Chesterland Hotels from €63 - Fully Refundable Options

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Our top choices for Chesterland hotels

Breakfast included

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Pool

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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.

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

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

1. Hilton Garden Inn Cleveland East/Mayfield Village

Mayfield

Diane

€107

includes taxes & fees

11 Sept - 12 Sept

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

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

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

A compact kitchen with a refrigerator, microwave, sink, and a flat-screen TV above the counter.

2. Comfort Inn Mayfield Heights Cleveland East

Mayfield Heights

Nathaniel

€108

includes taxes & fees

20 Sept - 21 Sept

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

A gym with treadmills, elliptical machines, and dumbbells.

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

3. Holiday Inn Cleveland-Mayfield by IHG

Mayfield

Cynthia

€119

includes taxes & fees

6 Sept - 7 Sept

A hotel with a central entrance, multiple windows, and a parking area with a car.

An outdoor patio area with wicker furniture and a stone fireplace.

A modern hotel lobby with a long counter, seating area, and a buffet with various food items.

A hotel lobby with a stone fireplace, comfortable seating, a flat-screen TV, and a dining area.

4. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Mayfield Heights

Lia

€114

includes taxes & fees

31 Aug - 1 Sept

A Holiday Inn Express & Suites building with a modern design, featuring a large entrance and a parking area.

A swimming pool with chairs and a reception desk.

A modern lobby with a patterned carpet, green and beige seating, and blue pillars.

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

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

Painesville

Sandra

€109

includes taxes & fees

30 Aug - 31 Aug

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

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.

6. Best Western Plus Mentor-Cleveland Northeast

Mentor

Tracy

€117

includes taxes & fees

30 Aug - 31 Aug

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

7. Drury Inn & Suites Cleveland Beachwood

Orange

Robert

€123

includes taxes & fees

10 Sept - 11 Sept

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

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.

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

8. Spark by Hilton Cleveland Beachwood

Beachwood

Natalie

€98

includes taxes & fees

9 Sept - 10 Sept

A bathroom with a sink, mirror, towel rack, and a shower with a striped curtain.

9. Red Roof Inn Cleveland - Mentor/ Willoughby

Willoughby

Kristin

€63

includes taxes & fees

31 Aug - 1 Sept

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

10. Four Points by Sheraton Cleveland-Eastlake

Eastlake

Michael J

€109

includes taxes & fees

6 Sept - 7 Sept

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

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

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

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

11. Courtyard by Marriott Cleveland Willoughby

Willoughby

Cynthia

€131

includes taxes & fees

6 Sept - 7 Sept

A hotel room with a bed, a bathtub, and a painting of a bridge.

A multi-story hotel with a 'Welcome' sign, parking spaces, and a landscaped area with plants.

A laundry room with multiple washing machines and dryers, a trash bin, and a sign indicating the room is for guests.

12. Willow Lodge Willoughby – Cleveland Mentor

Willoughby

Josh

€76

includes taxes & fees

2 Sept - 3 Sept

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

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

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

A bar area with a large illuminated sign, multiple glasses, and bottles on shelves.

13. Holiday Inn Cleveland Northeast - Mentor by IHG

Mentor

Susan

€125

includes taxes & fees

6 Sept - 7 Sept

An indoor swimming pool with a wooden ceiling, clear skylights, and a tiled floor.

A modern hotel lobby with a refrigerator stocked with beverages, two grey armchairs, a round coffee table, and a large window offering a view of a green landscape.

A modern kitchen with white cabinets, a microwave, coffee maker, and a fruit bowl. There are yellow chairs and a table in the dining area.

A hotel room with a large bed, two bedside tables, a nightstand, and a wall with a geometric pattern.

14. Comfort Inn Painesville - Concord

Painesville

Kristie

€121

includes taxes & fees

31 Aug - 1 Sept

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

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

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

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

15. TownePlace Suites by Marriott Cleveland Solon

Solon

Mellissa Marie

€108

includes taxes & fees

13 Sept - 14 Sept

A corner bathroom with a large bathtub, a mirror, and a wooden floor.

A hotel with a modern architectural design, featuring a prominent sloped roof and a large glass entrance.

A reception desk with a banner reading "SKYLIGHT Inn & Suites," a clock, a television, and a window with natural light.

A cozy living room with a brick wall, a leather sofa, a glass coffee table, wooden dining table, and chairs.

16. SkyLight Inn Cleveland - Willoughby

Willoughby

Kynyon

€73

includes taxes & fees

3 Sept - 4 Sept

A bar area with a sign reading "Six Horses Tavern," shelves stocked with bottles, a bar counter, and multiple bar stools.

An indoor swimming pool with wooden beams, clear lanes, and a '3 FT NO DIVING' sign.

A reception area with a wooden counter, a staircase leading to another room, and a large window with natural light.

A spacious living room with a fireplace, a large sofa, a brown leather armchair, and a chandelier.

17. The Aurora - a Boutique Hotel

Aurora

KIMBERLY

€92

includes taxes & fees

6 Sept - 7 Sept

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 restaurant with a curved glass roof, tables, chairs, and a flat-screen TV on the wall.

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

18. Hampton Inn Cleveland-Solon

Solon

Evangeline

€98

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a sofa, a small table, a TV, and a bed.

A hotel room with two beds, a desk with a computer, a chair, and a small table.

A hotel room with a large bed, a desk, a chair, and a small table.

A hotel room with a bed, two bedside tables with lamps, a sofa, a desk, and a television.

19. Fairbridge Hotel Cleveland East

Wickliffe

Earl

€71

includes taxes & fees

26 Aug - 27 Aug

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 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.

20. Home2 Suites by Hilton Cleveland Beachwood

Beachwood

Larry

€115

includes taxes & fees

9 Sept - 10 Sept

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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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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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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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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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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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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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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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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

Hilton Cleveland Downtown

8/10 Good

"The room was clean. I was happy to have a shower cap. The pool water was cloudy. Didn’t look clean. The staff was helpful. Shaq at the lounge was very nice and helpful. One front desk male was not so courteous and his long unkept fingernails grossed me out."

Hotel Cleveland, Autograph Collection

10/10 Excellent

"Safe was great and loved the location."

Hotel Indigo Cleveland Downtown by IHG

10/10 Excellent

"The Indigo is the perfect place to stay for sporting events,. I love baseball, and you can walk to the stadium in 5 minutes. The basketball arena is oeven nearer. There's plenty of great food and drink establishments very close by. The Indigo is comfy and clean, with a friendly staff. I highly recommend for any Cleveland trip."

Fairbridge Hotel Cleveland East

10/10 Excellent

"Helpful, friendly staff; solid service at a good price."

Fidelity Hotel

10/10 Excellent

"The rooms had a stylish, luxury boutique feel… well designed and tasteful without feeling stuffy. Everything was spotless from the lobby to the room. The food was excellent, easily one of the better hotel dining experiences I’ve had. Valet service was smooth and convenient, making check-in and check-out effortless. Highly recommend if you’re looking for a boutique hotel experience in Cleveland!"

Kimpton Schofield Hotel by IHG

10/10 Excellent

"Great complementary breakfast with room and spacious quiet room."

Crowne Plaza Cleveland at Playhouse Square by IHG

10/10 Excellent

"Perfect location and friendly staff. Rooms were very clean, comfortable and well maintained."

The Westin Cleveland Downtown

10/10 Excellent

"Everything was great."

More cheap stays in Chesterland

Red Roof Inn Cleveland - Mentor/ Willoughby

4166 State Route 306 Willoughby OH

€63

31 Aug - 1 Sept

includes taxes & fees

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH

€73

3 Sept - 4 Sept

includes taxes & fees

6.6/10 (1,006 reviews)

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

€76

2 Sept - 3 Sept

includes taxes & fees

7.8/10 Good! (1,039 reviews)

Comfort Inn Independence - Cleveland

6191 Quarry Ln Independence OH

€85

31 Aug - 1 Sept

includes taxes & fees

7.8/10 Good! (1,020 reviews)

Comfort Inn Cleveland Downtown

1800 Euclid Ave Cleveland OH

€102

6 Sept - 7 Sept

includes taxes & fees

Tru By Hilton Cleveland Midtown

6955 Euclid Avenue Cleveland OH

€107

6 Sept - 7 Sept

includes taxes & fees

8.4/10 Very good! (1,647 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 Hotel Indigo Cleveland Downtown by IHG and Crowne Plaza Cleveland at Playhouse Square by IHG. See all available top hotels, or vacation rentals in Chesterland.

What are some of the best holiday rentals that Chesterland has to offer?

Lovely 2 Bedroom Unit with a Hot Tub: This holiday home rental outside of Chesterland offers a patio, a private garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind. See all 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 1514 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 Chagrin River, Berkshire Hill Golf Course and Fowler's Mill Golf Course. A couple of additional sights to add to your itinerary are Alpine Valley 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

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. Hilton Garden Inn Cleveland East/Mayfield Village

2. Comfort Inn Mayfield Heights Cleveland East

3. Holiday Inn Cleveland-Mayfield by IHG

4. Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

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

6. Best Western Plus Mentor-Cleveland Northeast

7. Drury Inn & Suites Cleveland Beachwood

8. Spark by Hilton Cleveland Beachwood

9. Red Roof Inn Cleveland - Mentor/ Willoughby

10. Four Points by Sheraton Cleveland-Eastlake

11. Courtyard by Marriott Cleveland Willoughby

12. Willow Lodge Willoughby – Cleveland Mentor

13. Holiday Inn Cleveland Northeast - Mentor by IHG

14. Comfort Inn Painesville - Concord

15. TownePlace Suites by Marriott Cleveland Solon

16. SkyLight Inn Cleveland - Willoughby

17. The Aurora - a Boutique Hotel

18. Hampton Inn Cleveland-Solon

19. Fairbridge Hotel Cleveland East

20. Home2 Suites by Hilton Cleveland Beachwood

Stay near popular Chesterland attractions

Fowler's Mill Golf Course

Berkshire Hill Golf Course

Chesterland City Park

West Geauga Plaza

Silo Picnic Area

West Geauga Public Library

Bessie Benner Metzenbaum Park

Chester Town Hall

Learn more about Chesterland

Top Chesterland Hotel Reviews

Hilton Cleveland Downtown

Hotel Cleveland, Autograph Collection

Hotel Indigo Cleveland Downtown by IHG

Fairbridge Hotel Cleveland East

Fidelity Hotel

Kimpton Schofield Hotel by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

The Westin Cleveland Downtown

More cheap stays in Chesterland

Red Roof Inn Cleveland - Mentor/ Willoughby

SkyLight Inn Cleveland - Willoughby

Willow Lodge Willoughby – Cleveland Mentor

Comfort Inn Independence - Cleveland

Comfort Inn Cleveland Downtown

Tru By Hilton Cleveland Midtown

Frequently asked questions

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