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

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Check availability on Chester Hotels with a Pool

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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 modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.
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.

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
Western Shore
￥23,783
￥27,112 total
includes taxes & fees
Oct 22 - Oct 23
Oak Island Resort & Conference Centre
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.
A modern bathroom with a large bathtub, a wooden vanity, and a bedside table with a lamp.
A spacious lobby with a reception desk, seating area, and a fireplace.
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.
￥26,424
￥30,123 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Bridgewater Hotel & Convention Centre
A rectangular swimming pool with a metal ladder on the left side.
A rustic cabin with a porch and a picnic table in a forest setting.
A wooden door with a view of an outdoor deck and a chair.
A rustic wooden room with a bed, a table, and chairs. There is a 'No Smoking' sign on the wall.

3. Oakhill Pines Campground

Oakhill Pines Campground
Oak Hill
  • Seasonal outdoor oasis with children's pool offers full-day access June through September.
￥13,235
￥15,088 total
includes taxes & fees
Sep 28 - Sep 29
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

Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

10/10 Excellent
"Staff were very helpful and accommodating. good recommendations for dinning."
Brian 1-night trip
Posted 4 hours ago
Days Inn & Conference Center by Wyndham Bridgewater
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"Although we didn’t get the chance to fully explore the area because of the rain, the location and the view were absolutely perfect. The view from the property was spectacular, especially with the yachts—it made the stay feel so peaceful and beautiful. ❤️ The staff were also incredibly friendly, nice, accommodating, and helpful, especially with our luggage. We really appreciated how welcoming and attentive everyone was throughout our short stay. We only stayed for one night as we were traveling to another destination, but we’re so glad we chose this place. Even with the rainy weather, we were still able to appreciate the beautiful surroundings and enjoy the relaxing atmosphere. Definitely a place we’d love to visit again, hopefully on a sunny day so we can explore more! 🌊⛵️✨"
Anna Dea 1-night trip
Posted 1 day 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 2 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 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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