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Chesterland Hotels

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Check prices for these dates

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

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Our top choices for Chesterland hotels

Breakfast included
Free daily buffet breakfast

Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG
2.5 star property
Madison
9.4 out of 10, Exceptional, (736 reviews)
"Clean room Very friendly Staff Delicious breakfast"
United States
Catalina
The price is €111
includes taxes & fees
30 Jul - 31 Jul
Holiday Inn Express & Suites Madison by IHG
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (718 reviews)
"Truly charming, "classic feel" century-old property with great atmosphere, great pool/sauna, helpful staff, and everything you want in a lodging experience. We can't wait to come back here!"
United States
Brian
The price is €90
includes taxes & fees
19 Jul - 20 Jul
The Aurora Inn
Private kitchen

TownePlace Suites by Marriott Painesville Mentor

TownePlace Suites by Marriott Painesville Mentor
3.0 star property
Mentor
9.8 out of 10, Exceptional, (6 reviews)
"This property just recently opened and it was so nice!! The rooms are so clean and stocked with things I wouldn’t have expected. On top of the that the staff was so friendly. I will definitely be back. "
United States
Natacia
The price is €154
includes taxes & fees
28 Jul - 29 Jul
TownePlace Suites by Marriott Painesville Mentor
Breakfast, lunch and dinner served

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,011 reviews)
"Spacious, clean, and convenient. Perfect for an overnight stay on a road trip."
United States
Barbara
The price is €120
includes taxes & fees
19 Jul - 20 Jul
Best Western Plus Mentor-Cleveland Northeast
Individually furnished, desk, free WiFi, bed sheets

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,007 reviews)
"Easy check in and staff was friendly! Everything worked great."
United States
Hannah
The price is €46
includes taxes & fees
1 Aug - 2 Aug
Motel 6 Streetsboro, OH
Front of property

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (459 reviews)
"Lovely Inn with beautiful decor and"
United States
Rachel
The price is €185
includes taxes & fees
19 Jul - 20 Jul
Steele Mansion
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (853 reviews)
"Overall very happy with my stay. Had a nice helpful staff and a well kept and clean room."
United States
Eric
The price is €131
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Madison
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,011 reviews)
"You"
United States
Janean
The price is €65
includes taxes & fees
21 Jul - 22 Jul
Red Roof Inn Cleveland - Mentor/ Willoughby
Free daily buffet breakfast

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro
3.0 star property
Streetsboro
8.8 out of 10, Excellent, (786 reviews)
"Great stay overall!"
United States
Stephen
The price is €121
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Front of property – evening/night

Holiday Inn Express & Suites Painesville - Concord by IHG

Holiday Inn Express & Suites Painesville - Concord by IHG
2.5 star property
Painesville
9.4 out of 10, Exceptional, (942 reviews)
"All staff that we encountered was very friendly and the hotel itself is very clean. Our room was good sized with two queen beds."
United States
David
The price is €123
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express & Suites Painesville - Concord by IHG
Exterior

Country Inn & Suites by Radisson, Macedonia, OH

Country Inn & Suites by Radisson, Macedonia, OH
3.0 star property
Macedonia
7.4 out of 10, Good, (1,012 reviews)
"The shower water pressure was amazing and the breakfast was delicious!"
United States
Shelby
The price is €83
includes taxes & fees
2 Aug - 3 Aug
Country Inn & Suites by Radisson, Macedonia, OH
Indoor pool

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

La Quinta Inn & Suites by Wyndham Cleveland Macedonia
3.0 star property
Macedonia
7.6 out of 10, Good, (1,079 reviews)
"It is very close to the national park, making it a convenient place to rest with a great location. The parking lot is large, and while the breakfast is average, it is acceptable"
United States
Liyong
The price is €95
includes taxes & fees
2 Aug - 3 Aug
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Desk, soundproofing, free cots/infant beds, free WiFi

Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area
2.0 star property
Twinsburg
6.8 out of 10, (935 reviews)
"If you are looking for a place to sleep cheap this the place. The facility seemed to be fairly new, but has not been maintained."
United States
Doug
The price is €61
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Twinsburg/Cleveland Area
Indoor pool

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1,005 reviews)
"Amazing hotel, newly renovated Not bad breakfast Good rooms Very nice staff"
Canada
Alfred
The price is €121
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Room, Multiple Beds, Non Smoking

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (875 reviews)
"Good place for the price."
United States
Brenda
The price is €63
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Streetsboro - Kent
Desk, blackout curtains, iron/ironing board, bed sheets

SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby
2.5 star property
Willoughby
6.6 out of 10, (1,010 reviews)
"Great place to stay"
United States
Kynyon
The price is €76
includes taxes & fees
12 Jul - 13 Jul
SkyLight Inn Cleveland - Willoughby
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,010 reviews)
"This is a recently renovated Comfort Inn. The lobby is welcoming and the rooms are exceptionally clean. The beds are super comfortable!!"
United States
James
The price is €131
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Painesville - Concord
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (677 reviews)
"Hotel needs some TLC, but adequate for an overnight stay while on a road trip."
United States
David
The price is €108
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn & Suites Streetsboro - Kent
Lobby

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.8 out of 10, Good, (1,010 reviews)
"Great staff and rooms were in excellent condition. "
United States
Andrew
The price is €46
includes taxes & fees
9 Aug - 10 Aug
Econo Lodge Cleveland Southeast - Kent
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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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.
See properties

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

Top Chesterland Hotel Reviews

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

10/10 Excellent
"The family room with bunk beds was perfect for our family. Very spacious. All the staff were very friendly and helpful. Would definitely stay again if in the area. "
TinaMarie 1-night trip
Posted less than an hour ago
Crowne Plaza Cleveland at Playhouse Square by IHG

More cheap stays in Chesterland

SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH
The price is €76 per night from 13 Jul to 14 Jul
€76
13 Jul - 14 Jul
includes taxes & fees
6.6/10 (1,010 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 Hilton Garden Inn Cleveland Downtown. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best holiday rentals that Chesterland has to offer?
Acadia Farms Carriage House: This holiday home rental outside of Chesterland offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden 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. Top sights around the area include Progressive Field and Rocket Arena. There are 1555 hotels and other accommodation options in the surrounding area. Find out more about Chesterland.
What is there to see in Chesterland?
Natural beauty is on display at Chagrin River, Chesterland City Park and Silo Picnic Area. Additionally, you'll find Progressive Field and Rocket Arena in the area. 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.

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