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

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Check availability on Chester Family-Friendly Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chester family-friendly hotels

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
3.5 star property
Western Shore
8.4 out of 10, Very good, (634 reviews)
  • cleanliness
    Families dive into a world of excitement with indoor and seasonal outdoor pools, tennis court, and complimentary cots.
The price is £90
includes taxes & fees
1 Nov - 2 Nov
Oak Island Resort & Conference Centre
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

2. Miller House By the Bay

Miller House By the Bay
2.0 star property
mahone bay
9.8 out of 10, Exceptional, (261 reviews)
The price is £93
includes taxes & fees
28 Oct - 29 Oct
Miller House By the Bay
A hotel room with two beds, a large window, and artwork on the walls.

3. The Homeport Motel

The Homeport Motel
2.0 star property
Lunenburg
9.2 out of 10, Wonderful, (844 reviews)
  • cleanliness
    Family-friendly adventures begin at this coastal retreat, featuring a spacious yard and Netflix for after-day entertainment.
The price is £64
includes taxes & fees
3 Nov - 4 Nov
The Homeport Motel
A forested area with wooden cabins and a wooden deck.

4. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (89 reviews)
The price is £141
includes taxes & fees
28 Oct - 29 Oct
Black Forest Cabins
A two-story house with a gabled roof and a front porch.

5. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (334 reviews)
The price is £122
includes taxes & fees
28 Oct - 29 Oct
Fairmont House Bed & Breakfast
A waterfront restaurant with outdoor seating and a gift shop.

6. The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
3.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (642 reviews)
The price is £91
includes taxes & fees
1 Nov - 2 Nov
The Dockside Inn & Restaurant
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.

7. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
3.5 star property
Lunenburg Waterfront
8.8 out of 10, Excellent, (320 reviews)
The price is £127
includes taxes & fees
29 Oct - 30 Oct
Salt Shaker Deli & Inn
A deck with a glass table and two chairs overlooking a rocky shoreline and calm sea.

8. Clifty Cove Motel

Clifty Cove Motel
2.0 star property
Indian Harbour
9.2 out of 10, Wonderful, (680 reviews)
The price is £118
includes taxes & fees
31 Oct - 1 Nov
Clifty Cove Motel
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

9. 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, (1,007 reviews)
  • cleanliness
    Family-friendly hotel offers indoor pool with waterslide, nearby parks, hiking trails, and sofa beds.
The price is £102
includes taxes & fees
8 Nov - 9 Nov
Best Western Plus Bridgewater Hotel & Convention Centre
A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

10. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
2.0 star property
Bridgewater
8.0 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Family-friendly lakeside retreat offers adventurous fun for all ages at Travelodge Bridgewater.
The price is £83
includes taxes & fees
1 Nov - 2 Nov
Travelodge by Wyndham Bridgewater
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 family-friendly hotels in Chester

Breakfast included
Pool

Top Chester Hotel Reviews

Rum Runner Inn

Rum Runner Inn

10/10 Excellent
"The Inn was in a perfect location. Right in the core of Lunenburg, easy access to the historical center. Very clean and comfortable. Friendly staff to help with any questions"
blair 1-night trip
Posted 2 hours ago
Rum Runner Inn

Frequently asked questions

What's Chester like for family-friendly holidays?
The destination of Chester is a good option if you've been considering a getaway with the children. The entertainment, wildlife and golf are just some of the things that make this a good destination for family holidays. Take to the air and fly into Halifax, NS (YHZ-Stanfield Intl.), which is located 42.8 mi (68.8 km) from the city centre.
When's the best time to book a family-friendly holiday in Chester?
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.
What's there to see and do with your family in Chester?
While you and your family are visiting Chester, you may want to explore some child-friendly attractions such as Chester Art Center, Chester Playhouse and Valverde Studio Gallery. Make sure that you have lots of time for activities such as For The Birds Nature Shop and Northern Sun Gallery & Gifts.

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