Photo by Wen C.

Search Resorts in Chilmark

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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

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
Outdoor pool, a heated 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
Indoor pool, outdoor pool

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
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Property grounds

Coastal Family Haven: Spacious Retreat Near Old Silver Beach

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

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

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Exterior

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

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"Private with beach access minutes away."
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
InnSeason Resorts Captain's Quarters
Seasonal outdoor pool

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (168)
"Very peaceful "
InnSeason Resorts Captain's Quarters
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Perfect little cottage!"
The price is SAR 709
SAR 811 total
includes taxes & fees
5 May - 6 May
The Club at New Seabury
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: Cozy History Resort Located in the center of the city - 10.6 mi (17.1 km) from Chilmark. Captain’s Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool - Beach resort, 5-minute walk from Cape Cod Beaches. 16 mi (25.8 km) from Chilmark. Has a garden, concierge services, and an outdoor pool. Deluxe suite at the oceanfront Surfside Resort - Beach resort, 5-minute walk from Cape Cod Beaches. 16.3 mi (26.3 km) from Chilmark. Enjoy the garden, concierge services, and an indoor pool. Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth - 17.5 mi (28.2 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.