Title: Book the Best Chester FAMILY FRIENDLY Hotels from CA $160 - Kid-Friendly Hotels in Chester | Expedia.ca [Chester Travel Guide](https://expedia.ca/Chester.dx58468)[Hotels in Chester](https://expedia.ca/Chester-Hotels.d58468.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d58468.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d58468.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d58468.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d58468.Destination-Travel-Guides) ![Chester which includes boating, a bay or harbour and a coastal town](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/85000/85431-Chester.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Chester from CA $160 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chester Family Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-02&endDate=2025-10-03&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-03&endDate=2025-10-04&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Family Hotels ![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/61799608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/5320949c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/78efd4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/5fb3074d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Miller House By the Bay mahone bay 9.8/10 Exceptional (95) "Excellent breakfast and friendly atmosphere " CA $140 CA $160 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) ![Comfort Room, Garden View](https://images.trvl-media.com/lodging/108000000/107630000/107624500/107624495/ca344743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, Garden View](https://images.trvl-media.com/lodging/108000000/107630000/107624500/107624495/fc33f9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/108000000/107630000/107624500/107624495/ad70473a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, Garden View | Bathroom](https://images.trvl-media.com/lodging/108000000/107630000/107624500/107624495/ddb66ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rose & Thistle Bed & Breakfast Lunenburg 9.8/10 Exceptional (48) "Great stay! Very friendly owners, comfortable room, fantastic breakfast - everything exceeded our expectations!" CA $153 CA $205 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Lunenburg-Hotels-Rose-Thistle-Bed-Breakfast.h107624495.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/9020295d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/cad232e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/58baeae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Bridgewater Bridgewater 8.2/10 Very good (874) "The staff were amazingly friendly and shared their knowledge of the area." CA $153 CA $185 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/46a2dc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/4952f330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/d3bdf75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/134f8f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Conference Center by Wyndham Bridgewater Bridgewater 7.6/10 Good (1000) "Great location, clean, would stay again." CA $147 CA $173 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) ![Suite, Kitchenette, Ocean View (Split Level) | Private kitchenette](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/f29b67eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/2481ac81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/35025a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/fe5cfca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salt Shaker Deli & Inn Old Town Lunenburg 8.8/10 Excellent (265) "Beautiful inn, great food and atmosphere in the bistro. " CA $209 CA $238 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Lunenburg-Hotels-Salt-Shaker-Deli-Inn.h11715927.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/e0636ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/87b0c214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/d3bbfadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/72c94de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort Hubbards 8.4/10 Very good (27) "Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! " CA $180 CA $237 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Fox-Point-Hotels-4-Bed.h77983126.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/f72c4323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/55606f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/216f7635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99830000/99827300/99827255/dfb6487b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilson's Coastal Club - C2 Boutiliers Point 10/10 Exceptional (6) "Great cottage. Exactly as advertised - cozy furniture, lovely surroundings and gardens, easy parking. The beds are exceptionally comfy! Would stay again!" CA $199 CA $266 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C2.h99827255.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119150000/119147500/119147405/c786fbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/120000000/119150000/119147500/119147405/ddbee00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119150000/119147500/119147405/6f5211a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/120000000/119150000/119147500/119147405/b8faedb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Salt + Soul Suite – Cozy Apt 5 Bridgewater 10/10 Exceptional (1) "Cozy little space for short term stay. Fairly well equipped. Appliances in good shape. Clean and tastefully decorated. Noisy road. No yard. Well situated close to amenities." CA $85 CA $237 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Bridgewater-Hotels-The-Salt-Soul-Suite-Cozy-Apt-5.h119147405.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33950000/33947200/33947130/d4aeb7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/34000000/33950000/33947200/33947130/2009c40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33947200/33947130/69b8bd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33950000/33947200/33947130/bc0c6e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Retreat Hubbards Nova Scotia Hubbards 9.4/10 Exceptional (10) "Great property!" CA $350 CA $635 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Halifax-Hotels-Oceanside-Retreat-Hubbards-Nova-Scotia.h33947130.Hotel-Information) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/97d21ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/6022b50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/3a7613ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106930000/106921400/106921371/2dd6146a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zen Oceanfront Chalet- Hot Tub & Sauna - Private South Shore NS 10/10 Exceptional (1) "Everything about this rental is fabulous. The communication was excellent, helpful and fast. The location is great. The decor and layout are top notch. Our family were very confortable here. Thank you!" CA $659 CA $1,182 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Dublin-Shore-Hotels-Zen-Oceanfront-Chalet.h106921371.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=58468&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Days Inn & Conference Center by Wyndham Bridgewater](//images.trvl-media.com/lodging/1000000/70000/62700/62699/e0afbee2_y.jpg) ### Days Inn & Conference Center by Wyndham Bridgewater 10/10 Excellent "Grat service" [](https://expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) ![Clifty Cove Motel](//images.trvl-media.com/lodging/12000000/11520000/11519200/11519153/f6cb1f8b_y.jpg) ### Clifty Cove Motel 10/10 Excellent "A beautiful setting with a stunning view. Nice hosts who give you your space but are there for you if you need something. " [](https://expedia.ca/Halifax-Hotels-Clifty-Cove-Motel.h11519153.Hotel-Information) ![Surfside Inn](//images.trvl-media.com/lodging/3000000/2130000/2124500/2124421/949a32c6_y.jpg) ### Surfside Inn 10/10 Excellent "The inn was wonderful " [](https://expedia.ca/Queensland-Hotels-Surfside-Inn.h2124421.Hotel-Information) ![Atlantic View Motel and Cottages](//images.trvl-media.com/lodging/12000000/11460000/11452000/11451968/f7de416e_y.jpg) ### Atlantic View Motel and Cottages 10/10 Excellent "We had a wonderful stay! Our motel room was clean, quiet, and bright with two large windows offering stunning views of the pond and ocean. We even spotted the Bluenose sailing by! This place has earned its spot as our go-to destination when visiting Lunenburg, Mahone Bay, Chester, and Oak Island. We highly recommend booking the Bluenose Sailing 2 1/2 hour tour and Oak Island Tour ahead of time, as they're extremely popular and sell out fast!" [](https://expedia.ca/Lunenburg-Hotels-Atlantic-View-Motel-And-Cottages.h11451968.Hotel-Information) ![The Homeport Motel](//images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg) ### The Homeport Motel 10/10 Excellent "Very clean. Ice cold ac" [](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ![Best Western Plus Bridgewater Hotel & Convention Centre](//images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/c7642643_y.jpg) ### Best Western Plus Bridgewater Hotel & Convention Centre 10/10 Excellent "Super comfortable beds! Nice breakfast area." [](https://expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information) ![Bridgewater Hotel](//images.trvl-media.com/lodging/12000000/11070000/11060500/11060456/81caac46_y.jpg) ### Bridgewater Hotel 10/10 Excellent "The room was cleaned.The staffs were friendly and nice. I would stay again. " [](https://expedia.ca/Bridgewater-Hotels-Bridgewater-Hotel.h11060456.Hotel-Information) ![Travelodge by Wyndham Bridgewater](//images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg) ### Travelodge by Wyndham Bridgewater 10/10 Excellent "Excellent location Room was clean and staff very helpful " [](https://expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ## 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 Playhouse, Chester Art Center, and Amicus Gallery. 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[Winery Hotels in Nova Scotia](https://www.expedia.ca/Destinations-In-Nova-Scotia-Winery-Hotel.0-0-d11173-tWineryHotel.Hotel-Filter-Destinations) - [Adults Only Resorts & in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Adults-Only-Resorts.0-n6217399-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Beach-Hotel.0-n6217399-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Business-Hotel.0-n6217399-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Couples-Resorts-Hotels.0-n6217399-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Golf-Hotel.0-n6217399-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Green-Sustainable.0-n6217399-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Historic-Hotel.0-n6217399-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Honeymoon-Hotels.0-n6217399-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Hotels-With-Childcare.0-n6217399-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Hotels-With-Indoor-Pool.0-n6217399-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Hotels-With-Smoking-Rooms.0-n6217399-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - 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[Ski Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Ski-Hotel.0-n6217399-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Halifax](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Waterpark-Hotels.0-n6217399-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Halifax](https://www.expedia.ca/Halifax-Hotels-Adults-Only-Resorts.0-0-d602873-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Halifax](https://www.expedia.ca/Halifax-Hotels-All-Inclusive-Hotel.0-0-d602873-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Halifax](https://www.expedia.ca/Halifax-Hotels-Business-Hotel.0-0-d602873-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Halifax](https://www.expedia.ca/Halifax-Hotels-Couples-Resorts-Hotels.0-0-d602873-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Halifax](https://www.expedia.ca/Halifax-Hotels-Golf-Hotel.0-0-d602873-tGolfHotel.Travel-Guide-Filter-Hotels) - 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