Chilmark Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Chilmark Holiday
Our pick of the best Chilmark Hotel Deals
Cozy efficiency apartment/heated pool
Chilmark MA
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 4 Sept 2025
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is NZ$399 per night from 8 July to 9 July
NZ$399
8 July - 9 July
includes taxes & fees
8.6/10 Excellent! (259 reviews)
"The hotel was pricey for the quality."
Reviewed on 19 June 2026
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
The price is NZ$936 per night from 12 July to 13 July
NZ$936
12 July - 13 July
includes taxes & fees
7.8/10 Good! (324 reviews)
"The biggest highlight of our stay was the beachfront location. Being able to open the room door and walk directly onto the beach was wonderful and definitely the best feature of the property. That said, our overall experience was underwhelming, especially considering the room rate was nearly $800 ..."
Reviewed on 21 June 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
Martha's Vineyard: Self-Guided Driving Audio Tour
NZ$26
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
NZ$85
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
NZ$85
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
