Title: Visit Chesterland: Best of Chesterland Tourism | Expedia Travel Guide - 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) # Chesterland ## Travel Guide ![Pumpkin pickin'!](https://images.trvl-media.com/place/6269507/3a49cabc-5661-4eb5-a9d9-eccb67f62b7f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Pumpkin pickin'!](https://images.trvl-media.com/place/6269507/3a49cabc-5661-4eb5-a9d9-eccb67f62b7f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Chesterland Things to do ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_6269507) - Chesterland Hotel Deals - Vacation Rentals in Chesterland ![Hotel Indigo Cleveland Downtown by IHG](https://images.trvl-media.com/lodging/1000000/120000/119000/119000/11326ddb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Indigo Cleveland Downtown by IHG 651 Huron Rd E Cleveland OH CA $124 CA $145 total Mar 1 - Mar 2 includes taxes & fees Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ... 8.4/10 Very Good! (1,555 reviews) Great staff Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=119000&PinnedHotelID=119000&HadPinnedHotel=true®ionId=6269507) ![Hyatt Regency Cleveland At The Arcade](https://images.trvl-media.com/lodging/1000000/600000/597000/596912/b5eab360_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Cleveland At The Arcade 420 Superior Ave E Cleveland OH CA $191 CA $224 total Feb 16 - Feb 17 includes taxes & fees Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ... 8.8/10 Excellent! (1,126 reviews) Clean room! Reviewed on Feb 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=596912&PinnedHotelID=596912&HadPinnedHotel=true®ionId=6269507) ![Hotel Cleveland, Autograph Collection](https://images.trvl-media.com/lodging/1000000/20000/12400/12309/ffe01549_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Cleveland, Autograph Collection 24 Public Sq Cleveland OH CA $132 CA $155 total Mar 1 - Mar 2 includes taxes & fees Book a stay at this historic hotel in Cleveland. Enjoy breakfast (surcharge), a fitness center, and valet parking (surcharge). Our guests praise the helpful ... 9/10 Wonderful! (235 reviews) Gorgeous hotel. Staff was friendly and very helpful. Reviewed on Feb 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=12309&PinnedHotelID=12309&HadPinnedHotel=true®ionId=6269507) [See all 1,621 properties in Chesterland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®ionId=6269507) 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. ![Sleek DT Cleveland Apt at City Club](https://images.trvl-media.com/lodging/106000000/105390000/105384300/105384210/e09174a5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleek DT Cleveland Apt at City Club 776 Euclid Ave Cleveland OH Stay at this apartment in Cleveland. Enjoy free WiFi, free parking, and meeting facilities. Popular attractions Rocket Arena and JACK Cleveland Casino are located ... 9.2/10 Wonderful! (132 reviews) Great location, close to everything, loved the free parking and gym inside building. ..:highly recommended!!! Would stay here again Reviewed on Jan 26, 2026 [](https://expedia.ca/Cleveland-Hotels-Sleek-DT-Cleveland-Apt-At-City-Club.h105384210.Hotel-Information) ![Charming studio apartment in fantastic Cleveland Tremont area](https://images.trvl-media.com/lodging/122000000/121260000/121256600/121256549/5ef170e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming studio apartment in fantastic Cleveland Tremont area Cleveland OH Stay at this apartment in Cleveland. Enjoy laundry facilities and air conditioning. Popular attractions Progressive Field and Rocket Arena are located ... 9/10 Wonderful! (11 reviews) Great place to stay for an extended stay. Clean and comfortable. Reviewed on Dec 27, 2025 [](https://expedia.ca/Cleveland-Hotels-Charming-Studio-Apartment-In-Fantastic-Cleveland-Tremont-Area.h121256549.Hotel-Information) ![2125 Superior Living](https://images.trvl-media.com/lodging/105000000/104080000/104074700/104074665/w2191h1646x1y0-a40c32fa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 2125 Superior Living 2125 Superior Ave Cleveland OH Stay at this aparthotel in Cleveland. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Rock and Roll Hall of Fame and Progressive Field are ... 6.4/10 (54 reviews) Appartement propre mais pas de pression dans la douche Reviewed on Oct 28, 2025 [](https://expedia.ca/Cleveland-Hotels-2125-Superior-Living.h104074665.Hotel-Information) [See all properties in Chesterland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6269507&sort=VACATION_RENTAL) 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. ## Check Chesterland hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6269507&startDate=2026-02-14&endDate=2026-02-15)[Feb 14 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6269507&startDate=2026-02-14&endDate=2026-02-15) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6269507&startDate=2026-02-15&endDate=2026-02-16)[Feb 15 - Feb 16](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6269507&startDate=2026-02-15&endDate=2026-02-16) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6269507&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6269507&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026) ### Popular places to visit #### Fowler's Mill Golf Course Enjoy a round of golf in Chesterland at Fowler's Mill Golf Course. While in this quaint area, you can savor the top-notch restaurants. [](https://expedia.ca/Fowlers-Mill-Golf-Course-Chesterland.d6269511.Vacation-Attraction) #### Berkshire Hill Golf Course Enjoy a round of golf in Chesterland at Berkshire Hill Golf Course. [](https://expedia.ca/Berkshire-Hill-Golf-Course-Chesterland.d910662822099173376.Vacation-Attraction) #### West Geauga Public Library After visiting West Geauga Public Library, make a plan to see the other sights and activities in Chesterland. [](https://expedia.ca/West-Geauga-Public-Library-Chesterland.d910664604669984768.Vacation-Attraction) #### Chesterland City Park Explore the great outdoors at Chesterland City Park, a lovely green space in Chesterland. [](https://expedia.ca/Chesterland-City-Park-Chesterland.d910658517988315136.Vacation-Attraction) #### Silo Picnic Area After visiting Silo Picnic Area, make a plan to see the other sights and activities in Chesterland. [](https://expedia.ca/Silo-Picnic-Area-Chesterland.d910658245517918208.Vacation-Attraction) #### West Geauga Plaza You can search for that perfect souvenir at West Geauga Plaza during your stay in Chesterland. [](https://expedia.ca/West-Geauga-Plaza-Chesterland.d910662857683664896.Vacation-Attraction) ## Cities near Chesterland ![Squire's Castle](https://images.trvl-media.com/place/8547/2843a27d-9fe4-44c9-9bf7-2f2c9d868560.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Willoughby ![Cleveland showing shopping and signage](https://images.trvl-media.com/place/178250/e33d115c-f218-401b-b882-7fdaa1fefbe3.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cleveland - Cities near Chesterland - Places of interest [Willoughby](https://expedia.ca/Willoughby.dx8547)[Cleveland](https://expedia.ca/Cleveland.dx178250)[Hunting Valley](https://expedia.ca/Hunting-Valley.dx553248634983504150) - [Cleveland Clinic ](https://expedia.ca/Cleveland-Clinic-Fairfax.d6148324.Vacation-Attraction) - [Huntington Bank Field ](https://expedia.ca/Huntington-Bank-Field-Downtown-Cleveland.d6058049.Vacation-Attraction) - [Rock and Roll Hall of Fame ](https://expedia.ca/Rock-And-Roll-Hall-Of-Fame-Downtown-Cleveland.d6066275.Vacation-Attraction) - [Progressive Field ](https://expedia.ca/Progressive-Field-Downtown-Cleveland.d6034760.Vacation-Attraction) - [Cuyahoga Valley National Park ](https://expedia.ca/Cuyahoga-Valley-National-Park-Ohio.d6087315.Vacation-Attraction) - [JACK Cleveland Casino ](https://expedia.ca/JACK-Cleveland-Casino-Downtown-Cleveland.d553248635056399408.Vacation-Attraction) - [Cleveland Museum of Art ](https://expedia.ca/Cleveland-Museum-Of-Art-University-Circle.d6066281.Vacation-Attraction) - [Greater Cleveland Aquarium ](https://expedia.ca/Greater-Cleveland-Aquarium-Cuyahoga-Valley.d6161145.Vacation-Attraction) - [East 4th Street ](https://expedia.ca/East-4th-Street-Downtown-Cleveland.d6161789.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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