A large, two-story house with a steeply pitched roof and a chimney.

Chester Hotels with Swimming Pool

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Check availability on Chester Hotels with Swimming Pools

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chester hotels with a pool

A pool area with chairs and a lifebuoy, large windows, and a view of the outdoors.
A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.
An aerial view of a marina with boats docked, surrounded by greenery and a large building.
A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
Western Shore
RM677
RM772 total
includes taxes & fees
22 Oct - 23 Oct
Oak Island Resort & Conference Centre
A rectangular swimming pool with a metal ladder on the left side.
A rustic wooden room with a bed, a table, and chairs. There is a 'No Smoking' sign on the wall.
A wooden cabin with a porch, two windows, and a door leading inside.
A wooden door with a view of an outdoor deck and a chair.

2. Oakhill Pines Campground

Oakhill Pines Campground
Oak Hill
  • Seasonal outdoor oasis with children's pool offers full-day access June through September.
RM484
RM552 total
includes taxes & fees
29 Sept - 30 Sept
Oakhill Pines Campground
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.
A hotel room with a sofa, a small table, a TV, a microwave, and a bathroom visible through an open door.
An outdoor patio area with tables and chairs, string lights, and wooden fences.
A spacious lobby with a reception desk, seating area, and a fireplace.

3. Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre
Cookville
  • Indoor pool paradise with waterslide makes this hotel a splash-filled retreat in Bridgewater.
RM710
RM809 total
includes taxes & fees
13 Oct - 14 Oct
Best Western Plus Bridgewater Hotel & Convention Centre
View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Chester Hotel Reviews

Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

8/10 Good
"A little unkepf. No elevator."
Tom and Gail 1-night trip
Posted 3 hours ago
Days Inn & Conference Center by Wyndham Bridgewater
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"Great location. Room was clean as was the facility."
Sandy 1-night trip
Posted 14 hours ago
Oak Island Resort & Conference Centre
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

8/10 Good
"I"
R Wade 1-night trip
Posted 4 days ago
Best Western Plus Bridgewater Hotel & Convention Centre

Frequently asked questions

What are some hotels with pools in Chester?
Bridgewater Hotel: Provides a snack bar/deli, an indoor pool and continental. Travelodge by Wyndham Bridgewater: Features a seasonal outdoor pool, an indoor pool and a sauna. Days Inn & Conference Center by Wyndham Bridgewater: Offers a children's pool, a seasonal outdoor pool and free self parking.
What is there to see and do in Chester?
Make a point to visit attractions such as Graves Island Provincial Park and For The Birds Nature Shop. Discover sights such as Chester Playhouse, Chester Golf Club and Lordly House Museum during your stay.
When is the best time to book a hotel with a pool in Chester?
Taking the local weather in Chester into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 17Β°C, while the coldest months are February and January, with an average of -1Β°C. Average annual precipitation for Chester is 1605 mm.

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