Chilmark Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Chilmark
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is 3.423.680 ₫ per night from 1 Jun to 2 Jun
3.423.680 ₫
3.918.402 ₫ total
1 Jun - 2 Jun
includes taxes & fees
8.6/10 Excellent! (234 reviews)
"Staff was friendly, amenities were nice, room was cozy."
Reviewed on 23 May 2026
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Fully refundable
The price is 7.163.392 ₫ per night from 11 Jun to 12 Jun
7.163.392 ₫
9.705.711 ₫ total
11 Jun - 12 Jun
includes taxes & fees
8/10 Very Good! (287 reviews)
"The resort is beautiful the area is beautiful. The food at the lantern room was great. The views, beach, and pools were great. It is a great family resort. The rooms could use a little love. Our room wasn’t ready until approximated 5pm. Check-in was 4pm."
Reviewed on 27 May 2026
Summercamp
70 Lake Avenue Oak Bluffs MA
The price is 8.927.904 ₫ per night from 11 Jun to 12 Jun
8.927.904 ₫
9.972.468 ₫ total
11 Jun - 12 Jun
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Outstanding property and staff!! We will be booking again later this year. Highly recommended!!"
Reviewed on 25 May 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
Chilmark Chocolates
Enjoy an outing to Chilmark Chocolates during your stay in Chilmark. While in this walkable area, you can savour the wineries.
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.
