Title: Book the Best Chester FAMILY FRIENDLY Hotels from CA $128 - 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 showing a small town or village and a lake or waterhole](https://images.trvl-media.com/place/6058263/da13667f-ebfc-4552-9481-a816443c7daf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6058263/da13667f-ebfc-4552-9481-a816443c7daf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-01-19&endDate=2026-01-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Chester family-friendly hotels ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/092d1c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/1ce824e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/bc71bfbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/8fb703ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Bridgewater [](https://www.expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) Bridgewater 8.2/10 Very good (917 reviews) "friendly staff, clean room, good location." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Peter CA $130 CA $157 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/abe52928.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) ![Suite, 1 King Bed, Non Smoking (One-Bedroom)](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/e949d6a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/9e3144e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Conference Center by Wyndham Bridgewater [](https://www.expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) Bridgewater 7.6/10 Good (1,000 reviews) "Great place to stay!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Matthew CA $119 CA $139 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) ![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) ![Suite, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/f738392e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Kitchenette, Ocean View (Split Level)](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/d7cb13d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11720000/11716000/11715927/e0a9237b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salt Shaker Deli & Inn [](https://www.expedia.ca/Lunenburg-Hotels-Salt-Shaker-Deli-Inn.h11715927.Hotel-Information) Lunenburg Waterfront 8.8/10 Excellent (274 reviews) "The quaint room, details in the decor, attentive staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeanette CA $149 CA $170 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Lunenburg-Hotels-Salt-Shaker-Deli-Inn.h11715927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/5320949c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, Non Smoking | Living area](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/9f38e91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/046279d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/528e8216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Miller House By the Bay [](https://www.expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) mahone bay 9.8/10 Exceptional (114 reviews) "Great location, great host, great facility. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $195 CA $223 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information) ![Arcade](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/2d7ebd40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Multiple Beds, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/5c3a9a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Multiple Beds, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/fb865e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Multiple Beds, Private Bathroom (Public Showers)](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/db2a43e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oakhill Pines Campground [](https://www.expedia.ca/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.Hotel-Information) Oak Hill 9.0/10 Wonderful (16 reviews) "Staff was super welcoming and cabin was all set for us! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Andrea CA $112 CA $128 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/01e9c8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/3dd59e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/3b2518b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99840000/99830200/99830165/98eb122a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Oceanfront Studio w/ private salt water Hot Tub + Fireplace – C6 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C6.h99830165.Hotel-Information) Boutiliers Point 10/10 Exceptional (9 reviews) "The cabin was very private and it was nice having the hot tub on our front deck." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jane T. CA $249 CA $333 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C6.h99830165.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526480/191bb33c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526480/6ddda770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526480/d6eaddbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526480/499fe487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Choco Bar Backyard Access Private Entry [](https://www.expedia.ca/Bridgewater-Hotels-Hot-Choco-Bar-Backyard-Access-Private-Entry.h123526480.Hotel-Information) Bridgewater 10/10 Exceptional (1 review) "Perfect place to stay. We will be back for sure." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Geoff M. CA $80 CA $148 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Bridgewater-Hotels-Hot-Choco-Bar-Backyard-Access-Private-Entry.h123526480.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526477/f26b2dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526477/b9564cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526477/e0d39174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/124000000/123530000/123526500/123526477/cbe2cff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Balcony View Riverside Walk Prime Downtown [](https://www.expedia.ca/Bridgewater-Hotels-Private-Balcony-View-Riverside-Walk-Prime-Downtown.h123526477.Hotel-Information) Bridgewater CA $75 CA $160 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Bridgewater-Hotels-Private-Balcony-View-Riverside-Walk-Prime-Downtown.h123526477.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/114000000/113450000/113446100/113446072/f91d9a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113450000/113446100/113446072/5ce26ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113450000/113446100/113446072/6c7f55db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113450000/113446100/113446072/0088f4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6. [](https://www.expedia.ca/Bridgewater-Hotels-Luxurious-2-Bedroom-With-King-And-Queen-Bed-And-15-Bathroom-Sleeps-6.h113446072.Hotel-Information) Bridgewater 8.8/10 Excellent (3 reviews) "Everything was clean. We'll set up Would stay again for sure" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Porter F. CA $180 CA $359 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Bridgewater-Hotels-Luxurious-2-Bedroom-With-King-And-Queen-Bed-And-15-Bathroom-Sleeps-6.h113446072.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/f97f53fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/a12330a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/b83d1e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/d1777832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront 1bdrm Cottage w/ private Hot Tub & shared Sauna – Near the Ocean – C3 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C3.h99827978.Hotel-Information) Boutiliers Point 10/10 Exceptional (12 reviews) "Very nice cottage, steps from the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $229 CA $393 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C3.h99827978.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=2026-02-01&endDate=2026-02-02®ionId=58468&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Days Inn & Conference Center by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/e0afbee2_y.jpg) ### Days Inn & Conference Center by Wyndham Bridgewater 10/10 Excellent "The room was great as always in the downstairs Suite.The lady working the desk Saturday January 10th afternoon was above and beyond quality service. " [](https://expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information) ![Best Western Plus Bridgewater Hotel & Convention Centre](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/c7642643_y.jpg) ### Best Western Plus Bridgewater Hotel & Convention Centre 10/10 Excellent "Friendly staff, great restaurant " [](https://expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information) ![The Homeport Motel](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg) ### The Homeport Motel 10/10 Excellent "Very convenient location, great communication, spacious room." [](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information) ![Bridgewater Hotel](https://images.trvl-media.com/lodging/12000000/11070000/11060500/11060456/81caac46_y.jpg) ### Bridgewater Hotel 10/10 Excellent "Friendly and efficient staff." [](https://expedia.ca/Bridgewater-Hotels-Bridgewater-Hotel.h11060456.Hotel-Information) ![Travelodge by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg) ### Travelodge by Wyndham Bridgewater 10/10 Excellent "Room had all the necessities and was fresh and clean. Staff was very courteous and helpful. Enjoyed the breakfast. We plan to stay again." [](https://expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information) ![Clifty Cove Motel](https://images.trvl-media.com/lodging/12000000/11520000/11519200/11519153/f6cb1f8b_y.jpg) ### Clifty Cove Motel 10/10 Excellent "Amazing motel, it;s quiet and tranquil with amazing views morning, noon and night. The staff is incredible and go the extra mile to make you feel comfortable." [](https://expedia.ca/Halifax-Hotels-Clifty-Cove-Motel.h11519153.Hotel-Information) ![Surfside Inn](https://images.trvl-media.com/lodging/3000000/2130000/2124500/2124421/949a32c6_y.jpg) ### Surfside Inn 10/10 Excellent "Great Stay! Clean Room, friendly staff" [](https://expedia.ca/Queensland-Hotels-Surfside-Inn.h2124421.Hotel-Information) ## Frequently asked questions ### What's Chester like for family-friendly vacations? ### When's the best time to book a family-friendly vacation in Chester? ### What's there to see and do with your family in Chester? ## Explore a world of travel with Expedia - Lodging - [Beach Hotel Hotels in Bayswater ](https://www.expedia.ca/Bayswater-Hotels-Beach-Hotel.0-0-d6353709-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bayswater ](https://www.expedia.ca/Bayswater-Hotels-Cheap-Hotels.0-0-d6353709-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Bayswater ](https://www.expedia.ca/Bayswater-Hotels-Family-Hotel.0-0-d6353709-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bayswater ](https://www.expedia.ca/Bayswater-Hotels-Luxury-Hotel.0-0-d6353709-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Big Tancook Island ](https://www.expedia.ca/Big-Tancook-Island-Hotels-Cheap-Hotels.0-0-d553248635976194905-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Scuba Diving Hotels in Downtown Halifax ](https://www.expedia.ca/Downtown-Halifax-Halifax-Hotels-Scuba-Diving-Vacations.0-n6217399-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [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) - 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