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

Find Hotels with a Pool in Chester from CA $133

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Check availability on Chester Hotels with a Pool

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Chester hotels with a pool

Indoor pool, seasonal outdoor pool
Aerial view
Food and drink
Exterior

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
Western Shore
CA $268
CA $306 total
includes taxes & fees
Sep 20 - Sep 21
Oak Island Resort & Conference Centre
Indoor pool
Suite, Multiple Beds, Non Smoking, Kitchenette (Dining Table;Shower Only;with Sofabed)
Lobby
In-room safe, desk, iron/ironing board, cribs (free)

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.
CA $246
CA $281 total
includes taxes & fees
Oct 7 - Oct 8
Best Western Plus Bridgewater Hotel & Convention Centre
Seasonal outdoor pool
Cabin, Multiple Beds, Shared Bathroom
Cabin, 1 Double Bed, Shared Bathroom
Cabin, Multiple Beds, Private Bathroom (Public Showers)

3. Oakhill Pines Campground

Oakhill Pines Campground
Oak Hill
  • Seasonal outdoor oasis with children's pool offers full-day access June through September.
CA $117
CA $133 total
includes taxes & fees
Sep 14 - Sep 15
Oakhill Pines Campground
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

Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent
"Nice place and restaurant"
Kirby 1-night trip
Posted 5 hours ago
Best Western Plus Bridgewater Hotel & Convention Centre
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

8/10 Good
"Room was clean and updated with mini frig but no microwave. Facilities were great indoor & outdoor pools awesome for kids plus many other outdoor activities available as well. Fire pit and s’mores also a great hit. Fun spot for families!"
Sue 1-night trip
Posted 15 hours ago
Oak Island Resort & Conference Centre

Frequently asked questions

What are some hotels with pools in Chester?
Travelodge by Wyndham Bridgewater: Features a seasonal outdoor pool, an indoor pool, and a sauna. Bridgewater Hotel: Offers a snack bar/deli, an indoor pool, and continental. Oak Island Resort & Conference Centre: Features 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 like 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 into account the local weather in Chester is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 62°F, while the coldest months are February and January with an average of 31°F. Average annual precipitation for Chester is 63 inches.

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