Hotels in Chesterland

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Where to stay in Chesterland?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chesterland on Hotels.com. These Chesterland hotels consistently deliver on quality, location and traveler experience. Last updated on October 16, 2026.

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

A gym with treadmills, elliptical machines, and dumbbells.

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

1. Holiday Inn Cleveland-Mayfield by IHG

Mayfield

CNY769

CNY904 total

includes taxes & fees

Nov 15 - Nov 16

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

CNY690

CNY811 total

includes taxes & fees

Nov 8 - Nov 9

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

A swimming pool with green chairs and tables, surrounded by a black fence.

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

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

3. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Mayfield Heights

CNY850

CNY999 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A bar area with a long counter, multiple bar stools, and a coffee machine.

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

4. Hyatt Place Cleveland/Lyndhurst/Legacy Village

Lyndhurst

CNY1,038

CNY1,220 total

includes taxes & fees

Nov 1 - Nov 2

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

A Drury Inn & Suites building with a modern design, featuring multiple floors, large windows, and a covered entrance area.

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

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

5. Drury Inn & Suites Cleveland Beachwood

Orange

CNY876

CNY1,030 total

includes taxes & fees

Oct 29 - Oct 30

A hotel sign with 'BW Best Western PLUS Inn & Suites' and 'Lawnfield' written on it.

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

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

6. Best Western Plus Mentor-Cleveland Northeast

Mentor

CNY677

CNY780 total

includes taxes & fees

Nov 16 - Nov 17

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

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

A hotel room with a desk, a chair, a sofa, and a small armchair.

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

7. Courtyard by Marriott Cleveland Willoughby

Willoughby

CNY887

CNY1,023 total

includes taxes & fees

Nov 15 - Nov 16

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

A modern living room with a grey sofa, wooden side tables, a flat-screen TV mounted above a fireplace, and a yellow ottoman.

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

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

8. Hampton Inn & Suites Cleveland-Beachwood

Orange

CNY847

CNY996 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A Hilton Garden Inn hotel with a prominent entrance and a clear sign.

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

9. Hilton Garden Inn Cleveland East/Mayfield Village

Mayfield

CNY817

CNY961 total

includes taxes & fees

Oct 25 - Oct 26

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

A conference room with tables and chairs, a whiteboard, and a large window.

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

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

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

Painesville

CNY662

CNY763 total

includes taxes & fees

Nov 15 - Nov 16

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

A hot tub with a metal ladder, surrounded by teal walls and large windows.

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 areas, and a high ceiling with wooden paneling.

11. Homewood Suites by Hilton Cleveland-Beachwood

Beachwood

CNY904

CNY1,063 total

includes taxes & fees

Nov 15 - Nov 16

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

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

A modern hotel lobby with wooden flooring, green and yellow chairs, a reception desk, and large windows offering a view of the outdoors.

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

12. Spark by Hilton Cleveland Beachwood

Beachwood

CNY711

CNY836 total

includes taxes & fees

Oct 25 - Oct 26

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

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

A modern hotel lobby with two grey armchairs and a small yellow table.

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

CNY677

CNY795 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

An indoor swimming pool with clear glass walls, a patio area with tables and chairs, and a view of the outdoors.

14. TownePlace Suites by Marriott Cleveland Solon

Solon

CNY676

CNY794 total

includes taxes & fees

Nov 8 - Nov 9

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 large bed, a desk with a television, a sofa, and a lamp.

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

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

15. Holiday Inn Cleveland Northeast - Mentor by IHG

Mentor

CNY693

CNY798 total

includes taxes & fees

Nov 15 - Nov 16

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

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

A modern kitchen with a built-in microwave, sink, and coffee maker.

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

16. Home2 Suites by Hilton Cleveland Beachwood

Beachwood

CNY763

CNY896 total

includes taxes & fees

Nov 15 - Nov 16

A Courtyard by Marriott hotel with a covered entrance, large windows, and a landscaped front area.

A modern kitchen with a curved island, bar stools, and a coffee station.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A reception desk with a wooden finish and a digital screen, accompanied by a smaller desk with a phone.

17. Courtyard by Marriott Cleveland Beachwood

Beachwood

CNY962

CNY1,130 total

includes taxes & fees

Oct 23 - Oct 24

A hotel lobby with two sofas, a coffee table, and a dining area with chairs and tables.

A hotel lobby with a dining area, sofas, and a large window offering a view of the outdoors.

A hotel lobby with a curved glass wall, a 'Welcome' sign, and a seating area with patterned chairs and a table.

An indoor swimming pool with lounge chairs and tables, large windows, and potted plants.

18. Hampton Inn Cleveland-Solon

Solon

CNY677

CNY795 total

includes taxes & fees

Nov 15 - Nov 16

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

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

A spacious lobby with multiple seating areas, a fireplace, and a library.

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.

19. Four Points by Sheraton Cleveland-Eastlake

Eastlake

CNY734

CNY846 total

includes taxes & fees

Nov 15 - Nov 16

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

20. Residence Inn by Marriott Cleveland Beachwood

Beachwood

CNY957

CNY1,124 total

includes taxes & fees

Oct 30 - Oct 31

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Go beyond your typical stay in Chesterland

Pet friendly

Pool

Apartment

Hot tub

Family friendly

Top landmarks in Chesterland

Fowler's Mill Golf Course

8.0/10 (1 review)

You might want to practice your swing at Fowler's Mill Golf Course, a golf course located 3.3 mi (5.4 km) from central Chesterland. If Fowler's Mill Golf Course doesn't quite scratch your golfing itch, Berkshire Hill Golf Course, and Pleasant Hill Golf Course are also nearby.

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Berkshire Hill Golf Course

You might want to practice your swing at Berkshire Hill Golf Course, a golf course located 2.5 mi (4 km) from central Chesterland. If Berkshire Hill Golf Course doesn't quite scratch your golfing itch, Fowler's Mill Golf Course is also nearby.

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West Geauga Public Library

West Geauga Public Library is worth a visit, located 1.4 mi (2.3 km) from central Chesterland.

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West Geauga Plaza

If you like shopping, take time out to go to West Geauga Plaza when in Chesterland.

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Chester Town Hall

Chester Town Hall is worth a visit when in central Chesterland.

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Silo Picnic Area

Silo Picnic Area is worth a visit, located 3.3 mi (5.2 km) from central Chesterland.

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Bessie Benner Metzenbaum Park

Bessie Benner Metzenbaum Park is 1.3 mi (2.2 km) from central Chesterland, why not stop by during your stay.

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Chesterland City Park

If you like spending time outside, why not spend the afternoon at Chesterland City Park, a park in the heart of Chesterland. Want to stretch your legs some more? Head to Sunnybrook Preserve and Silo Picnic Area, both nearby.

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Learn more about Chesterland

Chesterland is well-known for its attractions such as Alpine Valley and Chagrin River.

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

Check out reviews of Chesterland hotels guests love

Drury Plaza Hotel Cleveland Downtown

10/10 Excellent

"This was a great find in downtown Cleveland! Friendly staff, accommodating rooms, happy hour & breakfast was included in the price! Walking distance to a lot of restaurants. Would definitely stay here again if visiting Cleveland!"

Extended Stay America Premier Suites - Cleveland - Independence

10/10 Excellent

"Nice hotel ata great price. Quiet and safe neighborhood"

Fidelity Hotel

10/10 Excellent

"Our entire stay was amazing from the smooth valet to friendly staff to a unique and very clean room. I would recommend this hotel to everyone, especially couples!"

Hampton Inn Cleveland-Downtown

10/10 Excellent

"Wonderful experience as normal"

Hotel Indigo Cleveland Downtown by IHG

8/10 Good

"Absolutely AWESOME location! Use parking garage across the street."

Hilton Cleveland Downtown

10/10 Excellent

"na"

Hilton Garden Inn Cleveland Downtown

8/10 Good

"Staff was very helpful made our stay better!"

Frequently asked questions

How much does a hotel room cost in Chesterland?

You can find top hotels in Chesterland from CNY763 with options to suit your budget and needs. If you're looking for an affordable hotel in Chesterland that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Chesterland hotels?

Discover great deals on Chesterland hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Chesterland hotels.

Can I book Chesterland hotels with free cancellation?

In order to book a refundable Chesterland hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Chesterland?

If you're looking for hotels in central Chesterland, check out Holiday Inn Cleveland-Mayfield by IHG and Hilton Garden Inn Cleveland East/Mayfield Village. Travelers love Holiday Inn Cleveland-Mayfield by IHG for its location, as well as the restaurant, bar/lounge and 24-hour gym this hotel offers. Hilton Garden Inn Cleveland East/Mayfield Village is another popular central hotel with a restaurant, a bar/lounge and free parking.

What hotels do travelers recommend in Chesterland?

Guests like Fairbridge Hotel Cleveland East and Drury Inn & Suites Cleveland Beachwood.

Can I book refundable accommodations in Chesterland?

If you need the flexibility to change your travel plans to Chesterland, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Chesterland be like during my vacation?

The warmest months in Chesterland are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are June and July.

Why should I book my Chesterland accommodation with Hotels.com?

There are plenty of reasons to book your Chesterland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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