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Search Hotels with Pool in Chilmark

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Check availability on Chilmark Hotels with Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Chilmark Hotels with Pool

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 ฿3,015
฿3,451 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, (244)
"Clean room. Good spot for family weekend getaway "
United States
ALAIN BERNARD
The price is ฿3,422
฿5,743 total
includes taxes & fees
21 Dec - 22 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, (363)
"Everything was amazing "
United States
Odetta
The price is ฿3,188
฿4,031 total
includes taxes & fees
1 Jan - 2 Jan 2026
Admiralty Inn & Suites - a Red Collection Hotel
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, (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 "
United States
Jose O.
The Club at New Seabury
Indoor pool
Inn on the Square

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1004)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is ฿3,631
฿4,902 total
includes taxes & fees
9 Dec - 10 Dec
Inn on the Square
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 ฿4,276
฿4,894 total
includes taxes & fees
9 Dec - 10 Dec
ShoreWay Acres Inn & Cape Cod Lodging
Seasonal outdoor pool
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
The price is ฿4,414
฿5,052 total
includes taxes & fees
15 Dec - 16 Dec
InnSeason Resorts Captain's Quarters
Indoor pool
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1002)
"Clean, friendly staff, nice amenities, good location. Overall great stay!"
United States
Lisa
The price is ฿5,544
฿6,664 total
includes taxes & fees
10 Dec - 11 Dec
Mansion House Inn And Spa
Indoor pool
Falmouth Inn

Falmouth Inn

2.0 star property
Falmouth
8.0 out of 10, Very good, (1000)
"Clean room, good shower and helpful staff."
United States
Mark
The price is ฿3,478
฿4,619 total
includes taxes & fees
28 Dec - 29 Dec
Falmouth Inn
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

Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"Cannot wait to return 😊"
Grace 2-night trip
Posted 7 days ago
Harbor View Hotel

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.