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Chilmark Hotels with Swimming Pool

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Check availability on Chilmark Hotels with Swimming Pools

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Chilmark Hotels with Swimming Pools

Indoor pool
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3.0 star property
Falmouth
8.6 out of 10, Excellent, (154)
"great bedroom "
United States
Jessica
The price is RM304
RM348 total
includes taxes & fees
11 Dec - 12 Dec
Iris Hotel Cape Cod
Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 star property
North Falmouth
8.0 out of 10, Very good, (241)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is RM443
RM744 total
includes taxes & fees
18 Dec - 19 Dec
Sea Crest Beach Resort
Indoor pool, seasonal outdoor pool
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
East Falmouth
8.8 out of 10, Excellent, (360)
"Rooms and property very clean. Very good breakfast "
United States
Roderick
The price is RM413
RM522 total
includes taxes & fees
1 Jan - 2 Jan 2026
Admiralty Inn & Suites - a Red Collection Hotel
Indoor pool
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1016)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is RM470
RM635 total
includes taxes & fees
3 Dec - 4 Dec
Inn on the Square
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury

The Club at New Seabury

3.5 star property
New Seabury
9.0 out of 10, Wonderful, (338)
"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 "
United States
Jose O.
The price is RM608
RM695 total
includes taxes & fees
3 Dec - 4 Dec
The Club at New Seabury
Seasonal outdoor pool
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 star property
Fairhaven
8.8 out of 10, Excellent, (1015)
"Courteous staff clean room great stay "
United States
ANDREW
The price is RM393
RM440 total
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn by Hilton New Bedford/Fairhaven
Property grounds
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

2.5 star property
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. "
United States
Anne Monique
The price is RM554
RM634 total
includes taxes & fees
3 Dec - 4 Dec
ShoreWay Acres Inn & Cape Cod Lodging
Indoor pool
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1008)
"My wife and I loved our stay here. "
United States
Keith
The price is RM718
RM863 total
includes taxes & fees
3 Dec - 4 Dec
Mansion House Inn And Spa
Indoor pool
Falmouth Inn

Falmouth Inn

2.0 star property
Falmouth
8.0 out of 10, Very good, (1003)
"Clean room, good shower and helpful staff."
United States
Mark
The price is RM451
RM598 total
includes taxes & fees
28 Dec - 29 Dec
Falmouth Inn
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge

2.0 star property
Falmouth Heights
9.0 out of 10, Wonderful, (260)
"Great little place for the price. "
United States
Robert
The price is RM699
RM799 total
includes taxes & fees
5 Dec - 6 Dec
Falmouth Heights Motor Lodge
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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Top Chilmark Hotel Reviews

Inn on the Square

Inn on the Square

10/10 Excellent
"Great location Comfortable beds Reasonably price "
Thomas 1-night trip
Posted 5 days ago
Inn on the Square

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Frequently asked questions

What are some accommodation options with pools in Chilmark?
Hampton Inn by Hilton New Bedford/Fairhaven: Offers daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Falmouth Inn: Provides daily, a pool and free self parking. Inn on the Square: Features complimentary wireless Internet access, an indoor pool and televisions. Mansion House Inn And Spa: Offers a full-service spa, an indoor pool and a health club. Iris Hotel Cape Cod: Features a snack bar/deli, an indoor pool and free self parking.
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, visit 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 the local weather in Chilmark into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.