TOP Hotels with Swimming Pool in Chilmark, MA for 2026

Q: What are some accommodation options with pools in Chilmark?

Iris Hotel Cape Cod : Features complimentary wireless Internet access, a pool and Smart televisions. Sea Crest Beach Resort : Hotel located near Cape Cod Beaches. Provides a snack bar/deli, an indoor pool and free self parking. Vineyard Harbor Motel - Private Beach : Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool and a private beach. Falmouth Inn : Hotel located near Cape Cod Beaches. Features daily, a pool and free self parking. Summercamp : Hotel located near Cape Cod Beaches. Features a seasonal outdoor pool, an indoor pool and daily.

A dock with boats, a small wooden structure, and a forested shoreline.

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Our top choices for Chilmark hotels with a pool

Falmouth Inn

Falmouth

Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.

₹18,559 total

includes taxes & fees

12 Aug - 13 Aug

Green Harbor Waterfront Lodging

East Falmouth

Seasonal waterfront pool creates summer magic at this Cape Cod retreat with a garden terrace.

₹20,620 total

includes taxes & fees

15 Jul - 16 Jul

Classic Double Room | Bathroom | Combined shower/bathtub, free toiletries, hair dryer, towels

Mariner Motel

Falmouth

Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.

₹18,438 total

includes taxes & fees

19 Jul - 20 Jul

Hampton Inn by Hilton New Bedford/Fairhaven

Fairhaven

Seasonal outdoor pool beckons with refreshing waters, offering a perfect retreat from warm summer days in New Bedford.

₹16,502 total

includes taxes & fees

2 Aug - 3 Aug

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.

₹20,486 total

includes taxes & fees

2 Aug - 3 Aug

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Falmouth Heights Motor Lodge

Falmouth Heights

Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.

₹27,166 total

includes taxes & fees

21 Jul - 22 Jul

Iris Hotel Cape Cod

Falmouth

Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.

₹23,762 total

includes taxes & fees

19 Jul - 20 Jul

Outdoor pool, open 7:00 AM to 9:00 PM, pool umbrellas, pool loungers

Sands of Time Motor Inn & Harbor House

Woods Hole

Heated pool oasis with loungers nestled in beautiful gardens at Woods Hole hotel.

₹37,689 total

includes taxes & fees

20 Jul - 21 Jul

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Choose what matters most at hotels with a pool in Chilmark

Breakfast included

4 stars

Top Chilmark Hotel Reviews

Mansion House Inn And Spa

10/10 Excellent

"Beautiful place with roof top views of the water ! We enjoyed our stay !"

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good

"Good location, good price, clean outdoor pool and clean room! We had breakfast for 5 days and with the exception of one day it was the same everyday. Yes convenient to start your day but on the boring side! The Inn itself needs a little update but remains a comfortable place to stay!"

Green Harbor Waterfront Lodging

8/10 Good

"I wasn't traveling with any pets, but I know they are welcomed. There were several pups just outside the pool area who seemed so happy to be with their owners. We had a slight issue with check-in, which was entirely my fault. I had the wrong dates in my calendar. On Friday, July 3, there were no rooms available, but the person manning the front desk (Sam) called to secure the last room at a sister property. He went above and beyond to make sure we didn't have to go back over the bridge and endure more traffic both ways. "

Frequently asked questions

What are some accommodation options with pools in Chilmark?

Iris Hotel Cape Cod: Features complimentary wireless Internet access, a pool and Smart televisions. Sea Crest Beach Resort: Hotel located near Cape Cod Beaches. Provides a snack bar/deli, an indoor pool and free self parking. Vineyard Harbor Motel - Private Beach: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool and a private beach. Falmouth Inn: Hotel located near Cape Cod Beaches. Features daily, a pool and free self parking. Summercamp: Hotel located near Cape Cod Beaches. Features a seasonal outdoor pool, an indoor pool and daily.

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.

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