Title: Chesterland Chalets from CA $425 | Expedia.ca [Hotels in Chesterland](https://expedia.ca/Chesterland-Hotels.d6269507.Travel-Guide-Hotels)[Vacation Rentals in Chesterland](https://expedia.ca/Chesterland-Vacation-Rentals.d6269507.Travel-Guide-VacationRentals)[Chesterland Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterland.d6269507.Car-Rental-Guide)[Chesterland Vacation Packages](https://expedia.ca/Chesterland.d6269507.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterland chalets ![Exterior](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/09c44653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/4d4278da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/eb8e833f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/a99b02ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Chalet w/ Private Deck, Wood Stove & Scenic Trails in Ohio Wine Country [](https://www.expedia.ca/Madison-Hotels-Lakeside-Chalet-W-Private-Deck.h120044855.Hotel-Information) Madison CA $373 CA $425 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Madison-Hotels-Lakeside-Chalet-W-Private-Deck.h120044855.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=2026-02-21&endDate=2026-02-22®ionId=6269507&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Chalets.d6269507-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Chalets.d6269507-aaChalets.Travel-Guide-Accommodation) ## Top Chesterland Hotel Reviews ![Hilton Cleveland Downtown](https://images.trvl-media.com/lodging/14000000/13310000/13304700/13304695/1ebdaf0e_y.jpg) ### Hilton Cleveland Downtown 10/10 Excellent "staff were so helpful. " [](https://expedia.ca/Cleveland-Hotels-Hilton-Cleveland-Downtown.h13304695.Hotel-Information) ![Drury Plaza Hotel Cleveland Downtown](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578935/78bc1417_y.jpg) ### Drury Plaza Hotel Cleveland Downtown 10/10 Excellent "My family and I came to Cleveland to visit the Rock & Roll HOF, and stayed at the Drury for 2 nights. The building is absolutely beautiful! The rooms were clean, the complimentary breakfast and dinner were really good, but what stood out the most was the staff. Across the board, every staff member including the valet, the front-desk workers, the cleaners, the bartenders, and the manager were all amazing. We hung out at the hotel all night and watched the manager do everything from walk around greeting guests, jumping behind the bar to help out serving drinks, literally cleaning tables and moving furniture, checking in new guests. I always respect a manager whom is willing to do all the jobs his or her hard-working staff does. I strongly recommend the Drury if you're in town in Cleveland!" [](https://expedia.ca/Cleveland-Hotels-Drury-Plaza-Hotel-Cleveland-Downtown.h13578935.Hotel-Information) ![Kimpton Schofield Hotel by IHG](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181279/db78d7b4_y.jpg) ### Kimpton Schofield Hotel by IHG 10/10 Excellent "Very clean, comfortable rooms. Friendly staff and free coffee bar in the lobby with a wonderful fireplace! " [](https://expedia.ca/Cleveland-Hotels-Kimpton-Schofield-Hotel.h13181279.Hotel-Information) ![Hyatt Regency Cleveland At The Arcade](https://images.trvl-media.com/lodging/1000000/600000/597000/596912/b5eab360_y.jpg) ### Hyatt Regency Cleveland At The Arcade 10/10 Excellent "The room was spotless, the lobby gorgeous for Christmas. " [](https://expedia.ca/Cleveland-Hotels-Hyatt-Regency-Cleveland-At-The-Arcade.h596912.Hotel-Information) ![Crowne Plaza Cleveland at Playhouse Square by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17461/84e209cd_y.jpg) ### Crowne Plaza Cleveland at Playhouse Square by IHG 10/10 Excellent "Staff were very friendly." [](https://expedia.ca/Cleveland-Hotels-Crowne-Plaza-Cleveland-At-Playhouse-Square.h17461.Hotel-Information) ![Hotel Indigo Cleveland Downtown by IHG](https://images.trvl-media.com/lodging/1000000/120000/119000/119000/11326ddb_y.jpg) ### Hotel Indigo Cleveland Downtown by IHG 10/10 Excellent "Everything was great! The floor of our room got a little gross because we were tracking salt in from the snowy sidewalks. It was really noticeable with the hardwood floors but that’s not really anyone’s fault. Just an observation. " [](https://expedia.ca/Cleveland-Hotels-Hotel-Indigo-Cleveland-Downtown.h119000.Hotel-Information) ![Spark by Hilton Cleveland Beachwood](https://images.trvl-media.com/lodging/1000000/20000/12700/12666/89fac188_y.jpg) ### Spark by Hilton Cleveland Beachwood 10/10 Excellent "Your staff were extremely friendly and wonderful! Rooms was comfortable and very clean. " [](https://expedia.ca/Cleveland-Hotels-Spark-By-Hilton-Cleveland-Beachwood.h12666.Hotel-Information) ![Hilton Garden Inn Cleveland Downtown](https://images.trvl-media.com/lodging/1000000/870000/866100/866043/725ce971_y.jpg) ### Hilton Garden Inn Cleveland Downtown 10/10 Excellent "The staff were extremely friendly and helpful The room was clean and quiet. We will stay here again when we are in town." [](https://expedia.ca/Cleveland-Hotels-Hilton-Garden-Inn-Cleveland-Downtown.h866043.Hotel-Information) ![The Glidden House](https://images.trvl-media.com/lodging/1000000/10000/4100/4042/a94737c8_y.jpg) ### The Glidden House 10/10 Excellent "One of my very favorite places to stay, anywhere! Super comfortable, beautiful. Not overdone or pretentious. Just lovely." [](https://expedia.ca/Cleveland-Hotels-The-Glidden-House.h4042.Hotel-Information) ## Find out more about Chesterland ## Chesterland Chalets information | Number of reviews | | | ----------------- | --------- | | Accommodation | 1 Chalets | | Lowest Price | CA $425 | | Highest Price | CA $425 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Chagrin Falls ](https://www.expedia.ca/4Star-Chagrin-Falls-Hotels.s40-0-d3000452392.Travel-Guide-Filter-Hotels) - [Hotels near Alpine Valley ](https://www.expedia.ca/Alpine-Valley-Hotels.0-l553248621561735299-0.Travel-Guide-Filter-Hotels) - [B&B in Chagrin Falls ](https://www.expedia.ca/Chagrin-Falls-Bed-And-Breakfast.d3000452392-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Chagrin Falls ](https://www.expedia.ca/Chagrin-Falls-Guest-Houses.d3000452392-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Chagrin Falls ](https://www.expedia.ca/Chagrin-Falls-Hotels-Cheap-Hotels.0-0-d3000452392-tCheapHotels.Travel-Guide-Filter-Hotels) - 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