Chesterland, Ohio, USA - 2-21-22: A small bridge in the Bessie Benner Metzenbaum Park

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Our top choices for Chesterland hotels

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (680 reviews)
"Wonderful hotel!!!"
United States
Hazel
The price is CA $118
CA $134 total
includes taxes & fees
Jun 21 - Jun 22
The Aurora Inn

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)
"Staff was friendly, I would recommend this hotel."
United States
raymond
The price is CA $159
CA $183 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Plus Mentor-Cleveland Northeast

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,004 reviews)
"Stayed a couple nights. No issues"
United States
Richard
The price is CA $90
CA $104 total
includes taxes & fees
Jun 21 - Jun 22
Red Roof Inn Cleveland - Mentor/ Willoughby

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,014 reviews)
"Clean, well run, conveniently located and reasonably priced."
United States
Rupert
The price is CA $67
CA $79 total
includes taxes & fees
Jun 29 - Jun 30
Motel 6 Streetsboro, OH

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, (722 reviews)
"Clean room Very friendly Staff Delicious breakfast"
United States
Catalina
The price is CA $171
CA $197 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Express & Suites Madison by IHG

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, (1,011 reviews)
"Nice hot breakfast with sausage, eggs, cereal, and juice Good restaurants nearby."
United States
Myron
The price is CA $106
CA $123 total
includes taxes & fees
Jul 5 - Jul 6
Country Inn & Suites by Radisson, Macedonia, OH

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (854 reviews)
"Staff was very helpful"
United States
Nathan
The price is CA $95
CA $107 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn Streetsboro - Kent

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,003 reviews)
"It is ok kind of hotel in terms of value for the money"
Canada
sherif
The price is CA $151
CA $174 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Inn Painesville - Concord

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (456 reviews)
"Lovely Inn with beautiful decor and"
United States
Rachel
The price is CA $256
CA $295 total
includes taxes & fees
Jun 15 - Jun 16
Steele Mansion

Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area
2.0 star property
Twinsburg
6.8 out of 10, (925 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 CA $84
CA $96 total
includes taxes & fees
Jul 5 - Jul 6
Super 8 by Wyndham Twinsburg/Cleveland Area

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (834 reviews)
"Hampton is always a solid choice for our stays"
United States
Joseph
The price is CA $159
CA $184 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn Madison

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, (771 reviews)
"Great stay overall!"
United States
Stephen
The price is CA $171
CA $193 total
includes taxes & fees
Jun 21 - Jun 22
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby
2.5 star property
Willoughby
6.4 out of 10, (1,028 reviews)
"Great place to stay"
United States
Kynyon
The price is CA $91
CA $112 total
includes taxes & fees
Jul 6 - Jul 7
SkyLight Inn Cleveland - Willoughby

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor
2.0 star property
Willoughby
7.4 out of 10, Good, (1,049 reviews)
"Awesome Staff very nice facilities. Always recommend to Stay here"
United States
Gary
The price is CA $99
CA $114 total
includes taxes & fees
Jun 15 - Jun 16
Willow Lodge Willoughby – Cleveland Mentor

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, (937 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 CA $162
CA $187 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Painesville - Concord by IHG

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, (1,072 reviews)
"Really enjoyed the hot tub and pool"
United States
April
The price is CA $132
CA $152 total
includes taxes & fees
Jun 21 - Jun 22
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.8 out of 10, Good, (1,013 reviews)
"Great staff and rooms were in excellent condition. "
United States
Andrew
The price is CA $65
CA $74 total
includes taxes & fees
Jul 5 - Jul 6
Econo Lodge Cleveland Southeast - Kent

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1,008 reviews)
"Amazing hotel, newly renovated Not bad breakfast Good rooms Very nice staff"
Canada
Alfred
The price is CA $171
CA $193 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Quality Inn & Suites Oakwood Village - Cleveland South

Quality Inn & Suites Oakwood Village - Cleveland South
2.5 star property
Oakwood Village
6.6 out of 10, (851 reviews)
"The property smelled old and moldy. We left did not stay the night"
United States
Latonya
The price is CA $96
CA $113 total
includes taxes & fees
Jul 1 - Jul 2
Quality Inn & Suites Oakwood Village - Cleveland South

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (594 reviews)
"Clean, quiet, on-site restaurant and breakfast available was convenient."
United States
Mark
The price is CA $183
CA $211 total
includes taxes & fees
Jun 21 - Jun 22
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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Stay near popular Chesterland attractions

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.

Chesterland, Ohio, USA - 2-21-22: A small bridge in the Bessie Benner Metzenbaum Park

Top Chesterland Hotel Reviews

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Hotels in Chesterland with star rating

Frequently asked questions

What is the best area to stay in Chesterland?
The best area to stay in Chesterland is generally along Mayfield Road (US-322), which is the main thoroughfare through the town.

This area provides easy access to the local amenities and is where you'll find most of the shops, eateries, and services. It's a convenient stretch for getting around Chesterland and connecting to neighbouring towns.

For families, staying near the intersection of Mayfield Road and Caves Road can be a good option. This puts you close to local parks and recreational facilities, which are great for children. There are also a few family-friendly dining spots in this vicinity.

Couples looking for a peaceful retreat might consider accommodations slightly off Mayfield Road, closer to the more rural parts of Chesterland.
When is the best time to go to Chesterland?
The best time to go to Chesterland, Ohio, is during the summer months, from June to August, when the weather is warm and conducive to outdoor activities.

During this period, the average temperatures range from 20°C to 28°C, making it ideal for exploring the local parks and nature reserves. You'll find plenty of opportunities for hiking, cycling, and enjoying the natural beauty of the area, such as the West Woods County Park, which offers walking trails and picnic spots.

Families often find summer particularly appealing due to the array of outdoor events and the chance to visit local farms for fruit picking. Many local events, like farmers' markets and community festivals, are also scheduled during these warmer months, providing entertainment for all ages.

For couples looking for a relaxed getaway, late spring (May) and early autumn (September to early October) are also lovely. The weather is still pleasant, with fewer crowds, and the changing foliage in autumn offers beautiful scenic drives through the countryside.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterland.
How can I save on a Chesterland hotel booking with Expedia?
Members always get our best prices. Find our best Chesterland hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Chesterland hotel?
Prices for hotels in Chesterland often vary, but you can find a great deal from CA $96 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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