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

Hotels with Swimming Pools in Chilmark

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Check availability on Chilmark Hotels with Swimming Pools

Tonight
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Chilmark hotels with a pool

1. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
  • Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
S$207
includes taxes & fees
31 Aug - 1 Sept
Admiralty Inn & Suites - a Red Collection Hotel

2. Falmouth Inn

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.
S$225
includes taxes & fees
7 Sept - 8 Sept
Falmouth Inn

3. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
S$199
includes taxes & fees
7 Sept - 8 Sept
Iris Hotel Cape Cod

4. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
S$203
includes taxes & fees
1 Sept - 2 Sept
Mariner Motel

5. Inn on the Square

Inn on the Square
Falmouth
  • Sun-drenched days await at the indoor pool retreat where year-round swimming creates holiday bliss.
S$283
includes taxes & fees
30 Aug - 31 Aug
Inn on the Square

6. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
S$309
includes taxes & fees
10 Sept - 11 Sept
Shore Haven Inn

7. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
  • Escape to a private beachside haven with a seasonal pool, where comfort meets coastal charm and nature's serenity awaits you.
S$564
includes taxes & fees
3 Sept - 4 Sept
Lamberts Cove Inn

8. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
  • Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.
S$552
includes taxes & fees
8 Sept - 9 Sept
Mansion House Inn And Spa

9. Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
Falmouth Heights
  • Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.
S$276
includes taxes & fees
10 Sept - 11 Sept
Falmouth Heights Motor Lodge
View all properties

Choose what matters most at hotels with a pool in Chilmark

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chilmark Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"This was a nice hotel. Basic and clean. The hotel needs to be updated but served our purpose. One highlight were the beds - they were fantastic!"
Yvette 2-night trip
Posted 13 hours ago
Iris Hotel Cape Cod
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"I did not like the tight parking to fit two vehicles in each section underneath the support legs of the parking lot solar array. People did not even think of leaving enough space for a second vehicle in each section. They should have been told to make room for a second vehilce."
Daniel 1-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Amazing view of the ocean from the room."
Abdool 2-night trip
Posted 2 days ago
Sea Crest Beach Resort
Inn on the Square

Inn on the Square

10/10 Excellent
"Great location!"
Lisa 1-night trip
Posted 2 days ago
Inn on the Square
Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!"
Sarah 3-night trip
Posted 8 days ago
Faraway Martha's Vineyard

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