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

Find Family Hotels in Chester from CA $120

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Check availability on Chester Family Hotels

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

Our top choices for Chester family-friendly hotels

A child in a playhouse with a swing set.

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 cribs.
The price is CA $147
CA $167 total
includes taxes & fees
Nov 5 - Nov 6
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 CA $170
CA $194 total
includes taxes & fees
Oct 28 - Oct 29
Miller House By the Bay
A modern bathroom with marble tiles, a glass shower enclosure, a wooden floor, and a white sink.

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 CA $105
CA $120 total
includes taxes & fees
Nov 1 - Nov 2
The Homeport Motel
A two-story house with a gabled roof and a front porch.

4. 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 CA $200
CA $228 total
includes taxes & fees
Oct 29 - Oct 30
Fairmont House Bed & Breakfast
A forested area with wooden cabins and a wooden deck.

5. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (89 reviews)
The price is CA $224
CA $290 total
includes taxes & fees
Oct 28 - Oct 29
Black Forest Cabins
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 CA $150
CA $171 total
includes taxes & fees
Nov 1 - Nov 2
The Dockside Inn & Restaurant
An outdoor seating area with red umbrellas and a hanging flower arrangement.

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 CA $209
CA $238 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $188
CA $221 total
includes taxes & fees
Oct 28 - Oct 29
Clifty Cove Motel
A view of a waterfront property with a dock and a small building.

9. Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.2 out of 10, Wonderful, (29 reviews)
The price is CA $225
CA $420 total
includes taxes & fees
Oct 28 - Oct 29
Oceanfront Luxury Magical Views Sunset and Sunrise
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

10. 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 CA $167
CA $190 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Bridgewater Hotel & Convention Centre
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 4 hours ago
Rum Runner 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, wildlife, and golfing 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 Northern Sun Gallery & Gifts.

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