In the fishing village of Menemsha in Marthas Vineyard. Delicious lobster rolls, clam chowder, lobster bisque etc. they'll boil your fresh lobster for you if you don't want to do it yourself. Some benches outside if you want to 'eat in' but best bet is to take your food down to the beach for a picnic.

Find Hotels with a Pool in Chilmark, MA

Q: What are some accommodations with pools in Chilmark?

Iris Hotel Cape Cod : Offers a snack bar/deli, an indoor pool, and free self parking. Falmouth Inn : Provides daily, a pool, and free self parking. Faraway Martha's Vineyard : Features 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. Coastal chic meets French Provençal in this newly renovated oceanfront home. : Features a children's pool, a seasonal outdoor pool, and a private beach. Sea Crest Beach Resort : Offers a full-service spa, an indoor pool, and a health club.

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Check availability on Chilmark Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Top Chilmark Hotels with a Pool

Sea Crest Beach Resort

North Falmouth

Marci

$145 nightly

Dec 11 - Dec 12

Total with taxes and fees

Inn on the Square

Falmouth

SHAWN

$139 nightly

Nov 24 - Nov 25

Total with taxes and fees

Iris Hotel Cape Cod

Falmouth

Jessica

$131 nightly

Dec 11 - Dec 12

Total with taxes and fees

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Roderick

$116 nightly

Nov 18 - Nov 19

Total with taxes and fees

ShoreWay Acres Inn & Cape Cod Lodging

Falmouth

Anne Monique

$134 nightly

Nov 18 - Nov 19

Total with taxes and fees

Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

Mashpee

Jose O.

$170 nightly

Nov 18 - Nov 19

Total with taxes and fees

Mansion House Inn And Spa

Vineyard Haven

Keith

$166 nightly

Nov 19 - Nov 20

Total with taxes and fees

Falmouth Inn

Falmouth

Mark

$131 nightly

Nov 24 - Nov 25

Total with taxes and fees

View all properties

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent

"Everything was perfect for me"

Mansion House Inn And Spa

10/10 Excellent

"Our stay at The Mansion Inn was nothing short of fabulous. The décor strikes that perfect balance between historic charm and modern chic — every corner feels thoughtfully designed. Our room was impeccable, the bedding unbelievably soft, and the whole experience exuded quiet luxury without pretension. The staff deserves special mention — warm, attentive, and genuinely eager to make your stay seamless. One note for future guests: parking can be tight on busy days. There is a lot, but it’s best to drop your luggage first; the team is more than happy to help you with the process. We left feeling rested, spoiled, and already planning our return. The Mansion Inn captures everything that makes Martha’s Vineyard so special — timeless elegance, effortless comfort, and a touch of magic."

Frequently asked questions

What are some accommodations with pools in Chilmark?

Iris Hotel Cape Cod: Offers a snack bar/deli, an indoor pool, and free self parking. Falmouth Inn: Provides daily, a pool, and free self parking. Faraway Martha's Vineyard: Features 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. Coastal chic meets French Provençal in this newly renovated oceanfront home.: Features a children's pool, a seasonal outdoor pool, and a private beach. Sea Crest Beach Resort: Offers a full-service spa, an indoor pool, and a health club.

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.

Find Hotels with a Pool in Chilmark, MA

Upfront pricing

Treat yourself

Be picky

Check availability on Chilmark Hotels with a Pool