Chilmark Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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Find the Best Chilmark Vacation Packages
Chilmark Beach Vacation
Whether you're traveling solo or with the whole gang, it'll be easy to find rest and relaxation on your Chilmark vacation. Search around for shiny rocks and shells or simply sit and watch the sunset. Whatever you choose to do, your trip to Chilmark will certainly be memorable. Lucy Vincent Beach, located 2 kilometers from the town center, is perfect for those after convenience. Many visitors also lock in Chilmark vacation packages closer to Menemsha Beach, another great nearby option.
Chilmark Hotel Deals
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is ￥19,254 per night from Apr 26 to Apr 27
￥19,254
￥22,036 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (208 reviews)
This is my fourth stay under new ownership and yhe efforts to upgrade is noticeable. Overall this is a nice place with continued focus on upgrades.
Reviewed on Apr 15, 2026
Falmouth Inn
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
The price is ￥14,742 per night from Apr 30 to May 1
￥14,742
￥20,055 total
Apr 30 - May 1
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Clean room. Pleasant staff
Reviewed on Mar 30, 2026
Hampton Inn by Hilton New Bedford/Fairhaven
1 Hampton Way Fairhaven MA
Fully refundableReserve now, pay when you stay
The price is ￥20,348 per night from Apr 23 to Apr 24
￥20,348
￥22,729 total
Apr 23 - Apr 24
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Pet friendly, clean and comfortable rooms, and very friendly staff. Have stayed here a few times now and appreciate the value and excellent location.
Reviewed on Apr 6, 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.
What to do in Chilmark
Massachusetts: Smartphone-Based Audio Tour Bundle
￥7,140
per traveler
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
￥7,933
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
