A grassy field with a wooden fence, surrounded by autumn-colored trees and a hill in the background.

Charlestown Hotels with Swimming Pool

  • 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 Charlestown Hotels with Swimming Pools

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Charlestown hotels with a pool

An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

1. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
  • Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
RM621
RM683 total
includes taxes & fees
29 Oct - 30 Oct
Best Western Springfield Hotel
An indoor swimming pool with four chairs and a hot tub.
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A spacious lobby with a fireplace, leather seating, and a chandelier.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

2. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
  • Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
RM657
RM749 total
includes taxes & fees
26 Oct - 27 Oct
Pointe at Castle Hill Resort
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A modern bathroom with a glass-enclosed shower, a white toilet, and a towel rack with two towels.
A hotel room with a bed, a desk, a chair, a wooden door, and a window.
A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

3. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
  • Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
RM518
RM563 total
includes taxes & fees
25 Oct - 26 Oct
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.
A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
  • Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
RM578
RM627 total
includes taxes & fees
5 Nov - 6 Nov
Best Western Plus Keene Hotel
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.
A golf course with rolling hills, trees, and a distant mountain range.
A multi-story building with a stone patio, outdoor seating, and a fire pit.

5. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
  • Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.
RM754
RM916 total
includes taxes & fees
18 Nov - 19 Nov
Jackson Gore Village, A Vail Resorts Property
An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.
A gym with treadmills, elliptical machines, and stationary bikes.

6. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
  • Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
RM661
RM717 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn & Suites Keene
An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.
A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.
A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.

7. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
  • Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
RM771
RM837 total
includes taxes & fees
18 Nov - 19 Nov
Courtyard by Marriott Keene Downtown
A large stone building with a steep roof, surrounded by dense forest and hills.
A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.
A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.
A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

8. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
RM1,098
RM1,197 total
includes taxes & fees
26 Oct - 27 Oct
Castle Hill Resort And Spa
A poolside area with a wooden ceiling, a seating arrangement with chairs and cushions, and skis and snowboards on the wall.
An outdoor patio with a fire pit, seating, and a covered area.
A cozy living room with a stone fireplace, wooden benches, a leather sofa, and a bookshelf filled with books and decorative items.
A hotel room with two beds, a canopy bed, a wooden headboard, a chair, a window, and a wall-mounted sign.

9. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
  • Heated indoor pool near Lake Sunapee offers year-round swimming, with nearby trails and skiing.
RM449
RM487 total
includes taxes & fees
25 Oct - 26 Oct
Hideaway Inn Mt.Sunapee
A swimming pool with a wooden deck and a red building in the background.
A Christmas tree decorated with lights, ornaments, and a bow.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".

10. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
RM394
RM452 total
includes taxes & fees
25 Oct - 26 Oct
The Upper Pass Lodge at Magic Mountain
View all properties

Choose what matters most at hotels with a pool in Charlestown

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Charlestown Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"Good location. Well appointed room. Clean, updated. Comp breakfast was okay. TV was outdated but WiFi was strong."
John 1-night trip
Posted 3 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

10/10 Excellent
"We loved our stay, the staff were all wonderful. The area was beautiful. I wish we would have had more time to explore the area. Would love to come back."
Sharon 1-night trip
Posted 1 day ago
The Upper Pass Lodge at Magic Mountain
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Excellent place to stay"
Matthew 1-night trip
Posted 2 days ago
Best Western Plus Keene Hotel
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Beautiful resort with amazing beds! Very comfortable."
Sara 4-night trip
Posted 3 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Frequently asked questions

What are some accommodation options with pools in Charlestown?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool and free self parking. Jackson Gore Village, A Vail Resorts Property: Hotel, 2-minute walk from Okemo Mountain Resort. Offers an indoor pool, an outdoor pool and 2 restaurants. Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Features free self parking, an indoor pool and complimentary wireless Internet access. Hideaway Inn Mt.Sunapee: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool and free self parking.
What is there to see and do in Charlestown?
The picturesque setting of Connecticut River State Park and Connecticut River showcase the area's natural beauty. Discover sights such as Charlestown Town Hall, The Fort at No.4 Open Air Museum and Silsby Free Public Library during your stay.
When is the best time to book a hotel with a pool in Charlestown?
Taking the local weather in Charlestown into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19Β°C, while the coldest months are January and February, with an average of -3Β°C. The snowiest months in Charlestown are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

Explore a world of travel with Expedia