Chesterland Hotels from S$95
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29 Aug - 30 AugTomorrow
30 Aug - 31 AugNext weekend
4 Sept - 6 SeptIn two weeks
11 Sept - 13 SeptOur top choices for Chesterland hotels
1. Hilton Garden Inn Cleveland East/Mayfield Village
Hilton Garden Inn Cleveland East/Mayfield VillageMayfield
Diane
S$152
includes taxes & fees
11 Sept - 12 Sept
2. Comfort Inn Mayfield Heights Cleveland East
Comfort Inn Mayfield Heights Cleveland EastMayfield Heights
Nathaniel
S$160
includes taxes & fees
20 Sept - 21 Sept
3. Holiday Inn Cleveland-Mayfield by IHG
Holiday Inn Cleveland-Mayfield by IHGMayfield
Cynthia
S$176
includes taxes & fees
7 Sept - 8 Sept
4. Best Western Plus Mentor-Cleveland Northeast
Best Western Plus Mentor-Cleveland NortheastMentor
Tracy
S$161
includes taxes & fees
6 Sept - 7 Sept
5. Holiday Inn Express & Suites Painesville - Concord by IHG
Holiday Inn Express & Suites Painesville - Concord by IHGPainesville
Sandra
S$169
includes taxes & fees
27 Sept - 28 Sept
6. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHGMayfield Heights
Michael
S$200
includes taxes & fees
6 Sept - 7 Sept
7. Drury Inn & Suites Cleveland Beachwood
Drury Inn & Suites Cleveland BeachwoodOrange
Robert
S$182
includes taxes & fees
10 Sept - 11 Sept
8. Four Points by Sheraton Cleveland-Eastlake
Four Points by Sheraton Cleveland-EastlakeEastlake
Michael J
S$161
includes taxes & fees
6 Sept - 7 Sept
9. Spark by Hilton Cleveland Beachwood
Spark by Hilton Cleveland BeachwoodBeachwood
Natalie
S$146
includes taxes & fees
7 Sept - 8 Sept
10. Courtyard by Marriott Cleveland Willoughby
Courtyard by Marriott Cleveland WilloughbyWilloughby
Roger Mayorga
S$207
includes taxes & fees
7 Sept - 8 Sept
11. TownePlace Suites by Marriott Cleveland Solon
TownePlace Suites by Marriott Cleveland SolonSolon
Helen
S$160
includes taxes & fees
27 Sept - 28 Sept
12. Hampton Inn Cleveland-Solon
Hampton Inn Cleveland-SolonSolon
Evangeline
S$146
includes taxes & fees
13 Sept - 14 Sept
13. Holiday Inn Cleveland Northeast - Mentor by IHG
Holiday Inn Cleveland Northeast - Mentor by IHGMentor
Scott
S$172
includes taxes & fees
28 Sept - 29 Sept
14. Hyatt Place Cleveland/Lyndhurst/Legacy Village
Hyatt Place Cleveland/Lyndhurst/Legacy VillageLyndhurst
Barbara
S$215
includes taxes & fees
7 Sept - 8 Sept
15. Homewood Suites by Hilton Cleveland-Beachwood
Homewood Suites by Hilton Cleveland-BeachwoodBeachwood
Catherine
S$207
includes taxes & fees
6 Sept - 7 Sept
16. Red Roof Inn Cleveland - Mentor/ Willoughby
Red Roof Inn Cleveland - Mentor/ WilloughbyWilloughby
Kristin
S$95
includes taxes & fees
2 Sept - 3 Sept
17. Home2 Suites by Hilton Cleveland Beachwood
Home2 Suites by Hilton Cleveland BeachwoodBeachwood
Larry
S$170
includes taxes & fees
6 Sept - 7 Sept
18. The Aurora - a Boutique Hotel
The Aurora - a Boutique HotelAurora
Kevin
S$139
includes taxes & fees
7 Sept - 8 Sept
19. Comfort Inn Painesville - Concord
Comfort Inn Painesville - ConcordPainesville
Kristie
S$183
includes taxes & fees
20 Sept - 21 Sept
20. Courtyard by Marriott Cleveland Beachwood
Courtyard by Marriott Cleveland BeachwoodBeachwood
Janeen
S$170
includes taxes & fees
30 Aug - 31 Aug
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.
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 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 savour authentic cuisine at My Thai Restaurant.
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.
West Geauga Public Library
The Geauga West Library features a Digital Legacy Lab to convert analogue 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.
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.
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
The Westin Cleveland Downtown
10/10 Excellent
"I enjoyed my stay at the Westin. No problems No Complaints"
Kimpton Schofield Hotel by IHG
10/10 Excellent
"hotel was clean, staff was very helpful, and location was great. just make sure you plan for the valet costs, $60 per night. no garage available to park yourself."
Holiday Inn Cleveland-Mayfield by IHG
8/10 Good
"The hotel was clean and otherwise nice."
Hilton Cleveland Downtown
10/10 Excellent
"Room with lake view was great. Everything was a great experience. Breakfast and staff"
Hilton Garden Inn Cleveland Downtown
10/10 Excellent
"Breakfast was cold"
Drury Plaza Hotel Cleveland Downtown
10/10 Excellent
"One of the best value hotels I have ever stayed in. Excellent breakfast buffet, three free alcoholic drinks per evening plus a well stocked dinner buffet all included in the price of the stay. Facilities and rooms were in excellent shape. Even offered housekeeping each morning. It was in a great location, walking distance to many venues."
Hyatt Regency Cleveland At The Arcade
10/10 Excellent
"Room was clean and hotel was gorgeous"
Residence Inn By Marriott Cleveland Downtown
10/10 Excellent
"Excellent staff"
Hampton Inn Cleveland-Downtown
10/10 Excellent
"Everything was as advertised and as expected. Staff were excellent too."
More cheap stays in Chesterland
Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306 Willoughby OH
S$95
2 Sept - 3 Sept
includes taxes & fees
SkyLight Inn Cleveland - Willoughby
34600 Maplegrove Rd Willoughby OH
S$98
7 Sept - 8 Sept
includes taxes & fees
6.6/10 (1,003 reviews)
Willow Lodge Willoughby โ Cleveland Mentor
35110 Maplegrove Road Willoughby OH
S$103
1 Sept - 2 Sept
includes taxes & fees
Comfort Inn Independence - Cleveland
6191 Quarry Ln Independence OH
S$142
13 Sept - 14 Sept
includes taxes & fees
7.8/10 Good! (1,004 reviews)
Comfort Inn Cleveland Downtown
1800 Euclid Ave Cleveland OH
S$151
6 Sept - 7 Sept
includes taxes & fees
8/10 Very good! (1,207 reviews)
Tru By Hilton Cleveland Midtown
6955 Euclid Avenue Cleveland OH
S$158
6 Sept - 7 Sept
includes taxes & fees
8.4/10 Very good! (1,628 reviews)
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