Photo by Shobha George
Find Hotels with a Pool in Chilmark, MA
Check availability on Chilmark Hotels with a Pool
Top Chilmark Hotels with a Pool
Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (21)
"We loved this property and would love to return!"
Clifford L.
$412 nightly
The price is $460
Dec 31 - Jan 1, 2026
Total with taxes and fees
Iris Hotel Cape Cod
Falmouth
8.6 out of 10, Excellent, (154)
"great bedroom "
Jessica
$105 nightly
The price is $120
Dec 11 - Dec 12
Total with taxes and fees
Sea Crest Beach Resort
North Falmouth
8.0 out of 10, Very Good, (244)
"Clean room. Good spot for family weekend getaway "
ALAIN BERNARD
$157 nightly
The price is $180
Dec 23 - Dec 24
Total with taxes and fees
Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
8.8 out of 10, Excellent, (363)
"Everything was amazing "
Odetta
$112 nightly
The price is $126
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Club at New Seabury
New Seabury
9.0 out of 10, Wonderful, (339)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
Jose O.
$136 nightly
The price is $156
Dec 28 - Dec 29
Total with taxes and fees
Inn on the Square
Falmouth
8.6 out of 10, Excellent, (1004)
"Great location
Comfortable beds
Reasonably price "
Thomas
$139 nightly
The price is $159
Dec 25 - Dec 26
Total with taxes and fees
ShoreWay Acres Inn & Cape Cod Lodging
Falmouth
8.4 out of 10, Very Good, (449)
"Very good for a lower priced motel/inn. Two minutes walk into town, so very convenient. Easy to park. "
Anne Monique
$134 nightly
The price is $153
Dec 10 - Dec 11
Total with taxes and fees
InnSeason Resorts Captain's Quarters
Falmouth Heights
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
Brad
$138 nightly
The price is $158
Dec 16 - Dec 17
Total with taxes and fees
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
Admiralty Inn & Suites - a Red Collection Hotel
10/10 Excellent
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