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Find Hotels with a Pool in Chilmark, MA

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Check availability on Chilmark Hotels with a Pool

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Top Chilmark Hotels with a Pool

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Great location, clean, pet friendly, and wonderful staff"
Faraway Martha's Vineyard

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The Club at New Seabury

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (133)
"The rooms are spacious if somewhat dated. Good value. "
The price is NT$5,971
NT$6,833 total
includes taxes & fees
Aug 4 - Aug 5
Sea Mist Resort

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (6)
"The property was very family oriented."
The price is NT$12,517
NT$20,326 total
includes taxes & fees
Aug 26 - Aug 27
The Island Inn on Martha's Vineyard
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.

Top Chilmark Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Chilmark?
Iris Hotel Cape Cod: Features a snack bar/deli, an indoor pool, and free self parking. Vineyard Harbor Motel - Private Beach: Features daily, a pool, and free self parking. Falmouth Inn: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Sea Crest Beach Resort: Offers 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. Falmouth Tides: Features a seasonal outdoor pool, an indoor pool, and daily.
What is there to see and do in Chilmark?
The picturesque setting of Menemsha Beach and Lucy Vincent Beach showcase the area's natural beauty. During your stay, check out sights such as Chilmark Town Hall, Chilmark Public Library, and Chilmark Chocolates.
When is the best time to book a hotel with a pool in Chilmark?
Taking into account the local weather in Chilmark can help you maximize your time at the pool during your trip. 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.