Photo by Kristin DePlatchett
Find hotels in Chesterland, OH from 1.139.821 ₫
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chesterland
Family friendly
Apartment
Check prices for these dates
Top 10 Chesterland hotels and places to stay
Holiday Inn Express & Suites Madison by IHG
Madison
9.4 out of 10, Exceptional, (663)
"Very great place to stay and all the staff was outstanding… will definitely stay there again."
Debra
The price is 2.056.938 ₫
2.370.753 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Cleveland East/Mayfield Village
Mayfield
8.4 out of 10, Very good, (1004)
"Clean room, comfy beds, friendly staff, everything you need to feel like home away from home. "
Eleni
The price is 1.340.965 ₫
1.575.634 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Madison
Madison
9.6 out of 10, Exceptional, (773)
"Breakfast was good, room was clean and comfortable."
Kelli
The price is 2.299.551 ₫
2.650.233 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Regency Cleveland At The Arcade
Downtown Cleveland
9.0 out of 10, Wonderful, (1071)
"Stay was short but the staff were friendly and attentive."
Leroy
The price is 2.966.737 ₫
3.485.916 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Fidelity Hotel
Downtown Cleveland
9.6 out of 10, Exceptional, (518)
"Room was beautiful, food was great! Will definitely stay again!"
Olivia
The price is 2.500.367 ₫
3.557.650 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Red Roof Inn Cleveland - Mentor/ Willoughby
Willoughby
7.4 out of 10, Good, (1004)
"Great place for the traveller and great for our short stop over"
Daniel
The price is 1.578.054 ₫
1.818.708 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Chesterland attractions
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.
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett
More cheap stays in Chesterland
Comfort Inn Mayfield Heights Cleveland East
1421 Golden Gate Blvd Mayfield Heights OH
The price is 2.383.938 ₫ per night from 21 Dec to 22 Dec
2.383.938 ₫
2.801.128 ₫ total
21 Dec - 22 Dec
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
Hotels in Chesterland with star rating
5 Star Hotels
1 properties
Frequently asked questions
Explore a world of travel with Expedia
Accommodation near Chesterland attractions
- Hotels near Fowler's Mill Golf Course
- Hotels near Cleveland Clinic
- Hotels near Rocket Arena
- Hotels near MGM Northfield Park
- Hotels near Cuyahoga Valley National Park
- Hotels near Progressive Field
- Hotels near Huntington Convention Center of Cleveland
- Hotels near Cleveland Metroparks Zoo
- Hotels near Cleveland Museum of Art
- Hotels near Christmas Story House
Hotels near Chesterland Airports
Search Chesterland Hotel Brands
Hotels Near Chesterland, Ohio
- Independence Hotels
- Beachwood Hotels
- Geneva Hotels
- Mentor Hotels
- Streetsboro Hotels
- Willoughby Hotels
- Mantua Hotels
- Mayfield Hotels
- Cleveland Heights Hotels
- Solon Hotels
- Parma Hotels
- Painesville Hotels
- Chagrin Falls Hotels
- Macedonia Hotels
- Madison Hotels
- Hudson Hotels
- Orange Hotels
- Mayfield Heights Hotels
- Twinsburg Hotels
- Aurora Hotels
