Chester Hotels with Swimming Pool
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chester Hotels with Swimming Pools
Tonight
20 Sept - 21 SeptTomorrow
21 Sept - 22 SeptNext weekend
25 Sept - 27 SeptIn two weeks
2 Oct - 4 OctOur top choices for Chester hotels with a pool
1. Pointe at Castle Hill Resort
Pointe at Castle Hill ResortCavendish
- Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
RM586
RM668 total
includes taxes & fees
18 Oct - 19 Oct
2. The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic MountainLondonderry
- Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
RM374
RM428 total
includes taxes & fees
21 Sept - 22 Sept
3. Best Western Springfield Hotel
Best Western Springfield HotelSpringfield
- Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.
RM731
RM804 total
includes taxes & fees
18 Oct - 19 Oct
4. Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic MountainLondonderry
- Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
RM649
RM714 total
includes taxes & fees
21 Sept - 22 Sept
5. Jackson Gore Village, A Vail Resorts Property
Jackson Gore Village, A Vail Resorts PropertyJackson Gore Base Area
- Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.
RM674
RM819 total
includes taxes & fees
30 Sept - 1 Oct
RM934
RM1,018 total
includes taxes & fees
21 Sept - 22 Sept
RM897
RM978 total
includes taxes & fees
21 Sept - 22 Sept
8. The Manchester View
The Manchester ViewManchester Center
- Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
RM441
RM485 total
includes taxes & fees
21 Sept - 22 Sept
View all properties
Top Chester Hotel Reviews
Hampton Inn and Suites Manchester
10/10 Excellent
"Awesome clean place friendly staff"
The Manchester View
10/10 Excellent
"Beautiful! Can’t wait to visit again."
On The River Inn
8/10 Good
"Extremely quaint and love the rooms and balcony… Dining room gorgeous Wish there were Apps on the Tv for streaming… that’s all"
Jackson Gore Village, A Vail Resorts Property
10/10 Excellent
"Well maintained Less equipped with amenities in bathroom"
Woodstock Inn & Resort
8/10 Good
"Woodstock itself is absolutely beautiful and has a wonderful atmosphere. However, we had a few issues in both common areas, and our room that significantly impacted our experience. First, the cleanliness of the lobby was disappointing. I noticed that it was noticeably dusty and had visible spiderwebs in several areas, which did not create a welcoming first impression. Second, the bathroom and bed did not live up to the luxurious standard expected. Both the bathroom sink and bathtub drained incredibly slowly. This resulted in an unpleasant backflow of water whenever I tried to use them, which felt very unhygienic. Lastly, the bed was lopsided and very uncomfortable. The boxspring on both sides of the bed was covered in stains, which took away from the charm and comfort of the room. Everything else was great, and with a little more attention to room cleanliness, this place would be flawless."
Grand Summit Resort, A Vail Resorts Property
10/10 Excellent
"Very clean. Staff were super helpful. Beautiful even though it was “off-season”."
Colonial Motel
8/10 Good
"The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again."
The Equinox Golf Resort And Spa
10/10 Excellent
"Great property but a needs a little more tender care."