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

Find Family Hotels in Chester from CA $123

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Check availability on Chester Family Hotels

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Chester family-friendly hotels

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 pool area with chairs and a lifebuoy, large windows, and a view of the outdoors.
A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.
A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

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 $223
CA $254 total
includes taxes & fees
Sep 28 - Sep 29
Oak Island Resort & Conference Centre
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
A dining room with a round table set for six, surrounded by six chairs. There is a chandelier above the table, and a large framed picture on the wall.
A waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.
A cozy living room with a wooden ceiling, a large window with curtains, a black sofa, a yellow armchair, a wooden coffee table, and a bookshelf filled with books and decorative items.

2. Miller House By the Bay

Miller House By the Bay
mahone bay
CA $170
CA $194 total
includes taxes & fees
Sep 14 - Sep 15
Miller House By the Bay
A deck with a table and chairs, a blue umbrella, and a railing overlooking a body of water and trees.
A coastal view with a road curving along the shoreline, surrounded by dense forest and a calm sea.
A two-story house with a balcony and a covered porch area.
A wooden deck with outdoor seating, including tables and chairs, and two umbrellas providing shade.

3. Surfside Inn

Surfside Inn
Queensland
CA $242
CA $284 total
includes taxes & fees
Sep 8 - Sep 9
Surfside Inn
A bathroom with a sink, toilet, and bathtub.
A breakfast buffet setup with various food items and beverages, a coffee machine, and a water dispenser.
A modern kitchen with a central island, recessed lighting, and a view to the outside.
A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

4. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
Bridgewater
  • Family-friendly lakeside retreat offers adventurous fun for all ages at Travelodge Bridgewater.
CA $184
CA $223 total
includes taxes & fees
Sep 24 - Sep 25
Travelodge by Wyndham Bridgewater
An outdoor seating area with red umbrellas and a hanging flower arrangement.
A cozy living room with a grey sofa, a wooden staircase, a dining area with a white table and chairs, and a kitchen with white cabinets and a microwave.
A compact kitchen with white cabinets, a black countertop, and a built-in dishwasher. There are shelves above the sink holding various kitchen items, and a microwave on the countertop.
A building with a sign reading "SALT SHAKER DELI" and a hanging flower basket.

5. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
Lunenburg Waterfront
CA $209
CA $238 total
includes taxes & fees
Aug 31 - Sep 1
Salt Shaker Deli & Inn
A pool table in a room with arcade games and a billiards table.
A rustic cabin with a porch and a picnic table in a forest setting.
A rustic wooden room with a bed, a table, and chairs. There is a 'No Smoking' sign on the wall.
A wooden cabin with a porch, two windows, and a door leading inside.

6. Oakhill Pines Campground

Oakhill Pines Campground
Oak Hill
CA $108
CA $123 total
includes taxes & fees
Sep 28 - Sep 29
Oakhill Pines Campground
A dining area with wooden chairs and tables, large paintings on the walls, and ceiling fans.
A kitchen with dark wooden cabinets, a granite countertop, a white microwave, and two black bar stools.
A hotel room with a large bed, a desk with a television, a chair, and a window with curtains.
A hotel room with a fireplace, a television, two armchairs, a sofa, a coffee table, and a framed picture on the wall.

7. 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 $194
CA $228 total
includes taxes & fees
Sep 27 - Sep 28
Days Inn & Conference Center by Wyndham Bridgewater
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

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

8/10 Good
"Nothing fancy. Just a place for restful sleep. A few people slammed their doors, but I'm hearing that everywhere these days. No elevator. Breakfast was good."
Ronald 1-night trip
Posted 13 hours ago
Travelodge by Wyndham Bridgewater
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"Great place. Restaurant and bar. Outdoor firepit. Great view of oak island"
Daniel 1-night trip
Posted 15 hours ago
Oak Island Resort & Conference Centre
Atlantic View Motel and Cottages

Atlantic View Motel and Cottages

10/10 Excellent
"Super cute spot, the beach was nice and cottage was lovely and clean. There was lots of seating outside- two benches at the beach itself, chairs around a firepit, and chairs outside the cottage. Would return again."
Afton 1-night trip
Posted 17 hours ago
Atlantic View Motel and Cottages
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent
"This was a wonderful hotel. The staff are incredible, courteous, friendly and professional. The rooms were very clean. There is a little gazebo outside but we did not get to enjoy it...maybe next year. Thank you once again for a wonderful stay"
Carmelita 1-night trip
Posted 19 hours ago
Best Western Plus Bridgewater Hotel & Convention Centre
Clifty Cove Motel

Clifty Cove Motel

10/10 Excellent
"Beautiful views and very well maintained."
Loretta 1-night trip
Posted 23 hours ago
Clifty Cove Motel
The Homeport Motel

The Homeport Motel

10/10 Excellent
"Great place to stay - clean room, great amenities, quiet and convenient for Lunenberg which is just a short walk away - highly recommended!"
Niels 1-night trip
Posted 1 day ago
The Homeport Motel
Rum Runner Inn

Rum Runner Inn

10/10 Excellent
"Loved everything about it"
Cheri 1-night trip
Posted 3 days ago
Rum Runner Inn
Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

8/10 Good
"It was dated but clean"
Tara 1-night trip
Posted 4 days ago
Days Inn & Conference Center by Wyndham Bridgewater
Surfside Inn

Surfside Inn

10/10 Excellent
"Very charming place. The dinner we had exceptional! Also super ose to a lovely swim in the ocean. Would absolutely stay here again."
wendy angela 2-night trip
Posted 4 days ago
Surfside Inn

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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