Photo by Wen C.

Search Resorts in Chilmark

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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 7 Resorts in Chilmark with updated reviews, rates, and availability.

Cozy History Resort Located in the center of the city
Exterior

Cozy History Resort Located in the center of the city

4.8 out of 10, (3)
"Lovely community. No restaurant onsite but the location is in the center of plenty of shopping and places to dine. Excellent staff."
Cozy History Resort Located in the center of the city
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Pool

Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool

10.0 out of 10, Exceptional, (1)
"The Inn was beautiful and very accommodating. The staff was great and the location perfect."
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Deluxe suite at the oceanfront Surfside Resort
Exterior

Deluxe suite at the oceanfront Surfside Resort

Deluxe suite at the oceanfront Surfside Resort
Studio Villa directly across from beach. Sleeps 4
Pool

Studio Villa directly across from beach. Sleeps 4

Studio Villa directly across from beach. Sleeps 4
Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Room

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Exterior

Coastal Family Haven: Spacious Retreat Near Old Silver Beach

Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Room

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
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.
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Other property types in Chilmark

The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (311)
"Tired unit. Primary bath water closet leaked around base. No soap or paper towels. "
The price is SAR 512
SAR 586 total
includes taxes & fees
13 Feb - 14 Feb
The Club at New Seabury
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Exterior

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (74)
"Beautiful home and views"
The price is SAR 1,594
SAR 4,022 total
includes taxes & fees
7 Feb - 8 Feb
Coastal chic meets French Provençal in this newly renovated oceanfront home.
InnSeason Resorts Captain's Quarters
Aerial view

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (158)
"This is the 4th time I've stayed at an Inn Season resort in Falmouth. There are 3 properties available and they are all quite nice. This visit was at Captains Quarters overlooking Heights Beach. It was a winter weekend with a steady fall of very fine snow. The accommodations are always spot on. It was picturesque and a perfect weekend getaway to relax and unwind. "
The price is SAR 671
SAR 768 total
includes taxes & fees
31 Jan - 1 Feb
InnSeason Resorts Captain's Quarters
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

What is Chilmark like for a resort vacation?
You deserve some time off, and a resort is just the place to find all the amenities and services you need for a relaxing stay in Chilmark. One of the comfortable resort hotels in the area might be just what you’re looking for, whether you’re hoping for great restaurants on site, shopping possibilities, or fun activities to try.
What's a favorite resort for my stay in Chilmark?
Our top-rated resorts near Chilmark: Captain’s Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool - Beach resort. 16 mi (25.8 km) from Chilmark. Features a garden, concierge services, and an outdoor pool. Deluxe suite at the oceanfront Surfside Resort - Beach resort. 16.3 mi (26.3 km) from Chilmark. Has a garden, concierge services, and an indoor pool. Cozy History Resort Located in the center of the city - 10.6 mi (17.1 km) from Chilmark. Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16 - 12.4 mi (20 km) from Chilmark. Amenities include an outdoor pool. Studio Villa directly across from beach. Sleeps 4 - 15.3 mi (24.6 km) from Chilmark.
What can I do in Chilmark?
For some time by the water, you can head to Menemsha Beach and Lucy Vincent Beach. For more to see in the area, you can spend time at Chilmark Town Hall or Chilmark Public Library.
What's the weather like in Chilmark?
The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.
What's the best way to get to and around Chilmark?
Fly into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is located 7.6 mi (12.2 km) from the city center. Otherwise, you can search for flights to New Bedford, MA (EWB-New Bedford Regional), which is 25.4 mi (40.8 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.