Photo by Wen C.
Find Resorts & Hotels with Spas in Chilmark, MA
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Chilmark Resorts & Hotels with Spas
Tonight
Tomorrow
This weekend
Next weekend
Compare Chilmark Resorts & Hotels with Spas room rates, reviews, and availability. Most hotels are fully refundable.

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
10.0 out of 10, Exceptional, (45)

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
10.0 out of 10, Exceptional, (21)

Secluded mid-century home with wraparound deck, yard, grill, partial AC, & W/D
Secluded mid-century home with wraparound deck, yard, grill, partial AC, & W/D
7.8 out of 10, Good, (11)

Peaceful Chilmark Farmhouse by Menemsha Beach
Peaceful Chilmark Farmhouse by Menemsha Beach
10.0 out of 10, Exceptional, (6)

Private Hilltop Chilmark Estate with private tennis court, gym and hot tub
Private Hilltop Chilmark Estate with private tennis court, gym and hot tub
2.0 out of 10, (1)

Spacious and gracious architect designed home on 3 acres off Middle Road.
Spacious and gracious architect designed home on 3 acres off Middle Road.
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.
Find out more about Chilmark
Find out more about Chilmark
Recent reviews of Chilmark hotels
Recent reviews of Chilmark hotels

InnSeason Resorts Surfside
5/5 Excellent
"I love that place"
A verified traveler from Abington stayed at InnSeason Resorts Surfside
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Find More Hotels near Chilmark
More Accommodation Types in Chilmark
- Vacation Homes in Massachusetts
- Apartments in Massachusetts
- Cottages in Massachusetts
- Condo Rentals in Massachusetts
- B&B in Massachusetts
- Motels in Massachusetts
- Guest Houses in Massachusetts
- Resorts in Massachusetts
- Aparthotels in Massachusetts
- Cabin Rentals in Massachusetts
- Farmstay in Massachusetts
- Inns in Massachusetts
- Villas in Massachusetts
- Houseboats in Massachusetts
- Lodges in Massachusetts
- Hostels in Massachusetts
- Condo Resorts in Massachusetts
- Chalets in Massachusetts
- RV Parks in Massachusetts
- Holiday Park Resorts in Massachusetts
- Residences in Massachusetts
Chilmark Hotels by Star Rating
Explore more hotels
- Hampton Inn by Hilton New Bedford/Fairhaven
- Faraway Martha's Vineyard
- The Club at New Seabury
- Inn on the Square
- Falmouth Inn
- InnSeason Resorts Surfside
- Vineyard Harbor Motel - Private Beach
- The Coonamessett
- InnSeason Resorts Captain's Quarters
- InnSeason Resorts HarborWalk
- The Harborside Inn
- The Franklin Hotel Martha's Vineyard
- Morgan Hotel
- Sea Mist Resort
- Harbor Landing Resort
- Mariner Motel
- Coastal chic meets French Provençal in this newly renovated oceanfront home.
- Frederick William House
- ShoreWay Acres Inn & Cape Cod Lodging
- Summer home with expansive deck & wonderful location for beachgoers