Title: Top 10 Hotels in Chesterland, OH (from $54) 2026 - Competitive Prices | Expedia.com [Chesterland Travel Guide](https://expedia.com/Chesterland.dx6269507)[Vacation Rentals in Chesterland](https://expedia.com/Chesterland-Vacation-Rentals.d6269507.Travel-Guide-VacationRentals)[Flights to Chesterland](https://expedia.com/Cheap-Flights-To-Chesterland.d6269507.Travel-Guide-Flights)[Car Rentals in Chesterland](https://expedia.com/Car-Rentals-In-Chesterland.d6269507.Car-Rental-Guide)[Chesterland Vacation Packages](https://expedia.com/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) ## Go beyond your typical stay in Chesterland Pool [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=POOL) Great for families [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&travelerType=family_friendly) Pet-friendly [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=PETS) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=HOT_TUB) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=COTTAGE) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=APARTMENT) Condo [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=CONDO) Waterpark [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=WATER_PARK) Cabins [](https://www.expedia.com/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=CABIN) ## Check prices for these dates Tonight [Mar 1 - Mar 2](https://www.expedia.com/Hotel-Search?regionId=6269507&startDate=2026-03-01&endDate=2026-03-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 2 - Mar 3](https://www.expedia.com/Hotel-Search?regionId=6269507&startDate=2026-03-02&endDate=2026-03-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6269507&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6269507&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterland hotels ![Exterior](https://images.trvl-media.com/lodging/33000000/32780000/32772600/32772576/78b63f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32780000/32772600/32772576/fd76e6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/33000000/32780000/32772600/32772576/a1a30618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/33000000/32780000/32772600/32772576/963b15b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Madison by IHG [](https://www.expedia.com/Austinburg-Hotels-Holiday-Inn-Express-Suites-Madison.h32772576.Hotel-Information) Madison 9.4/10 Exceptional (691 reviews) "The room was clean and the staff were friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $95 nightly $109 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Austinburg-Hotels-Holiday-Inn-Express-Suites-Madison.h32772576.Hotel-Information) ![Individually furnished, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/290000/287700/287679/8389e164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/287700/287679/254c2eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/287700/287679/2aa22988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/290000/287700/287679/8a6f822e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Streetsboro, OH [](https://www.expedia.com/Akron-Hotels-Motel-6-Streetsboro.h287679.Hotel-Information) Streetsboro 7.4/10 Good (1,001 reviews) "All the staff is amazing and very helpful would definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) yvonne $43 nightly $49 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Motel-6-Streetsboro.h287679.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) ![Staircase](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/14a9a9d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/8cf722f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/11000000/10240000/10239800/10239738/409bbb06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steele Mansion [](https://www.expedia.com/Austinburg-Hotels-Steele-Mansion.h10239738.Hotel-Information) Painesville 10/10 Exceptional (447 reviews) "Family had a wonderful stay while here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $160 nightly $190 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Austinburg-Hotels-Steele-Mansion.h10239738.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/7c09b76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/b114ebc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/dc1ee235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed (Smoke Free) | In-room safe, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/39d8c93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Cleveland - Mentor/ Willoughby [](https://www.expedia.com/Cleveland-Hotels-Red-Roof-Inn-Cleveland-Mentor-Willoughby.h13716.Hotel-Information) Willoughby 7.4/10 Good (1,002 reviews) "Clean room. Lock was a little tricky. Overall good place to stay in Mentor. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas $55 nightly $64 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Cleveland-Hotels-Red-Roof-Inn-Cleveland-Mentor-Willoughby.h13716.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35290000/35287100/35287074/7d89aaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Refrigerator & Microwave (Roll-In Shower) | Living area | 50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/36000000/35290000/35287100/35287074/84ea9e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/36000000/35290000/35287100/35287074/1a512990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35290000/35287100/35287074/4a8ac33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Madison [](https://www.expedia.com/Austinburg-Hotels-Hampton-Inn-Madison.h35287074.Hotel-Information) Madison 9.6/10 Exceptional (794 reviews) "Very nice staff and clean spacious room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Haley $98 nightly $112 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Austinburg-Hotels-Hampton-Inn-Madison.h35287074.Hotel-Information) ![Serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/30000/21100/21054/678cb1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21100/21054/c6f7185b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21100/21054/db3e0d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21100/21054/a59d9793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Aurora Inn [](https://www.expedia.com/Akron-Hotels-Aurora-Inn-Hotel-And-Event-Center.h21054.Hotel-Information) Aurora 9.0/10 Wonderful (606 reviews) "Best place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian $103 nightly $117 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Aurora-Inn-Hotel-And-Event-Center.h21054.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/110000/101900/101899/a51f1871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/110000/101900/101899/b83fdfc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/101900/101899/b02a9bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Pool](https://images.trvl-media.com/lodging/1000000/110000/101900/101899/dfda23d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Cleveland Streetsboro [](https://www.expedia.com/Akron-Hotels-Fairfield-Inn-Suites-By-Marriott-Cleveland-Streetsboro.h101899.Hotel-Information) Streetsboro 8.8/10 Excellent (738 reviews) "Check in was a breeze and the Receptionist was very welcoming!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) VICTOR $109 nightly $123 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Fairfield-Inn-Suites-By-Marriott-Cleveland-Streetsboro.h101899.Hotel-Information) ![Free breakfast](https://images.trvl-media.com/lodging/3000000/2370000/2366900/2366817/a7f2db5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2370000/2366900/2366817/f6f89d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/3000000/2370000/2366900/2366817/72450612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2370000/2366900/2366817/w5611h3741x3y2-44c5bc8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Cleveland Mentor [](https://www.expedia.com/Cleveland-Hotels-Hampton-Inn-Suites-Cleveland-Mentor.h2366817.Hotel-Information) Mentor 8.6/10 Excellent (762 reviews) "The room was spotless and the staff was very helpful and courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond $114 nightly $131 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Cleveland-Hotels-Hampton-Inn-Suites-Cleveland-Mentor.h2366817.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/660000/660000/659951/6708ea96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/660000/660000/659951/71ea37e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/660000/660000/659951/b7e16aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/1000000/660000/660000/659951/cacc1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Mentor-Cleveland Northeast [](https://www.expedia.com/Cleveland-Hotels-Best-Western-Plus-Lawnfield-Inn-Suites.h659951.Hotel-Information) Mentor 9.2/10 Wonderful (1,000 reviews) "Room was very clean, breakfast was amazing and staff was pleasant! The hotel has quiet hours and I slept great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey $98 nightly $112 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Cleveland-Hotels-Best-Western-Plus-Lawnfield-Inn-Suites.h659951.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40400/40344/1b9581e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40400/40344/cc288817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40400/40344/a774b4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40344/ae043b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Cleveland Southeast - Kent [](https://www.expedia.com/Akron-Hotels-Econo-Lodge.h40344.Hotel-Information) Streetsboro 7.6/10 Good (1,002 reviews) "Clean rooms, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy $48 nightly $54 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Econo-Lodge.h40344.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35110000/35109000/35108914/016c1af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/36000000/35110000/35109000/35108914/bff8428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/36000000/35110000/35109000/35108914/de337a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/36000000/35110000/35109000/35108914/0e17d719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Painesville - Concord by IHG [](https://www.expedia.com/Austinburg-Hotels-Holiday-Inn-Express-And-Suites-Painesville-Concord.h35108914.Hotel-Information) Painesville 9.4/10 Exceptional (910 reviews) "Clean spotless room, friendly staff, great breakfast and a nice laundry room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie $123 nightly $145 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Austinburg-Hotels-Holiday-Inn-Express-And-Suites-Painesville-Concord.h35108914.Hotel-Information) ![Desk, soundproofing, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/40300/40232/93412933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40300/40232/b075dc7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/50000/40300/40232/9418a99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40300/40232/ebab2b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Twinsburg/Cleveland Area [](https://www.expedia.com/Akron-Hotels-Super-8-By-Wyndham-TwinsburgCleveland-Area.h40232.Hotel-Information) Twinsburg 7.0/10 Good (895 reviews) "Clean room and nice staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bianca $49 nightly $57 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Super-8-By-Wyndham-TwinsburgCleveland-Area.h40232.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179925/9b59a670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179925/4d9f28bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179925/09f97cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179925/38afed6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Painesville - Concord [](https://www.expedia.com/Austinburg-Hotels-Comfort-Inn.h1179925.Hotel-Information) Painesville 8.4/10 Very Good (1,002 reviews) "We stay here often, it is our go to place in Ohio! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy $102 nightly $121 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Austinburg-Hotels-Comfort-Inn.h1179925.Hotel-Information) ![Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/460000/459500/459423/6894ae63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459500/459423/62cd49ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/460000/459500/459423/c475a21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/460000/459500/459423/6b3671a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Streetsboro - Kent [](https://www.expedia.com/Akron-Hotels-Quality-Inn.h459423.Hotel-Information) Streetsboro 7.2/10 Good (805 reviews) "Clean room and quietness " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemarie $56 nightly $64 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Quality-Inn.h459423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/573700/573700/34895d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/573700/573700/0b434047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/573700/573700/afdd8bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/573700/573700/508e9b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Macedonia, OH [](https://www.expedia.com/Akron-Hotels-Country-Inn-Suites-By-Radisson.h573700.Hotel-Information) Macedonia 7.4/10 Good (1,003 reviews) "Great staff, nice hotel, everything was good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn $72 nightly $83 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Country-Inn-Suites-By-Radisson.h573700.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/540000/532700/532652/5974275b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/540000/532700/532652/7a61658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/532700/532652/f9ba34eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/532700/532652/503101fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Streetsboro - Kent [](https://www.expedia.com/Akron-Hotels-Comfort-Inn-Suites-Streetsboro-Kent.h532652.Hotel-Information) Streetsboro 8.0/10 Very Good (653 reviews) "Good stay, the front desk associates were very friendly and helpful, there was a good variety on the breakfast buffet:)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana $107 nightly $121 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Comfort-Inn-Suites-Streetsboro-Kent.h532652.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/430000/425400/425323/b00f37aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/430000/425400/425323/a52f5854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/430000/425400/425323/8d4695fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425400/425323/db2c4c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bertram Inn & Conf Ctr Trademark Collection by Wyndham [](https://www.expedia.com/Akron-Hotels-The-Bertram-Inn-Conf-Ctr-Trademark-Collection-By-Wyndham.h425323.Hotel-Information) Aurora 7.6/10 Good (195 reviews) "Very welcoming, nice staff and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberto $135 nightly $153 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-The-Bertram-Inn-Conf-Ctr-Trademark-Collection-By-Wyndham.h425323.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281920/4f51375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/282000/281920/38030ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281920/021184e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/290000/282000/281920/f2fcf6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Cleveland Southeast/Streetsboro [](https://www.expedia.com/Akron-Hotels-Hampton-Inn-Suites-Cleveland-SE-Streetsboro.h281920.Hotel-Information) Streetsboro 9.0/10 Wonderful (1,000 reviews) "Great place! & breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie $106 nightly $120 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Akron-Hotels-Hampton-Inn-Suites-Cleveland-SE-Streetsboro.h281920.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/7300/7210/c01ca3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7300/7210/b9bc18ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/7300/7210/c41fea6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/7300/7210/8e820b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Cleveland-Eastlake [](https://www.expedia.com/Cleveland-Hotels-Four-Points-By-Sheraton-Cleveland-Eastlake.h7210.Hotel-Information) Eastlake 8.6/10 Excellent (560 reviews) "I loved the room really clean n everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan $111 nightly $128 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Cleveland-Hotels-Four-Points-By-Sheraton-Cleveland-Eastlake.h7210.Hotel-Information) ![Cafe](https://images.trvl-media.com/lodging/1000000/290000/280900/280889/88582837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280889/e9aaca9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/280900/280889/1390a7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed (Mobility Accessible, Tub) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/280900/280889/bf2203b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Cleveland Willoughby [](https://www.expedia.com/Cleveland-Hotels-Courtyard-By-Marriott-Cleveland-Willoughby.h280889.Hotel-Information) Willoughby 8.4/10 Very Good (760 reviews) "Nice Affordable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marielle $113 nightly $130 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Cleveland-Hotels-Courtyard-By-Marriott-Cleveland-Willoughby.h280889.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.com/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16®ionId=6269507&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.com/deals?rfrr=HTG_SPRING_PROMO_6269507) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Hotels.d6269507.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Hotels.d6269507.Travel-Guide-Hotels) ## Stay near popular Chesterland attractions ### Fowler's Mill Golf Course This Pete Dye masterpiece challenges golfers with three distinct nine-hole courses woven through natural landscapes. Test your strategy on the Lake nine's signature Coastline hole where precision trumps power. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6269511) ### West Geauga Plaza West Geauga Plaza serves as Chesterland's community hub with essential retail stores and local dining options. Enjoy a relaxed shopping experience at Giant Eagle or savor authentic cuisine at My Thai Restaurant. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910662857683664896) ### Chesterland City Park Chesterland City Park offers baseball fields, pickleball courts, and family-friendly pavilions. Reserve one of two covered areas for a premium picnic experience amid the park's recreational amenities. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910658517988315136) ### West Geauga Public Library The Geauga West Library features a Digital Legacy Lab to convert analog media to digital formats. Browse the collection, enjoy the outdoor reading garden, or reserve a study room for focused work. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910664604669984768) ### Silo Picnic Area Silo Picnic Area offers a peaceful 1.4-acre space in Chesterland for walking and running through lush greenery. Bring your own charcoal for grilling and pack insect repellent in summer. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910658245517918208) ### Bessie Benner Metzenbaum Park This 65-acre natural oasis features diverse habitats and a scenic creek for wildlife spotting. Explore accessible trails, then let children enjoy the nature-based playground while you relax at Wisteria Hill Shelter. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910662139046293504) ### Chester Town Hall The administrative heart of Chester Township, this town hall hosts local government meetings and community events. Visitors can observe small-town governance in action during regular weekday business hours. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910663094531821568) ### Sunnybrook Preserve This 73-acre natural haven showcases unique wetlands and conifer forests along 1.6 miles of scenic trails. Explore the diverse habitats, then unwind at the picnic pavilions with stone fireplaces. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=910662381720342528) ## Learn more about Chesterland Maple syrup flows freely at Patterson Fruit Farm, where families pick seasonal produce and enjoy fresh-baked treats. Explore the Western Reserve's rural charm at Holden Arboretum in nearby Kirtland, or sample local wines along the Grand River Valley wine trail. [See all hotels in Chesterland](https://www.expedia.com/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&adults=2®ionId=6269507) ![Pumpkin pickin'!](https://images.trvl-media.com/place/6269507/3a49cabc-5661-4eb5-a9d9-eccb67f62b7f.jpg?impolicy=fcrop&w=400&h=400&p=1&q=high) Photo by Kristin DePlatchett ## 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 "Staff was very friendly " [](https://expedia.com/Cleveland-Hotels-The-Westin-Cleveland-Downtown.h3332.Hotel-Information) ![Holiday Inn Cleveland Clinic by IHG](https://images.trvl-media.com/lodging/13000000/12410000/12403300/12403291/08cfbfed_y.jpg) ### Holiday Inn Cleveland Clinic by IHG 10/10 Excellent "Close to Cleveland Clinic with shuttle service" [](https://expedia.com/Cleveland-Hotels-Holiday-Inn-Cleveland-Clinic.h12403291.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 "Every single person I dealt with that worked for the hotel was a delight! They seem to really enjoy their job and they made me feel very comfortable. Strongly recommend this hotel definitely will stay again." [](https://expedia.com/Cleveland-Hotels-Hotel-Cleveland.h12309.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 "Staff were very courteous and room was very clean. " [](https://expedia.com/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 "Beautiful hotel and exceptional service." [](https://expedia.com/Cleveland-Hotels-Fidelity-Hotel.h109297621.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 "This hotel was one of the most beautiful hotels I have seen & stayed at. All the staff were professional & friendly. The room I was in was clean, with a great Arcade view. Food & drinks were delicious, as well." [](https://expedia.com/Cleveland-Hotels-Hyatt-Regency-Cleveland-At-The-Arcade.h596912.Hotel-Information) ![Extended Stay America Premier Suites - Cleveland - Independence](https://images.trvl-media.com/lodging/1000000/50000/43400/43391/937b3534_y.jpg) ### Extended Stay America Premier Suites - Cleveland - Independence 10/10 Excellent "👍" [](https://expedia.com/Cleveland-Hotels-Hyatt-Place-Independence.h43391.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 "Everything was great" [](https://expedia.com/Cleveland-Hotels-Kimpton-Schofield-Hotel.h13181279.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 "Room was clean, staff was friendly, small bar/restaurant on site, indoor pool and fitness center. Always enjoy the Hilton Garden Inn hotels." [](https://expedia.com/Cleveland-Hotels-Hilton-Garden-Inn-Cleveland-Downtown.h866043.Hotel-Information) ## More cheap stays in Chesterland ![Econo Lodge Cleveland Southeast - Kent](https://images.trvl-media.com/lodging/1000000/50000/40400/40344/0220a614_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Econo Lodge Cleveland Southeast - Kent 9789 State Route 14 Streetsboro OH $48 nightly $54 total Mar 7 - Mar 8 Total with taxes and fees 7.6/10 Good! (1,002 reviews) [](https://expedia.com/Akron-Hotels-Econo-Lodge.h40344.Hotel-Information) ![Red Roof Inn Cleveland - Mentor/ Willoughby](https://images.trvl-media.com/lodging/1000000/20000/13800/13716/dc1ee235_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn Cleveland - Mentor/ Willoughby 4166 State Route 306 Willoughby OH $55 nightly $64 total Mar 5 - Mar 6 Total with taxes and fees 7.4/10 Good! (1,002 reviews) [](https://expedia.com/Cleveland-Hotels-Red-Roof-Inn-Cleveland-Mentor-Willoughby.h13716.Hotel-Information) ![Willow Lodge Willoughby – Cleveland Mentor](https://images.trvl-media.com/lodging/1000000/30000/21800/21790/c7b60d05_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Willow Lodge Willoughby – Cleveland Mentor 35110 Maplegrove Road Willoughby OH $58 nightly $67 total Mar 5 - Mar 6 Total with taxes and fees 7/10 Good! (978 reviews) [](https://expedia.com/Cleveland-Hotels-Willough-Lodge-Extended-Stay.h21790.Hotel-Information) ![Comfort Inn Mayfield Heights Cleveland East](https://images.trvl-media.com/lodging/1000000/50000/49700/49650/fcd3a986_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Mayfield Heights Cleveland East 1421 Golden Gate Blvd Mayfield Heights OH $90 nightly $105 total Mar 8 - Mar 9 Total with taxes and fees 8.4/10 Very Good! (1,003 reviews) [](https://expedia.com/Cleveland-Hotels-Comfort-Inn-Mayfield-Heights-Cleveland-East.h49650.Hotel-Information) ![Tru By Hilton Cleveland Midtown](https://images.trvl-media.com/lodging/37000000/36480000/36475300/36475236/7ba1bba5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Tru By Hilton Cleveland Midtown 6955 Euclid Avenue Cleveland OH $98 nightly $115 total Mar 8 - Mar 9 Total with taxes and fees 8.4/10 Very Good! (1,539 reviews) [](https://expedia.com/Cleveland-Hotels-Tru-By-Hilton-Cleveland-Midtown.h36475236.Hotel-Information) ![Hampton Inn & Suites Cleveland-Beachwood](https://images.trvl-media.com/lodging/2000000/1110000/1100600/1100589/7cfaef0f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Cleveland-Beachwood 3840 Orange Pl Orange OH $130 nightly $153 total Mar 8 - Mar 9 Total with taxes and fees 9.2/10 Wonderful! (1,001 reviews) [](https://expedia.com/Cleveland-Hotels-Hampton-Inn-Suites-Cleveland-Beachwood.h1100589.Hotel-Information) ## Hotels in Chesterland with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.com/5Star-Chesterland-Hotels.s50-0-d6269507.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 20 properties [](https://expedia.com/4Star-Chesterland-Hotels.s40-0-d6269507.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 132 properties [](https://expedia.com/3Star-Chesterland-Hotels.s30-0-d6269507.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 365 properties [](https://expedia.com/2Star-Chesterland-Hotels.s20-0-d6269507.Travel-Guide-Filter-Hotels) ## Find out more about Chesterland ### Top reasons to visit Chesterland - **Outdoor Adventures:** Chesterland is a paradise for outdoor enthusiasts, offering activities like hiking, skiing, and exploring scenic parks and lakes. - **Family-Friendly Parks:** Families can enjoy quality time at local parks, featuring playgrounds and recreational facilities. - **Charming Neighborhoods:** Explore friendly neighborhoods filled with local shops and dining options for a taste of community life. - **Wineries Nearby:** Discover nearby wineries for a delightful tasting experience amidst beautiful landscapes. - **Diverse Accommodations:** Chesterland offers a range of lodging options, from cozy motels to upscale hotels, catering to various preferences. ### Find great hotels near Chesterland Discover a range of hotel accommodations in Chesterland, Ohio, tailored to meet every traveler's needs. Whether you're seeking a pet-friendly stay, a welcoming environment for LGBTQIA guests, or business-focused amenities, Chesterland has options for you. From cozy motels to top-tier hotels, you’ll find the perfect place to unwind after exploring this charming community. - **[Beachwood Extended Suites: ](https://www.expedia.com/Cleveland-Hotels-Beachwood-Extended-Suites.h280535.Hotel-Information)** Ideal for business travelers seeking a comfortable yet functional stay, Beachwood Extended Suites is a mere 9 miles from Chesterland. This hotel provides a business-themed environment with dedicated amenities such as ConferenceSpace, ensuring that you can conduct work efficiently while away from home. Additionally, the pet-friendly policy allows for furry companions, making it a convenient choice for those traveling with pets. With restrictions in place, the hotel ensures a welcoming environment for all guests while accommodating service animals without fees. - **Red Roof Inn Cleveland - Mentor/Willoughby:** Located 8 miles from Chesterland, the Red Roof Inn Cleveland - Mentor/Willoughby offers a welcoming atmosphere for LGBTQIA travelers and their pets. This hotel is recognized for its inclusive environment, making it a popular choice among diverse travelers. With specific pet policies, including permissions for dogs and cats, this accommodation prioritizes comfort for all guests. The property also waives fees for service animals, ensuring a stress-free stay for those in need of assistance. - **[Comfort Inn Mayfield Heights Cleveland East: ](https://www.expedia.com/Cleveland-Hotels-Comfort-Inn-Mayfield-Heights-Cleveland-East.h49650.Hotel-Information)** Just 6 miles from Chesterland, the Comfort Inn Mayfield Heights Cleveland East seamlessly combines business amenities with a pet-friendly and LGBTQIA-welcoming atmosphere. Equipped with ConferenceSpace, a Business Center, and Meeting Rooms, it is perfect for professionals on the go. The hotel also embraces a pet-friendly policy, allowing guests to bring their beloved animals along. With the assurance of service animal fee waivers, it caters to a diverse clientele while providing a comfortable and accommodating environment. ### Where to stay near Chesterland Chesterland, Ohio, offers a delightful blend of outdoor adventure and serene tranquility. Stroll through picturesque parks and enjoy scenic walking trails, perfect for families and couples alike. Nearby, explore charming neighborhoods filled with friendly locals and budget-friendly options. For a truly peaceful getaway, visit nearby recreational areas where you can relax and unwind amidst nature's beauty. Discover the warmth of Chesterland and its surroundings for an unforgettable vacation experience. - **[Novelty: ](https://www.expedia.com/Novelty-Hotels.d3000352112.Travel-Guide-Hotels)** Located a mere 3 miles from Chesterland, Novelty is a charming city that draws visitors year-round with its appeal for outdoor enthusiasts and adventure seekers. The peak visiting season from June to August invites travelers to explore its picturesque landscapes and recreational areas. Whether you're looking to enjoy a day at the amusement park or indulge in some retail therapy at the local shopping center, Novelty has something for everyone. Don't miss the nearby national state park, serene lakes, and stunning valleys, which provide a perfect backdrop for your outdoor adventures. - **[Gates Mills: ](https://www.expedia.com/Gates-Mills-Hotels.d6340949.Travel-Guide-Hotels)** Also located 3 miles from Chesterland, Gates Mills is a delightful city that offers a scenic retreat for nature lovers and adventurers alike. With visitor numbers peaking from March to May, it's an ideal time to experience the lush surroundings and outdoor activities. The city features various recreational areas and shopping locations, including shopping malls, ensuring that you have a diverse range of experiences. With attractions like the national state park, tranquil lakes, and beautiful valleys nearby, Gates Mills is a great spot to immerse yourself in nature and enjoy the great outdoors. - **[Hunting Valley: ](https://www.expedia.com/Hunting-Valley-Hotels.d553248634983504150.Travel-Guide-Hotels)** Situated 4 miles away from Chesterland, Hunting Valley is a serene city that attracts visitors with its stunning scenery and outdoor adventures. The city sees moderate seasonal travel, peaking in March, July, and October, making it a fantastic destination for year-round exploration. Visitors can enjoy recreational areas, educational opportunities, and various shopping centers. The proximity to national state parks, lakes, and valleys means you'll have endless options for outdoor activities and sightseeing, making Hunting Valley a perfect addition to your Ohio itinerary. ### Things to do in and around Chesterland Chesterland, Ohio, is perfect for outdoor and adventure enthusiasts, offering a range of activities such as skiing and exploring scenic recreational areas. Families can enjoy outings at local parks, while shopping options abound in the area. Additionally, visitors can discover nearby wineries and partake in various outdoor experiences that highlight the region's natural beauty. Chesterland promises a delightful blend of adventure and relaxation for every type of traveler. **Shopping** In Chesterland, you can explore various shopping options like [Legacy Village](https://www.expedia.com/Legacy-Village-Hotels.0-l553248621561735293-0.Travel-Guide-Filter-Hotels) and [ETON Chagrin Blvd Shopping Center](https://www.expedia.com/ETON-Chagrin-Blvd-Shopping-Center-Hotels.0-l553248623255232987-0.Travel-Guide-Filter-Hotels), both 8 miles away, and [Pinecrest Plaza Shopping](https://www.expedia.com/Pinecrest-Plaza-Shopping-Hotels.0-l650278886864773120-0.Travel-Guide-Filter-Hotels), located 9 miles away. If you're up for a drive, these centers offer great entertainment and family-friendly vibes for a fun shopping experience. **Recreation** At [Fowler's Mill Golf Course](https://www.expedia.com/Fowlers-Mill-Golf-Course-Hotels.0-l6269511-0.Travel-Guide-Filter-Hotels), enjoy a round of golf amidst beautiful landscapes and outdoor vibes. [South Chagrin Reservation](https://www.expedia.com/South-Chagrin-Reservation-Hotels.0-l553248621532660489-0.Travel-Guide-Filter-Hotels), just 9 miles away, offers serene trails for relaxation and wellness. [StoneWater Golf Club](https://www.expedia.com/StoneWater-Golf-Club-Hotels.0-l6269505-0.Travel-Guide-Filter-Hotels), 7 miles from Chesterland, provides a fantastic golfing experience in a picturesque setting. **Adventure** [Alpine Valley](https://www.expedia.com/Alpine-Valley-Hotels.0-l553248621561735299-0.Travel-Guide-Filter-Hotels), located 4 miles from Chesterland, offers thrilling skiing experiences with a vibrant sports atmosphere. For water fun, head to [Pioneer Waterland & Dry Fun Park](https://www.expedia.com/Pioneer-Waterland-Dry-Fun-Park-Hotels.0-l553248621532660595-0.Travel-Guide-Filter-Hotels), 13 miles away, where families can enjoy exciting rides and entertainment. [Brandywine Ski Resort](https://www.expedia.com/Brandywine-Ski-Resort-Hotels.0-l6140888-0.Travel-Guide-Filter-Hotels), 20 miles away, provides exhilarating outdoor skiing adventures. **Nightlife** For a fun night out, visit [Freeway Lanes](https://www.expedia.com/Freeway-Lanes-Hotels.0-l553248621532660485-0.Travel-Guide-Filter-Hotels) or [WhirlyBall / Laser Sport](https://www.expedia.com/WhirlyBall-Laser-Sport-Hotels.0-l553248621532660486-0.Travel-Guide-Filter-Hotels), both 11 miles from Chesterland, filled with exciting arcade adventures. If you're in the mood for a movie, check out Regal Willoughby Commons, just 9 miles away, perfect for entertainment and romance. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chesterland To save money on your trip to Chesterland, consider visiting from December to February when prices are lower, and aim for a stay on Mondays to avoid Saturday's peak rates. Use Expedia's search tool to find the best hotel deals by sorting for the lowest prices and check for Eco-certified options. Combine your hotel, flight, and activities into a package deal for extra savings. Joining Expedia’s One Key program can provide exclusive discounts and help you earn OneKeyCash for future bookings. Look for free activities in the area to enhance your experience without breaking the bank. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chesterland are December to February, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chesterland is Monday. The most expensive day to stay in Chesterland is Saturday. - **Find cheap hotels on Expedia:** Expedia's search tool enables you to customize your travel experience by selecting your budget, desired location, and additional preferences. You can easily sort the results to display the lowest prices first, ensuring you find the most affordable hotel options right away. Additionally, you can refine your search by hotel type; for instance, if you check the Eco-certified filter, you'll be shown sustainable and environmentally friendly hotels that you can book. - **Consider bundling your trip:** You can save money by combining your Chesterland hotel reservations with flights and activities through an Expedia package deal. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Chesterland Chesterland, Ohio, is perfect for outdoor enthusiasts and those seeking scenic adventures. Visitors can explore beautiful reserves, serene lakes, and urban parks that cater to both nature lovers and culture seekers. Nearby attractions offer even more opportunities for exploration, ensuring a fulfilling experience for all types of travelers. Whether you're looking to hike, relax by the water, or enjoy local culture, Chesterland has something for everyone. - **[Historic Kirtland: ](https://www.expedia.com/Historic-Kirtland-Hotels.0-l553248621532660580-0.Travel-Guide-Filter-Hotels)** Located 7 miles from Chesterland, Historic Kirtland offers a glimpse into the past with its preserved buildings and rich cultural heritage. Explore the early 19th-century village, where you can immerse yourself in history through guided tours and informative exhibits. - **[Punderson State Park: ](https://www.expedia.com/Punderson-State-Park-Hotels.0-l553248621532660493-0.Travel-Guide-Filter-Hotels)** Situated 8 miles away, Punderson State Park is perfect for adventure seekers and nature lovers alike. With its picturesque landscapes, hiking trails, and serene lake, visitors can enjoy various outdoor activities such as fishing, picnicking, and wildlife watching. - **[The Holden Arboretum: ](https://www.expedia.com/The-Holden-Arboretum-Hotels.0-l553248621532660581-0.Travel-Guide-Filter-Hotels)** Just 7 miles from Chesterland, The Holden Arboretum is a stunning outdoor space featuring diverse plant collections and beautiful gardens. It's an ideal destination for families, offering educational programs and peaceful walking paths amidst nature's beauty. ### Best time to go to Chesterland The best time to visit Chesterland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chesterland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chesterland falls in January, visitor numbers are slightly low and weather is very cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 26.2°F (-3.2°C) | Light Rain | Very Cloudy | Slightly Low | Slightly Low | | February | 27.7°F (-2.4°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | March | 36.3°F (2.4°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 46.6°F (8.1°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Average | | June | 66.7°F (19.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 71.8°F (22.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 70.5°F (21.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 64.8°F (18.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 53.4°F (11.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 41.4°F (5.2°C) | Light Rain | Mostly Cloudy | Average | Average | | December | 33.4°F (0.8°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Chesterland Traveling to Chesterland, Ohio, is convenient with several nearby airports. Cleveland Hopkins International Airport ([CLE](https://www.expedia.com/Hopkins-Intl-Airport-Hotels.0-aCLE-0.Travel-Guide-Filter-Hotels)) is 27 miles away and offers luxury accommodations like [The Ritz-Carlton](https://www.expedia.com/Cleveland-Hotels-The-Ritz-Carlton.h18745.Hotel-Information) and Kimpton Schofield Hotel, both 10 miles from the airport. Akron-Canton Airport ([CAK](https://www.expedia.com/Akron-Canton-Airport-Hotels.0-aCAK-0.Travel-Guide-Filter-Hotels)) is located 42 miles from Chesterland, with quality hotels such as the [DoubleTree by Hilton Canton Downtown](https://www.expedia.com/Akron-Hotels-DoubleTree-By-Hilton-Canton-Downtown.h3636.Hotel-Information), just 9 miles away, and the nearby [Embassy Suites by Hilton Akron Canton Airport](https://www.expedia.com/Akron-Hotels-Embassy-Suites-By-Hilton-Akron-Canton-Airport.h12337420.Hotel-Information), only 1 mile from CAK. For a closer option, Cuyahoga County Airport ([CGF](https://www.expedia.com/Cuyahoga-County-Airport-Hotels.0-aCGF-0.Travel-Guide-Filter-Hotels)) is just 9 miles away, with excellent hotels like InterContinental Cleveland, a mere 8 miles from the airport. ## Frequently asked questions ### What is the best area to stay in Chesterland? > This area is the heart of Chesterland, offering convenient access to local amenities and the feel of a suburban community. You'll find a selection of local shops, eateries, and services clustered along these main roads. It's a well-maintained and pleasant area for those looking for a relaxed stay. > > > Families will find this central location ideal due to its proximity to local parks and community facilities. It's a comfortable base for exploring the Geauga County area, with easy drives to places like The West Woods or the local library. The calm residential streets nearby make it a good choice for those traveling with children. > > > For travelers seeking a quiet and residential experience, the areas slightly off the main roads, but still within a short drive of the village center, offer a peaceful setting. ### When is the best time to go to Chesterland? > This period offers consistently pleasant weather, ideal for enjoying outdoor activities and the natural beauty of the area. You'll find comfortable temperatures for exploring local parks, visiting farms, and attending community events. Families especially appreciate the warm weather for outdoor adventures. > > > The fall months, particularly September and October, are beautiful in Chesterland as the Geauga County landscape transforms with vibrant autumn foliage. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chesterland hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Chesterland hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Novelty Hotels ](https://www.expedia.com/Novelty-Hotels.d3000352112.Travel-Guide-Hotels) - [Hotels near Fowler's Mill Golf Course ](https://www.expedia.com/Fowlers-Mill-Golf-Course-Hotels.0-l6269511-0.Travel-Guide-Filter-Hotels) - [Gates Mills Hotels ](https://www.expedia.com/Gates-Mills-Hotels.d6340949.Travel-Guide-Hotels) - [Motels in Novelty ](https://www.expedia.com/Novelty-Motels.d3000352112-aaMotels.Travel-Guide-Accommodation) - [B&B in Novelty ](https://www.expedia.com/Novelty-Bed-And-Breakfast.d3000352112-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Gates Mills ](https://www.expedia.com/Gates-Mills-Cottages.d6340949-aaCottages.Travel-Guide-Accommodation) - [B&B in Gates Mills ](https://www.expedia.com/Gates-Mills-Bed-And-Breakfast.d6340949-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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