𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chesterland (2026)

A wooden bridge over a snow-covered path in a forest.

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Our top choices for Chesterland hotels

A restaurant with wooden booths and tables, featuring signs for 'Chianti' and 'Bardolino'.

A modern lobby with a reception desk, seating area, and large windows.

An outdoor patio area with round tables and chairs, surrounded by greenery and umbrellas.

1. Holiday Inn Cleveland-Mayfield by IHG

Mayfield

Shahna

S$184

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, armchairs, a coffee table, and a kitchen area with a counter and pendant lights.

A modern hotel lobby with a bar, seating area, and large windows.

A modern hotel lobby with wooden flooring, a blue accent wall, yellow seating, and a TV.

A compact hotel room with a kitchenette, a bed, a desk, and a chair.

2. Comfort Inn Mayfield Heights Cleveland East

Mayfield Heights

Nathaniel

S$155

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a built-in island, stainless steel appliances, and dark wooden cabinets.

A modern hotel room with a dining area, kitchenette, and a living area with a sofa and ottoman.

A modern kitchen with dark cabinets, stainless steel appliances, and a white dining table with patterned chairs.

A hotel room with a kitchenette, a dining area with a table and chairs, a bed, a TV, and a desk with a chair.

3. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Mayfield Heights

Carla

S$191

includes taxes & fees

18 Oct - 19 Oct

A traditional hotel room with a desk, computer, and seating area.

A restaurant interior with wooden tables, black chairs, and orange walls.

A hotel room with a four-poster bed, a sitting area with a chair and a table, a television, and a minibar.

4. Best Western Plus Mentor-Cleveland Northeast

Mentor

Peggy

S$149

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a sectional sofa, ottomans, and a reception desk.

A modern living room with a sectional sofa, a wooden coffee table, and a flat-screen TV mounted on a brick wall.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a sunlit area with large windows.

A modern restaurant with booths, high tables, and a bar area.

5. Drury Inn & Suites Cleveland Beachwood

Orange

Aaron

S$197

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a coffee machine, a bed, and a window with a view.

A hotel room with a kitchenette, a bed, a window with blinds, and a view of the outdoors.

A gym with treadmills, stationary bikes, and a rowing machine.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

6. Holiday Inn Express & Suites Painesville - Concord by IHG

Painesville

Sandra

S$155

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with a reception desk, a large potted plant, and a decorative wall with a clock.

A hotel room with a neatly made bed, a dining table with a tray of food, a chair, and a lamp.

A hotel lobby with round tables, a bar area, and a seating arrangement.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a sign indicating a depth of 3 feet 9 inches.

7. Hilton Garden Inn Cleveland East/Mayfield Village

Mayfield

Albertine

S$184

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with a fire pit, seating, and a grill.

A modern hotel with a prominent sign reading "TOWNEPLACE SUITES".

A bar area with a red counter, multiple bar stools, and a city skyline artwork on the wall.

A hotel lobby with a sofa, chairs, a small table, a reception desk, and a TV screen.

8. TownePlace Suites by Marriott Cleveland Solon

Solon

Christine

S$152

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a sofa, a chair, and a large mirror.

A Courtyard by Marriott hotel with a covered entrance, a parking lot, and a black car parked in front.

A modern bar area with a digital menu, bar stools, and a coffee station.

A vending machine area with multiple beverage dispensers and a sign that reads "The Market".

9. Courtyard by Marriott Cleveland Willoughby

Willoughby

Michele

S$196

includes taxes & fees

8 Nov - 9 Nov

A lobby with a stone fireplace, leather armchairs, and a patterned rug.

A bar area with a long counter, multiple stools, and a television screen.

A modern hotel room with a flat-screen TV, a desk with a lamp, a sofa, a patterned rug, and a kitchenette in the background.

A modern hotel with a sign reading "Four Points by Sheraton." It features a rectangular building with multiple windows and a prominent entrance.

10. Four Points by Sheraton Cleveland-Eastlake

Eastlake

DAVID

S$162

includes taxes & fees

18 Oct - 19 Oct

A modern office space with wooden tables and benches, a reception area, and large windows offering views.

A hotel room with a large bed, a television, a desk with a lamp, and a bookshelf.

A conference room with a round table, four orange chairs, a chandelier, and large windows with curtains.

A modern building entrance with a parking area, a sign for 'Spark', and a clear sky.

11. Spark by Hilton Cleveland Beachwood

Beachwood

Jacquelyn

S$160

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with a fire pit, seating, and a pool visible through the glass enclosure.

A modern hotel lobby with a large seating area, a bar, and a television screen.

A modern hotel room with a dining area, a sofa, a TV, and a fireplace.

An outdoor patio area with a pergola, seating, and flower planters.

12. Hampton Inn & Suites Cleveland-Beachwood

Orange

Shayndl

S$191

includes taxes & fees

1 Nov - 2 Nov

A hotel with a modern brick facade, a covered entrance, and landscaped areas with young trees.

A hotel room with a large bed, a sofa, a TV, a desk with a lamp, and a window with curtains.

A hotel lobby with round tables and chairs, a reception desk, and a wooden partition.

An indoor swimming pool with a tiled edge, surrounded by green and yellow lounge chairs, and a view of the outdoors through large glass doors.

13. SpringHill Suites by Marriott Cleveland/Solon

Solon

Ronnie

S$152

includes taxes & fees

25 Oct - 26 Oct

A bar area with multiple seating options, a counter with a cash register, and a neon sign for Great Lakes Brewing Co.

A hotel room with a dining area, a TV, a sofa, and a kitchenette.

A Holiday Inn hotel with a modern design, featuring a prominent entrance and a parking lot.

A modern kitchen with a built-in refrigerator, a coffee station, and a variety of food display cases.

14. Holiday Inn Cleveland Northeast - Mentor by IHG

Mentor

Michael

S$186

includes taxes & fees

12 Nov - 13 Nov

A modern hotel with a glass facade, multiple floors, and a covered entrance area.

A snack bar with various food items and beverages.

A modern lobby with a reception desk, seating area, and a staircase.

An indoor swimming pool with clear blue water, sunlit by large windows, surrounded by lounge chairs and exercise equipment.

15. Hyatt Place Cleveland/Lyndhurst/Legacy Village

Lyndhurst

David

S$229

includes taxes & fees

1 Nov - 2 Nov

A lobby with a fireplace, seating area, and a TV.

An outdoor seating area with wicker furniture and a fire pit, surrounded by a brick wall and a black metal fence.

A vending area with refrigerated beverage dispensers and snack shelves.

A lobby with a reception desk, seating area, and a staircase.

16. Residence Inn by Marriott Cleveland Beachwood

Beachwood

Douglas

S$215

includes taxes & fees

30 Oct - 31 Oct

An outdoor patio with stone seating, a fire pit, and a pergola with string lights.

A multi-story hotel with a beige and red facade, a central entrance with a canopy, and a landscaped front yard with various shrubs and a tree.

A spacious lobby with a fireplace, seating area, and a reception desk.

A spacious lobby with a fireplace, seating areas, and a high ceiling with wooden paneling.

17. Homewood Suites by Hilton Cleveland-Beachwood

Beachwood

Eric

S$203

includes taxes & fees

8 Nov - 9 Nov

A spacious conference room with multiple tables and chairs, large windows, and a patterned carpet.

An outdoor seating area with tables and chairs, a sofa, and a potted plant.

A bar area with a marble countertop, shelves with bottles, and bar stools.

A spacious lobby with modern furniture, large windows, and contemporary lighting fixtures.

18. AC Hotel by Marriott Cleveland Beachwood

Orange

Jeremias

S$252

includes taxes & fees

30 Oct - 31 Oct

An outdoor seating area with a fire pit, wicker furniture, and string lights.

A modern hotel lobby with a green sofa, blue ottoman, and a wooden dining table.

A modern hotel with a covered entrance, large windows, and an American flag.

A swimming pool with a wooden ceiling, chairs, and a view of the outside.

19. Home2 Suites by Hilton Cleveland Beachwood

Beachwood

Mark

S$172

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a reception desk, seating area, and decorative elements.

A spacious living area with sofas, a coffee table, and a bar area with stools.

A Marriott hotel with a brick facade, large windows, and a well-lit entrance.

A swimming pool with a seating area, large windows, and potted plants.

20. Cleveland Marriott East

Warrensville Heights

Chi Yun

S$197

includes taxes & fees

1 Nov - 2 Nov

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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

Drury Plaza Hotel Cleveland Downtown

8/10 Good

"Loved the big rooms. Windows desperately needed washing. We did not participate in the breakfast but the place was crowded when I went for coffee. We also did not participate in dinner except for the free glass of wine. Loved the valet parking but they need more organization and direction. We went to check in they parked my car with our stuff in it after they told us to check in and get the stuff after. Took over 30 minutes to get the car when checking out. Only one person doing it all for 10 cars in the que. I did use the hot tub but the pool was too cold. Shower was great in the room and for the most part very quiet. I would consider using this chain again."

Hilton Garden Inn Cleveland Downtown

8/10 Good

"Staff was very helpful made our stay better!"

Hyatt Regency Cleveland At The Arcade

10/10 Excellent

"Absolutely lovely and first class"

Hilton Cleveland Downtown

10/10 Excellent

"Stayed for a concert down town. Was given an upgraded room with points. Amazing location. View was great. Would book again when in Cleveland"

Tru By Hilton Cleveland Midtown

8/10 Good

"The room was reasonably priced for being mid-town. The shower had great water pressure. The room was clean, and comfortable. The down side, was no coffee machine in the room. I'm a very early riser, and would like to enjoy a cup, before I leave my room. We will stay again for the close proximity to Downtown Cleveland and the Cleveland Clinic."

The Westin Cleveland Downtown

10/10 Excellent

"Ev chargers would a nice addition."

Willow Lodge Willoughby – Cleveland Mentor

10/10 Excellent

"Five-star hospitality at a two-star price point! The front desk team was absolute sunshine, always greeting us with huge smiles. Plus, if you love to eat and shop till you drop, the location literally could not be any better."

Holiday Inn Cleveland-Mayfield by IHG

8/10 Good

"The property and room were clean, and the staff was very friendly."

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH

S$74

2 Nov - 3 Nov

includes taxes & fees

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

S$99

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,037 reviews)

Extended Stay America Premier Suites - Cleveland - Independence

6025 Jefferson Dr Independence OH

S$121

1 Nov - 2 Nov

includes taxes & fees

Tru By Hilton Cleveland Midtown

6955 Euclid Avenue Cleveland OH

S$146

1 Nov - 2 Nov

includes taxes & fees

8.4/10 Very good! (1,634 reviews)

Best Western Plus Mentor-Cleveland Northeast

8434 Mentor Avenue Mentor OH

S$149

2 Nov - 3 Nov

includes taxes & fees

Comfort Inn Cleveland Downtown

1800 Euclid Ave Cleveland OH

S$154

8 Nov - 9 Nov

includes taxes & fees

8/10 Very good! (1,250 reviews)

Frequently asked questions

Where is the best place for a stay in Chesterland?

The Westin Cleveland Downtown, located 18.3 mi (29.5 km) from the heart of Chesterland, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Extended Stay America Premier Suites - Cleveland - Independence and Hotel Indigo Cleveland Downtown by IHG. See all available top hotels, or vacation rentals in Chesterland.

If I need to cancel my hotel reservation in Chesterland, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterland.

What is staying in Chesterland like?

Visitors can enjoy all that Chesterland has to offer, including the golf courses and ski areas. There are 1503 hotels and other accommodation options in the surrounding area. Find out more about Chesterland.

What is there to see in Chesterland?

Favourite places to visit include Alpine Valley, Chagrin River and Berkshire Hill Golf Course. A couple of additional sights to add to your itinerary are Fowler's Mill Golf Course and Chesterland City Park. Take a look at what more there is to see and do in Expedia's Chesterland guide.

What's the seasonal weather like in Chesterland?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterland are January, November, December and March, with each month seeing an average of 17 cm of snowfall.

Chesterland Hotels from S$74

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chesterland

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chesterland hotels

1. Holiday Inn Cleveland-Mayfield by IHG

2. Comfort Inn Mayfield Heights Cleveland East

3. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

4. Best Western Plus Mentor-Cleveland Northeast

5. Drury Inn & Suites Cleveland Beachwood

6. Holiday Inn Express & Suites Painesville - Concord by IHG

7. Hilton Garden Inn Cleveland East/Mayfield Village

8. TownePlace Suites by Marriott Cleveland Solon

9. Courtyard by Marriott Cleveland Willoughby

10. Four Points by Sheraton Cleveland-Eastlake

11. Spark by Hilton Cleveland Beachwood

12. Hampton Inn & Suites Cleveland-Beachwood

13. SpringHill Suites by Marriott Cleveland/Solon

14. Holiday Inn Cleveland Northeast - Mentor by IHG

15. Hyatt Place Cleveland/Lyndhurst/Legacy Village

16. Residence Inn by Marriott Cleveland Beachwood

17. Homewood Suites by Hilton Cleveland-Beachwood

18. AC Hotel by Marriott Cleveland Beachwood

19. Home2 Suites by Hilton Cleveland Beachwood

20. Cleveland Marriott East

Stay near popular Chesterland attractions

Fowler's Mill Golf Course

Berkshire Hill Golf Course

West Geauga Public Library

West Geauga Plaza

Chester Town Hall

Silo Picnic Area

Bessie Benner Metzenbaum Park

Chesterland City Park

Learn more about Chesterland

Top Chesterland Hotel Reviews

Drury Plaza Hotel Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

Hyatt Regency Cleveland At The Arcade

Hilton Cleveland Downtown

Tru By Hilton Cleveland Midtown

The Westin Cleveland Downtown

Willow Lodge Willoughby – Cleveland Mentor

Holiday Inn Cleveland-Mayfield by IHG

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Willow Lodge Willoughby – Cleveland Mentor

Extended Stay America Premier Suites - Cleveland - Independence

Tru By Hilton Cleveland Midtown

Best Western Plus Mentor-Cleveland Northeast

Comfort Inn Cleveland Downtown

Frequently asked questions

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