Chilmark Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Wen C.

Chilmark Holiday

Our pick of the best Chilmark Hotel Deals

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Chilmark
8.2/10 Very Good! (15 reviews)
Great place off beaten path
"Wonderful place for a getaway to MV. Well appointed, comfy home with great pool. Plenty of privacy but easy to get to. Enjoyed our stay"

Reviewed on 24 Jul. 2024

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Sea Crest Beach Resort
Sea Crest Beach Resort
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is NZ$312 per night from 1 Dec to 2 Dec
NZ$312
includes taxes & fees
1 Dec - 2 Dec
7.2/10 Good! (13 reviews)
"Very nice location on the beach."

Reviewed on 22 Oct. 2024

Sea Crest Beach Resort
Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
9.2/10 Wonderful! (910 reviews)
"Beautiful hotel located on water. Amazing little city."

Reviewed on 27 Oct. 2024

Summercamp
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.

Frequently asked questions

How much does a Chilmark holiday package cost?
Our Chilmark holiday packages, which start from as low as , are an easy way to save precious money. All you have to do is choose your preferred hotels, flights and more to create a customized escape.
How do I get a cheap travel package to Chilmark?
Creating your own Chilmark holiday package with Expedia is one of the best ways to save. We have over 550 partner airlines and 1 000 000 hotels globally. With such a broad range to choose from, you’ll have no hassles creating your dream adventure.
Where should I stay in Chilmark?
With lots to explore in Chilmark, we suggest you lock in a hotel close to its attractions. Lucy Vincent Beach, Menemsha Beach and The Yard are some popular ones to put on your to-do list.
What are the top hotels in Chilmark?
Make a reservation at Menemsha Inn & Cottages. It’s one of the area’s most popular hotels. Another highly rated option in Chilmark is Cosy Efficiency Apartment/heated Pool.
How far in advance should I book my Chilmark holiday?
Reward yourself with the widest variety at the cheapest prices by booking your trip to Chilmark nice and early. Air carriers tend to release tickets around 12 months prior to departure, so secure your spot as soon as you can. Having said that, Expedia is committed to giving you the best bargains around, so it’s never a bad time to book your dream holiday!
What does an Expedia Chilmark travel package include?
Expedia has everything you need to lock in Chilmark trip, but what goes into your package is your choice. Select from a combination of flights, rental cars and hotels. After some tours or activities to keep you entertained? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a package deal to meet your needs.
What should I know before booking a Chilmark travel package?
Booking all the parts of your trip together is an excellent way to save. Bundle your car rentals, flights and hotels into a handy little package. But hotels aren’t your only option. Expedia has all types of properties, including holiday homes like oceanfront condos and spacious residences. You’ve got choices galore!
Can I choose my airline with a Chilmark Expedia holiday package?
Yes, and with more than 550 airlines to choose from around the world, you have plenty of choice. Take a look at the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Chilmark holiday package?
If your holiday plans in Chilmark have changed, it’s a relief to know that it is possible to amend or cancel your booking. If you made your booking in the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. To learn more, check our Customer Service Portal.

What to do in Chilmark

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.