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

Find Family Hotels in Chester from CA $133

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Check availability on Chester Family Hotels

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Chester family-friendly hotels

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
Western Shore
  • Families dive into a world of excitement with indoor and seasonal outdoor pools, tennis court, and complimentary cribs.
CA $197
CA $224 total
includes taxes & fees
Sep 2 - Sep 3
Oak Island Resort & Conference Centre

2. Miller House By the Bay

Miller House By the Bay
mahone bay
CA $225
CA $257 total
includes taxes & fees
Aug 31 - Sep 1
Miller House By the Bay

3. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
Bridgewater
  • Family-friendly lakeside retreat offers adventurous fun for all ages at Travelodge Bridgewater.
CA $181
CA $218 total
includes taxes & fees
Aug 23 - Aug 24
Travelodge by Wyndham Bridgewater

4. Surfside Inn

Surfside Inn
Queensland
CA $239
CA $280 total
includes taxes & fees
Sep 8 - Sep 9
Surfside Inn

5. Oakhill Pines Campground

Oakhill Pines Campground
Oak Hill
CA $117
CA $133 total
includes taxes & fees
Aug 16 - Aug 17
Oakhill Pines Campground

6. Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater
Bridgewater
  • Family adventure awaits with free breakfast, nearby attractions, and comfortable rooms at this welcoming Bridgewater hotel.
CA $193
CA $227 total
includes taxes & fees
Sep 6 - Sep 7
Days Inn & Conference Center by Wyndham Bridgewater

7. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
Lunenburg Waterfront
CA $329
CA $375 total
includes taxes & fees
Aug 27 - Aug 28
Salt Shaker Deli & Inn
View all properties

Choose what matters most at family-friendly hotels in Chester

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Chester Hotel Reviews

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

8/10 Good
"It is a beautiful place but unfortunately way too many steps to get to use the outdoor pool And way too much walking and again steps to access the indoor pool for those like myself with mobility issues. I was very disappointed that I was unable to use the pools, they were beautiful. The place itself is beautiful but it could be made more accessible for people with mobility issues. Even to access some of the outside game areas it would be nice if there was a golf cart or some other method of transport to be used to go up snd down to play the games. I would have liked to have been able to use all the facilities without worry. Another thing you might address for your own protection as well as that of the guests is regarding the lovely new showers that are installed. They do have a railing that you can hold on to but the smooth floor is very slippery when wet and there are no bath mats or some kind of texture on the floors to make them safer."
Sandra 2-night trip
Posted 15 hours ago
Oak Island Resort & Conference Centre
Surfside Inn

Surfside Inn

8/10 Good
"We loved the proximity to the beautiful beach! We could easily walk there to enjoy the sun and fun! The suites were as shown on the site and were very spacious and clean."
Kevin 1-night trip
Posted 18 hours ago
Surfside Inn
Clifty Cove Motel

Clifty Cove Motel

10/10 Excellent
"Beautiful view from the balconies. Love listening to the waves on the shore. Very friendly staff."
Heidi 1-night trip
Posted 18 hours ago
Clifty Cove Motel
Bridgewater Hotel

Bridgewater Hotel

8/10 Good
"Room was clean but showed it's age. Dining room and pool were closed Ceiling leaked on my bed 1st night. New rooms were found quickly at no charge. People camped out and drank at the back exit at night"
Linda 3-night trip
Posted 23 hours ago
Bridgewater Hotel
Rum Runner Inn

Rum Runner Inn

10/10 Excellent
"We loved the location and the veranda where we sat with a drink after dinner watching the harbor and people watching. A whimsical place with super friendly people. The room was also very nice with a very comfortable bed and good pillows which are hard to find. I’d return in a heartbeat,"
Alison 1-night trip
Posted 1 day ago
Rum Runner Inn
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

10/10 Excellent
"The breakfast wonderful best I’ve seen, ever, for being included in the price of room. The overall property needs a refresh and the rooms, also. Conveniently located for visiting all the towns in the area. Last but not least, the price of hotels for a two night stay. Not just this one, but all hotels. Getting too expensive, almost 500.00 for two nights."
Dorothy 2-night trip
Posted 1 day ago
Travelodge by Wyndham Bridgewater
Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

10/10 Excellent
"Everyone was helpful and very kind "
Kenneth 1-night trip
Posted 4 days ago
Days Inn & Conference Center by Wyndham Bridgewater

Frequently asked questions

What's Chester like for family-friendly vacations?
The destination of Chester is a good option if you've been considering a getaway with the kids. The entertainment, golfing, and wildlife are just some of the things that make this a good place for family vacations. Take to the air and fly into Stanfield Intl. Airport (YHZ), which is located 42.8 mi (68.8 km) from the city center.
When's the best time to book a family-friendly vacation in Chester?
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.
What's there to see and do with your family in Chester?
While you and your family are visiting Chester, you might want to check out some kid-friendly attractions such as Chester Art Center, Chester Playhouse, and Valverde Studio Gallery. Make sure you have lots of time for activities like For The Birds Nature Shop and Have A Yarn.

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