Photo by Kristin DePlatchett

Chesterland Hotels

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Top 10 trending Chesterland hotels

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (600)
"Great place to stay."
The price is €90
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Madison by IHG

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (1002)
"Friendly staff, clean rooms, quiet, comfortable. "
The price is €45
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Cleveland Southeast - Kent

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

3.0 star property
7.6 out of 10, Good, (1000)
"Love to stay at this hotel, very clean and very pleasant staff. Highly recommend !"
The price is €77
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (949)
"Convenient location, great staff and comfortable room."
The price is €99
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn

Super 8 by Wyndham Mentor/Cleveland Area

2.0 star property
7.2 out of 10, Good, (919)
"Would stay again."
The price is €66
includes taxes & fees
16 Sept - 17 Sept
Super 8 by Wyndham Mentor/Cleveland Area

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (374)
"Good location and amenities "
The price is €126
includes taxes & fees
31 Aug - 1 Sept
Residence Inn By Marriott Cleveland Mentor

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1001)
"BEST breakfast ever! Our next trip we will stay ONLY here"
The price is €108
includes taxes & fees
26 Aug - 27 Aug
Best Western Plus Mentor-Cleveland Northeast

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (425)
"We loved how unique the place was and easy to check in"
The price is €179
includes taxes & fees
15 Sept - 16 Sept
Steele Mansion

Holiday Inn Express & Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (830)
"We had a great experience here. We were here for a couple of nights on the first leg of a longer trip that included upstate New York and Niagara falls. We would stay here again."
The price is €132
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express & Suites Painesville - Concord by IHG

Suburban Studios Mentor - Cleveland Northeast

2.0 star property
6.6 out of 10, (395)
"Friendly staff, decent room, good value!"
The price is €54
includes taxes & fees
15 Sept - 16 Sept
Suburban Studios Mentor - Cleveland Northeast

Super 8 by Wyndham Twinsburg/Cleveland Area

2.0 star property
7.0 out of 10, Good, (833)
"Great Price! Dining at the Blue Canyon Kitchen and Tavern was Spectacular. Very Close😉"
The price is €62
includes taxes & fees
9 Sept - 10 Sept
Super 8 by Wyndham Twinsburg/Cleveland Area

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1001)
"This hotel is truly bare minimum. Staff was friendly and helpful. Restaurants are within walking distance and beds were comfortable. "
The price is €49
includes taxes & fees
20 Aug - 21 Aug
Motel 6 Streetsboro, OH

Fairbridge Hotel Cleveland East

3.0 star property
6.2 out of 10, (1002)
"Need a good rest before traveling and this place was great"
The price is €60
includes taxes & fees
5 Sept - 6 Sept
Fairbridge Hotel Cleveland East

Country Inn & Suites by Radisson, Macedonia, OH

3.0 star property
7.6 out of 10, Good, (1003)
"Very well-kept property. Clean room Good breakfast"
The price is €77
includes taxes & fees
15 Sept - 16 Sept
Country Inn & Suites by Radisson, Macedonia, OH

Holiday Inn Cleveland Northeast - Mentor by IHG

3.0 star property
8.4 out of 10, Very good, (762)
"Great place to stay "
The price is €109
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Cleveland Northeast - Mentor by IHG

Comfort Suites Twinsburg

2.5 star property
7.8 out of 10, Good, (764)
"Great location, great staff, great price."
The price is €90
includes taxes & fees
9 Sept - 10 Sept
Comfort Suites Twinsburg

Quality Inn

2.5 star property
7.2 out of 10, Good, (724)
"Great area, friendy staff, shopping and easy to get around!"
The price is €63
includes taxes & fees
7 Sept - 8 Sept
Quality Inn

Mentor Home Inn

2.0 star property
5.8 out of 10, (632)
"Easy in and out, friendly staff"
The price is €70
includes taxes & fees
17 Aug - 18 Aug
Mentor Home Inn

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (511)
"So historic and charming. "
The price is €110
includes taxes & fees
24 Aug - 25 Aug
The Aurora Inn

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (726)
"Great value stay and location for those wanting to explore the nearby wineries."
The price is €100
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Madison
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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.

Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel 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 Hyatt Regency Cleveland At The Arcade and Hotel Indigo Cleveland Downtown 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?

Luxury Downtown Townhome w/ Private Garage Unit 13: This holiday home rental outside of Chesterland is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 1472 hotels and other accommodation options in the surrounding area. Find out more about Chesterland.

What is there to see in Chesterland?

The picturesque setting of Chagrin River and Chesterland City Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are West Geauga Plaza and West Geauga Public Library. 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.