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

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Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Seasonal outdoor pool

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
9.0 out of 10, Wonderful, (16 reviews)
  • cleanliness
    Seasonal outdoor oasis with children's pool offers full-day access June through September.
The price is 2.203.511 ₫
2.512.003 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Oakhill Pines Campground
Indoor pool, seasonal outdoor pool

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.5 star property
Western Shore
8.2 out of 10, Very good, (514 reviews)
The price is 4.716.546 ₫
5.376.862 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Oak Island Resort & Conference Centre
Indoor pool

Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre
3.5 star property
Cookville
9.2 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Indoor pool paradise with waterslide makes this hotel a splash-filled retreat in Bridgewater.
The price is 5.196.088 ₫
5.923.566 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Best Western Plus Bridgewater Hotel & Convention Centre
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"We travelled there as our trip was to visit oak island. Very convenient as really close. The room was great. The staff were great and the food was excellent. Awesome place to stay and recommend to anyone."
Nelson 2-night trip
Posted 3 days ago
Oak Island Resort & Conference Centre
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent
"This was by far the best hotel on our road trip across four provinces. The staff were great and the rooms were very clean. I also received an extra bag of cookies for my puppy which was a fun little attention to detail."
Kirsten 2-night trip
Posted 4 days ago
Best Western Plus Bridgewater Hotel & Convention Centre

Frequently asked questions

What is there to see and do in Chester?
Make a point to visit attractions such as Graves Island Provincial Park and Have A Yarn. Discover sights such as Tancook Island, Chester Golf Club and Chester Art Center 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.