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26 Aug - 27 Aug
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27 Aug - 28 Aug
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29 Aug - 31 Aug
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5 Sept - 7 Sept

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Top 10 trending Chesterland hotels

Holiday Inn Express & Suites Madison by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (610)
"Friendly staff and very accommodating. Nice clean rooms and comfortable beds. "
The price is €85
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Madison by IHG
Spark by Hilton Cleveland Beachwood
Cleanliness standards

Spark by Hilton Cleveland Beachwood

3.0 star property
9.6 out of 10, Exceptional, (11)
"It was great, clean, room accomodations were great! "
The price is €112
includes taxes & fees
7 Sept - 8 Sept
Spark by Hilton Cleveland Beachwood
Hampton Inn Madison
Terrace/patio

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (730)
"Great value stay and location for those wanting to explore the nearby wineries."
The price is €100
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Madison
Best Western Plus Mentor-Cleveland Northeast
Lobby

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Overall great stay, breakfast was better than expected and things were well maintained. Definitely not a new hotel, but they keep it well, and it was great for our needs. Staff was cordial and we slept well!"
The price is €108
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Mentor-Cleveland Northeast
Hampton Inn & Suites Cleveland Mentor
Reception

Hampton Inn & Suites Cleveland Mentor

2.5 star property
8.6 out of 10, Excellent, (710)
"Clean and staff very nice"
The price is €109
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Cleveland Mentor
Residence Inn By Marriott Cleveland Mentor
Property amenity

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.2 out of 10, Wonderful, (377)
"It was in a nice safe location and it had an outdoor pool that was fabulous"
The price is €126
includes taxes & fees
31 Aug - 1 Sept
Residence Inn By Marriott Cleveland Mentor
The Willoughby House
Terrace/patio

The Willoughby House

3.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful property. Nice location. Excellent lounge & restaurant."
The price is €216
includes taxes & fees
27 Aug - 28 Aug
The Willoughby House
Holiday Inn Cleveland Northeast - Mentor by IHG
Daily buffet breakfast (USD 7.49 per person)

Holiday Inn Cleveland Northeast - Mentor by IHG

3.0 star property
8.4 out of 10, Very good, (771)
"Great place to stay "
The price is €115
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Cleveland Northeast - Mentor by IHG
Comfort Inn
Pool

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (957)
"Convenient location, great staff and comfortable room."
The price is €97
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Exterior

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
8.8 out of 10, Excellent, (659)
"Friendly , breakfast was excellent!"
The price is €105
includes taxes & fees
2 Sept - 3 Sept
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Stone Gables Inn
Terrace/patio

Stone Gables Inn

2.0 star property
9.6 out of 10, Exceptional, (237)
"Very unique and quaint "
The price is €116
includes taxes & fees
3 Sept - 4 Sept
Stone Gables Inn
Holiday Inn Express & Suites Painesville - Concord by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (831)
"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 €117
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express & Suites Painesville - Concord by IHG
SpringHill Suites by Marriott Cleveland/Solon
Free daily continental breakfast

SpringHill Suites by Marriott Cleveland/Solon

3.0 star property
9.0 out of 10, Wonderful, (1005)
"nice hotel"
The price is €130
includes taxes & fees
14 Sept - 15 Sept
SpringHill Suites by Marriott Cleveland/Solon
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Exterior

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
8.2 out of 10, Very good, (692)
"Easy parking"
The price is €120
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
The Aurora Inn
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (528)
"Friendly staff, comfortable bed, nice pool area, clean"
The price is €110
includes taxes & fees
1 Sept - 2 Sept
The Aurora Inn
Drury Inn & Suites Cleveland Beachwood
Lobby

Drury Inn & Suites Cleveland Beachwood

3.0 star property
9.4 out of 10, Exceptional, (1007)
"Great hotel"
The price is €111
includes taxes & fees
7 Sept - 8 Sept
Drury Inn & Suites Cleveland Beachwood
Red Roof Inn Cleveland - Mentor/ Willoughby
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

2.0 star property
7.4 out of 10, Good, (1010)
"For a quick stop it's a good place to go "
The price is €70
includes taxes & fees
31 Aug - 1 Sept
Red Roof Inn Cleveland - Mentor/ Willoughby
Hampton Inn Cleveland-Solon
Lobby

Hampton Inn Cleveland-Solon

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Great stay"
The price is €122
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Cleveland-Solon
Four Points by Sheraton Cleveland-Eastlake
Lobby

Four Points by Sheraton Cleveland-Eastlake

3.0 star property
8.6 out of 10, Excellent, (520)
"Good property, clean, friendly!"
The price is €108
includes taxes & fees
11 Sept - 12 Sept
Four Points by Sheraton Cleveland-Eastlake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

10/10 Excellent
"We loved this beautiful hotel in a historic building! The accomodations were comfortable and clean, and the staff was kind and welcoming. We wspecially loved the little bag of treats for our dog Buddy that was on the trip with us. The hotel was pretty centrally located, so we had our choice of restaurants in the area. (Although Bett's in the hotel lobby was great for drinks and dessert!) Tip: make sure you bring cash if you want to tip your housekeeper. There was no ATM, no cash at the lobby or option to send digitally or add to the room."
Hillary 1-night trip
Posted 16 hours ago
Kimpton Schofield Hotel by IHG

More cheap stays in Chesterland

More cheap stays in Chesterland

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road, Willoughby, OH
The price is €57 per night from 1 Sept to 2 Sept
€57
1 Sept - 2 Sept
includes taxes & fees
6.8/10 (818 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.