Find hotels in Chesterland, OH from ￥9,124
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chesterland
Pet friendly
Apartment
Condo
Family friendly
Cottage
Waterpark
Cabin
Check prices for these dates
Tonight
Sep 20 - Sep 21Tomorrow
Sep 21 - Sep 22Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Chesterland hotels
1. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHGMayfield Heights
Michael
￥21,806
￥25,622 total
includes taxes & fees
Sep 27 - Sep 28
2. Willow Lodge Willoughby – Cleveland Mentor
Willow Lodge Willoughby – Cleveland MentorWilloughby
Josh
￥10,991
￥12,668 total
includes taxes & fees
Sep 27 - Sep 28
3. Comfort Inn Mayfield Heights Cleveland East
Comfort Inn Mayfield Heights Cleveland EastMayfield Heights
Nathaniel
￥16,818
￥19,762 total
includes taxes & fees
Oct 11 - Oct 12
4. Holiday Inn Express & Suites Painesville - Concord by IHG
Holiday Inn Express & Suites Painesville - Concord by IHGPainesville
Sandra
￥16,629
￥19,165 total
includes taxes & fees
Oct 18 - Oct 19
5. Holiday Inn Cleveland-Mayfield by IHG
Holiday Inn Cleveland-Mayfield by IHGMayfield
Daniel
￥17,257
￥20,277 total
includes taxes & fees
Sep 27 - Sep 28
6. SkyLight Inn Cleveland - Willoughby
SkyLight Inn Cleveland - WilloughbyWilloughby
Robin
￥9,674
￥11,934 total
includes taxes & fees
Sep 21 - Sep 22
7. Fairbridge Hotel Cleveland East
Fairbridge Hotel Cleveland EastWickliffe
Nick
￥7,917
￥9,124 total
includes taxes & fees
Oct 4 - Oct 5
8. Red Roof Inn Cleveland - Mentor/ Willoughby
Red Roof Inn Cleveland - Mentor/ WilloughbyWilloughby
Victoria
￥9,524
￥10,978 total
includes taxes & fees
Sep 23 - Sep 24
9. Best Western Plus Mentor-Cleveland Northeast
Best Western Plus Mentor-Cleveland NortheastMentor
William
￥17,202
￥19,826 total
includes taxes & fees
Sep 28 - Sep 29
10. SpringHill Suites by Marriott Cleveland/Solon
SpringHill Suites by Marriott Cleveland/SolonSolon
John
￥17,202
￥20,211 total
includes taxes & fees
Sep 28 - Sep 29
11. Four Points by Sheraton Cleveland-Eastlake
Four Points by Sheraton Cleveland-EastlakeEastlake
DAVID
￥15,868
￥18,288 total
includes taxes & fees
Sep 27 - Sep 28
12. Drury Inn & Suites Cleveland Beachwood
Drury Inn & Suites Cleveland BeachwoodOrange
Regina
￥19,138
￥22,487 total
includes taxes & fees
Sep 27 - Sep 28
13. Spark by Hilton Cleveland Beachwood
Spark by Hilton Cleveland BeachwoodBeachwood
james
￥15,308
￥17,986 total
includes taxes & fees
Oct 4 - Oct 5
14. Hilton Garden Inn Cleveland East/Mayfield Village
Hilton Garden Inn Cleveland East/Mayfield VillageMayfield
Albertine
￥19,168
￥22,522 total
includes taxes & fees
Oct 4 - Oct 5
15. Courtyard by Marriott Cleveland Willoughby
Courtyard by Marriott Cleveland WilloughbyWilloughby
Kandace
￥20,804
￥23,977 total
includes taxes & fees
Oct 18 - Oct 19
16. TownePlace Suites by Marriott Cleveland Solon
TownePlace Suites by Marriott Cleveland SolonSolon
Terry
￥16,802
￥19,743 total
includes taxes & fees
Oct 11 - Oct 12
17. Home2 Suites by Hilton Cleveland Beachwood
Home2 Suites by Hilton Cleveland BeachwoodBeachwood
Dovari
￥17,881
￥21,010 total
includes taxes & fees
Sep 27 - Sep 28
18. Hyatt Place Cleveland/Lyndhurst/Legacy Village
Hyatt Place Cleveland/Lyndhurst/Legacy VillageLyndhurst
Barbara
￥25,101
￥29,494 total
includes taxes & fees
Oct 4 - Oct 5
19. Holiday Inn Cleveland Northeast - Mentor by IHG
Holiday Inn Cleveland Northeast - Mentor by IHGMentor
Scott
￥19,924
￥22,962 total
includes taxes & fees
Sep 27 - Sep 28
20. Wyndham Independence
Wyndham IndependenceIndependence
Joshua
￥8,330
￥9,786 total
includes taxes & fees
Sep 21 - Sep 22
Stay near popular Chesterland attractions
Fowler's Mill Golf Course
8.0/10 (1 review)
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.
Berkshire Hill Golf Course
This former golf course wove through 240 acres of Ohio's natural hills, woods, and waterways. Players appreciated its strategic layout that balanced challenge with scenic tranquility.
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.
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.
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.
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.
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.
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.
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
Top Chesterland Hotel Reviews
Hotel Indigo Cleveland Downtown by IHG
10/10 Excellent
"Convenient locale, Professional staff. I had an Amazon package mailed to hotel and they made sure I received it immediately. Book with confidence."
Fidelity Hotel
10/10 Excellent
"Room was exceptionally clean, and I am extremely critical of cleanliness. The Fidelity exceeded my expectations! We will most definitely stay there again. I will note that the rooms are small, so if you arrive expecting a spacious room, you will be disappointed. But we knew this in advance and it did not detract from our stay in any way. Exceptional hotel!"
Kimpton Schofield Hotel by IHG
10/10 Excellent
"Staff was very friendly and professional and made the stay extremely enjoyable."
Residence Inn By Marriott Cleveland Downtown
10/10 Excellent
"The location simply can’t be beat. It took three minutes to walk to Rocket Arena for the concert (the reason we were in town). It took four minutes to walk to Progressive Field to watch the Guardians game. The room was clean and had everything we needed for our four night stay. The breakfast buffet was well stocked with plenty of seating…and the staff working the buffet was friendly and engaging. The property is huge so the walk to the room was lengthy but not terrible. There are plenty of food and drink options within an easy walk. The one drawback was the lack of parking that forces use of the $50/day valet."
Hilton Garden Inn Cleveland Downtown
8/10 Good
"Close to Progressive Field. Excellent staff, very helpful."
Comfort Inn Cleveland Downtown
8/10 Good
"Centrally located able to walk to most activities, with a great breakfast and courtesy staff"
Fairbridge Hotel Cleveland East
10/10 Excellent
"Good value, helpful staff."
Embassy Suites by Hilton Cleveland Rockside
8/10 Good
".."
More cheap stays in Chesterland
Extended Stay America Premier Suites - Cleveland - Independence
6025 Jefferson Dr Independence OH
￥9,530
￥11,198 total
Oct 12 - Oct 13
includes taxes & fees
Comfort Inn Independence - Cleveland
6191 Quarry Ln Independence OH
￥13,882
￥16,312 total
Oct 18 - Oct 19
includes taxes & fees
7.8/10 Good! (1,007 reviews)
Comfort Inn Cleveland Downtown
1800 Euclid Ave Cleveland OH
￥15,867
￥18,645 total
Oct 11 - Oct 12
includes taxes & fees
8/10 Very Good! (1,230 reviews)
Tru By Hilton Cleveland Midtown
6955 Euclid Avenue Cleveland OH
￥16,209
￥19,047 total
Oct 4 - Oct 5
includes taxes & fees
Comfort Inn Mayfield Heights Cleveland East
1421 Golden Gate Blvd Mayfield Heights OH
￥16,818
￥19,762 total
Oct 11 - Oct 12
includes taxes & fees
8.4/10 Very Good! (1,027 reviews)
Best Western Plus Mentor-Cleveland Northeast
8434 Mentor Avenue Mentor OH
￥17,202
￥19,826 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Hotels in Chesterland with star-rating
3 Star Hotels
123 properties
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Legacy Village
- All-Inclusive Hotel Hotels in The Flats
- Solon Hotels
- Hotels near Quail Hollow Country Club
- Guest Houses in Cleveland Hopkins Airport Station
- Aurora Hotels
- Guest Houses in Mayfield Heights
- Mayfield Heights Hotels
- Cleveland Heights Hotels
- Cheap Hotels in Edgewater
- Cleveland Hotels
- Hotels near Cleveland Clinic
- Business Hotels in Kent
- Hotels near Pinecrest Plaza Shopping
- Inns in Twinsburg
- B&B in Geneva
- Beachwood Hotels
- Hostels in Brooklyn
- Chagrin Falls Hotels
- Aparthotels in Madison
- Hotels with Free Parking in West Boulevard
- Hotels near Jacobs Pavilion at Nautica
- Shopping Hotels in Twinsburg
- Aparthotels in Solon
- Inns in Puritas-West 150th Station
- Cheap Hotels in Cleveland
- Apartments in Madison
- Luxury Hotels in Little Italy
- All-Inclusive Hotel Hotels in Ohio City
- Rv Parks in Eastlake
- Hotels near Cleveland Arcade
- Resorts & Hotels with Spas in Central
- Business Hotels in Thompson
- Waterpark Hotels in Ohio City
- Willoughby Hotels
- Cheap Hotels in Geneva
- Hostels in Cleveland
- Houseboats in Cleveland
- Shaker Heights Hotels
- Cheap Hotels in Brooklyn
- B&B in Aurora
- Euclid Hotels
- B&B in Cleveland
- Bedford Hotels
- Business Hotels in Downtown Cleveland
- Adults Only Resorts & in Geneva
- Luxury Hotels in Stockyards
- Hotels with Early Check-in in Downtown Cleveland
- Hotels near Cleveland State University
- Hotels near Cleveland Clinic - Family Health and Surgery Center Twinsburg
- Luxury Hotels in Central
- Hotels with Free Parking in Twinsburg
- Buckeye-Shaker Hotels
- Motels in East Side
- Hotels near Public Square
- Inns in Middleburg Heights
- Painesville Hotels
- Aparthotels in Newbury
- Casino Hotels in Downtown Cleveland
- Hotels near Cuyahoga County
- Cheap Hotels in Willoughby
- Country Houses in Cleveland
- Hotels near Alpine Valley
- B&B in Brooklyn
- Hotel with a Concierge Hotels in Middleburg Heights
- Rv Parks in Kent
- Hotels near Punderson State Park
- Guest Houses in Fairview Park
- Lodges in Kent
- Cheap Hotels in Central
- Motels in Orange
- Hotels near Thistledown Racetrack
- Hotels near Burke Lakefront
- Rv Parks in Aurora
- Luxury Hotels in Cleveland
- Pet-Friendly Hotels in Ohio City
- Thompson Hotels
- Motels in Macedonia
- Cheap Hotels in West Boulevard
- Apartments in Cleveland
- All-Inclusive Hotel Hotels in Downtown Cleveland
- Romantic Hotels in Ohio City
- Boutique Hotels in Little Italy
- Hotels near Case Western Reserve University
- Inns in Brecksville
- Resorts & Hotels with Spas in East Side
- Hotels with a Pool in Oakwood Village
- Aparthotels in Brooklyn
- Resorts in Cleveland
- Business Hotels in Ohio City
- Family Hotels in Ohio City
- Beach Hotels in Edgewater
- Resorts & Hotels with Spas in Thompson
