Title: Chesterland Inns from CA $275 | 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) ![Pumpkin pickin'!](https://images.trvl-media.com/place/6269507/3a49cabc-5661-4eb5-a9d9-eccb67f62b7f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kristin DePlatchett # Search Inns in Chesterland from CA $275 - ![](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 Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterland inns ![Signature Suite, 2 Double Beds, Lake View | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93400000/93399800/93399717/fd072917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/94000000/93400000/93399800/93399717/7f824c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93400000/93399800/93399717/eb9a2620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93400000/93399800/93399717/8d9dec74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tall Oaks Resort [](https://www.expedia.ca/Cleveland-Hotels-Tall-Oaks-Event-Complex.h93399717.Hotel-Information) Willoughby 9.4/10 Exceptional (30) "Beautiful resort. We didn't have anyone to check us in, but our instructions were easy to find. Kids loved the arcade games and the adults like the shared kitchen. Close to Kirtland temple and other historical sites. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $202 CA $275 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Cleveland-Hotels-Tall-Oaks-Event-Complex.h93399717.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/f26e12a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/8e2af812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Single Room](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/82b21e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/dc755e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steele Mansion [](https://www.expedia.ca/Austinburg-Hotels-Steele-Mansion.h10239738.Hotel-Information) Painesville 10/10 Exceptional (444) "Family had a wonderful stay while here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $282 CA $325 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Austinburg-Hotels-Steele-Mansion.h10239738.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=2026-01-13&endDate=2026-01-14®ionId=6269507&adults=2&lodging=INN&sort=RECOMMENDED&openPlayBack=true) ![](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-Inns.d6269507-aaInns.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Inns.d6269507-aaInns.Travel-Guide-Accommodation) ## Top Chesterland Hotel Reviews ![The Westin Cleveland Downtown](https://images.trvl-media.com/lodging/1000000/10000/3400/3332/a3be6d16_y.jpg) ### The Westin Cleveland Downtown 10/10 Excellent "Was able to check in early everyone was super friendly " [](https://expedia.ca/Cleveland-Hotels-The-Westin-Cleveland-Downtown.h3332.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 "Clean room, friendly breakfast and intake staff desk, convenient to walk to major cites in Cleveland, large pool" [](https://expedia.ca/Cleveland-Hotels-Drury-Plaza-Hotel-Cleveland-Downtown.h13578935.Hotel-Information) ![Embassy Suites by Hilton Cleveland Rockside](https://images.trvl-media.com/lodging/1000000/800000/794900/794886/a8201c46_y.jpg) ### Embassy Suites by Hilton Cleveland Rockside 10/10 Excellent "Clean, spacious rooms. Such a beautiful hotel. Staff was so kind and helpful." [](https://expedia.ca/Cleveland-Hotels-Embassy-Suites-Cleveland-Rockside.h794886.Hotel-Information) ![Fidelity Hotel](https://images.trvl-media.com/lodging/110000000/109300000/109297700/109297621/2e6fd129_y.jpg) ### Fidelity Hotel 10/10 Excellent "The hotel is pretty good and clean but you can hear a lot of noise in the hallways. " [](https://expedia.ca/Cleveland-Hotels-Fidelity-Hotel.h109297621.Hotel-Information) ![Tru By Hilton Cleveland Midtown](https://images.trvl-media.com/lodging/37000000/36480000/36475300/36475236/7ba1bba5_y.jpg) ### Tru By Hilton Cleveland Midtown 10/10 Excellent "Very close to Cleveland Clinic! We had an appointment and live 4 hours away. It was clean and safe. Very convenient. Definitely will be staying here again " [](https://expedia.ca/Cleveland-Hotels-Tru-By-Hilton-Cleveland-Midtown.h36475236.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 "Friendly staff Very clean, easy parking" [](https://expedia.ca/Cleveland-Hotels-Hilton-Garden-Inn-Cleveland-Downtown.h866043.Hotel-Information) ![Hotel Cleveland, Autograph Collection](https://images.trvl-media.com/lodging/1000000/20000/12400/12309/ffe01549_y.jpg) ### Hotel Cleveland, Autograph Collection 10/10 Excellent "The room was great, the staff was accommodating even though they were incredibly being hosting many people in to watch the NFL game the next day. Highly recommend this hotel, and to add to this, Cleveland was a blast!. " [](https://expedia.ca/Cleveland-Hotels-Hotel-Cleveland.h12309.Hotel-Information) ![Hilton Cleveland Downtown](https://images.trvl-media.com/lodging/14000000/13310000/13304700/13304695/1ebdaf0e_y.jpg) ### Hilton Cleveland Downtown 10/10 Excellent "Everything was very good. " [](https://expedia.ca/Cleveland-Hotels-Hilton-Cleveland-Downtown.h13304695.Hotel-Information) ![The Glidden House](https://images.trvl-media.com/lodging/1000000/10000/4100/4042/a94737c8_y.jpg) ### The Glidden House 10/10 Excellent "The hotel was beautifully decorated for the Holidays. The front desk person, Louise was efficient, welcoming, friendly, helpful, and just an asset to this hotel. The room was clean and comfortable. The room had water for the guests which is a nice touch. The bathroom was clean and had all the amenities one could need. The only negative comment I have is the pillows on the bed were not comfortable, which would not affect my choice to return here. The breakfast was absolutely delicious. (I travel each week for my profession) and the food was freshly made, and there was a wide variety of choices: fresh fruit, yogurt, waffles, eggs, sausage, potatoes, and different pastries. It was such a pleasant stay. We will definitely be back." [](https://expedia.ca/Cleveland-Hotels-The-Glidden-House.h4042.Hotel-Information) ## Find out more about Chesterland ## Chesterland Inns information | Number of reviews | 474 | | ----------------- | ------- | | Accommodation | 2 Inns | | Lowest Price | CA $275 | | Highest Price | CA $325 | ## 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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