Hotels with Swimming Pools in Chilmark

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chilmark Hotels with Swimming Pools

Our top choices for Chilmark hotels with a pool

Private beach nearby, beach bar

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (350 reviews)
"Everything was superb, accommodations, check in service, check out service!!"
United States
Dianna
The price is S$237
includes taxes & fees
5 Mar - 6 Mar
The Club at New Seabury
Indoor pool

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
"My favorite place to stay on the Island! "
United States
David
The price is S$264
includes taxes & fees
22 Feb - 23 Feb
Mansion House Inn And Spa
Aerial view

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
8.0 out of 10, Very good, (251 reviews)
"Great location."
United States
Felix
The price is S$219
includes taxes & fees
5 Mar - 6 Mar
Sea Crest Beach Resort
Indoor pool

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,001 reviews)
"I stay here alot"
United States
Ronan
The price is S$164
includes taxes & fees
1 Mar - 2 Mar
Falmouth Inn
Indoor pool

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (181 reviews)
"The Good: Clean room, friendly staff, fast check in, vaulted ceiling, confortable bed, quiet. Not so good: Breakfast food was awful, very dim bathroom lighting. "
United States
Brian
The price is S$155
includes taxes & fees
3 Mar - 4 Mar
Iris Hotel Cape Cod
Indoor pool, seasonal outdoor pool

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
2.5 star property
Falmouth
8.4 out of 10, Very good, (450 reviews)
"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 S$194
includes taxes & fees
22 Feb - 23 Feb
ShoreWay Acres Inn & Cape Cod Lodging
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, (382 reviews)
"Short overnight stay. Big clean rooms and comfortable beds. "
United States
Lisa
The price is S$166
includes taxes & fees
22 Feb - 23 Feb
Admiralty Inn & Suites - a Red Collection Hotel
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, (199 reviews)
"This is my go to hotel when I’m in Falmouth. Always clean and the staff are very friendly. The one bedroom units are very nice!"
United States
Jeff
The price is S$187
includes taxes & fees
18 Feb - 19 Feb
InnSeason Resorts Captain's Quarters
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, (1,001 reviews)
"Check in was quick, staff was friendly and knowledgeable, room was great!"
United States
Edward
The price is S$151
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn by Hilton New Bedford/Fairhaven
Aerial view

Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,001 reviews)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
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.
View all properties

Choose what matters most at hotels with a pool in Chilmark

Breakfast included
4 stars

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

Top Chilmark Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Room was great. Staff was excellent. Breakfast was delicious. Thank you"
Andrea 2-night trip
Posted 5 days ago
Iris Hotel Cape Cod

Frequently asked questions

What are some accommodation options with pools in Chilmark?
Falmouth Inn: Offers daily, a pool and free self parking. The Coonamessett: Offers a full-service spa, an indoor pool and a health club. Summercamp: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool and a private beach. Mansion House Inn And Spa: Offers daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Sea Crest Beach Resort: Provides 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 Edys Island 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.

Explore a world of travel with Expedia