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

Hotels with Swimming Pools in Chester

  • 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 Chester Hotels with Swimming Pools

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.
A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.
A modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
Western Shore
S$159
includes taxes & fees
5 Nov - 6 Nov
Oak Island Resort & Conference Centre
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.
A spacious lobby with a reception desk, seating area, and a fireplace.
A modern bathroom with a large bathtub, a wooden vanity, and a bedside table with a lamp.
An outdoor patio area with tables and chairs, string lights, and wooden fences.

2. 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.
S$171
includes taxes & fees
7 Nov - 8 Nov
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

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. Atlantic View Motel and Cottages: 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 Oak Island and For The Birds Nature Shop. Discover sights such as Chester Art Center, Chester Playhouse and Chester Golf Club 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 17°C, while the coldest months are February and January, with an average of -1°C. Average annual precipitation for Chester is 1605 mm.

Explore a world of travel with Expedia