard
- Houseboats in Martha's Vineyard
- Hotel Wedding Venues Hotels in Martha's Vineyard
- 4 Star Hotels in Martha's Vineyard
- Hotels with a Gym in Martha's Vineyard
- Hotels with Tennis Courts in Martha's Vineyard
- Hotels with an Indoor Pool in Martha's Vineyard
- Guest Houses in Martha's Vineyard
- Hotels with Free Airport Shuttle in Martha's Vineyard
- Hotels with Hot Tubs in Martha's Vineyard
- Hotels with Free Parking in Martha's Vineyard
- Hotels with Free Breakfast in Martha's Vineyard
- Car rentals near Menemsha
- Car rentals near Menemsha Beach
- Car rentals near Aquinnah
- Car rentals near West Tisbury
- Car rentals near Martha's Vineyard
- Enterprise Rental Cars in Martha's Vineyard
- Luxury Car Rentals in Martha's Vineyard
- Hertz Rental Cars in Martha's Vineyard
- Van Car Rentals in Martha's Vineyard
- Convertible Car Rentals in Martha's Vineyard
- Thrifty Car Rental Rental Cars in Martha's Vineyard
- Menemsha Beach
- Lucy Vincent Beach
- Chilmark Chocolates
- Fulling Mill Brook Preserve
- Woods Hole Ferry Terminal
- Inkwell Beach
- Old Silver Beach
- Oak Bluffs Harbor
- Oak Bluffs Town Beach
- Martha's Vineyard Museum
- Horseneck State Beach
- Island Queen Ferry
- Woods Hole Oceanographic Institution
- Circuit Avenue
- Katama Beach
- Surf Drive Beach
- Falmouth Heights Beach
- Edgartown Lighthouse
- Popponesset Beach
- Gay Head Lighthouse
- Woods Hole Terminal
- Edgartown Beach
