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

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, (727 reviews)
"Clean room Very friendly Staff Delicious breakfast"
United States
Catalina
The price is CA $173
CA $199 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Express & Suites Madison by IHG

TownePlace Suites by Marriott Painesville Mentor

TownePlace Suites by Marriott Painesville Mentor
2.0 star property
Mentor
10.0 out of 10, Exceptional, (4 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 CA $232
CA $268 total
includes taxes & fees
Jun 28 - Jun 29
TownePlace Suites by Marriott Painesville Mentor

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (690 reviews)
"Wonderful hotel!!!"
United States
Hazel
The price is CA $114
CA $128 total
includes taxes & fees
Jul 2 - Jul 3
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, (1,002 reviews)
The price is CA $157
CA $181 total
includes taxes & fees
Jun 28 - Jun 29
Best Western Plus Mentor-Cleveland Northeast

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,006 reviews)
"It is ok kind of hotel in terms of value for the money"
Canada
sherif
The price is CA $177
CA $204 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn Painesville - Concord

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (457 reviews)
"Lovely Inn with beautiful decor and"
United States
Rachel
The price is CA $259
CA $299 total
includes taxes & fees
Jun 28 - Jun 29
Steele Mansion

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, (1,004 reviews)
"Nice hot breakfast with sausage, eggs, cereal, and juice Good restaurants nearby."
United States
Myron
The price is CA $108
CA $124 total
includes taxes & fees
Jul 5 - Jul 6
Country Inn & Suites by Radisson, Macedonia, OH

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (839 reviews)
"Hampton is always a solid choice for our stays"
United States
Joseph
The price is CA $185
CA $213 total
includes taxes & fees
Jul 7 - Jul 8
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, (776 reviews)
"Great stay overall!"
United States
Stephen
The price is CA $173
CA $196 total
includes taxes & fees
Jun 28 - Jun 29
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

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, (938 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 $173
CA $199 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Inn Express & Suites Painesville - Concord by IHG

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,005 reviews)
"Stayed a couple nights. No issues"
United States
Richard
The price is CA $91
CA $105 total
includes taxes & fees
Jun 29 - Jun 30
Red Roof Inn Cleveland - Mentor/ Willoughby

Drury Inn & Suites Cleveland Beachwood

Drury Inn & Suites Cleveland Beachwood
3.0 star property
Orange
9.4 out of 10, Exceptional, (1,005 reviews)
"This was our first time staying here. Staff was extremely friendly, everything was clean. Breakfast had tons of options, they even serve food and snacks in the evening. It was a wonderful stay."
United States
Cherie
The price is CA $185
CA $218 total
includes taxes & fees
Jun 29 - Jun 30
Drury Inn & Suites Cleveland Beachwood

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,005 reviews)
"Clean, well run, conveniently located and reasonably priced."
United States
Rupert
The price is CA $72
CA $84 total
includes taxes & fees
Jun 29 - Jun 30
Motel 6 Streetsboro, OH

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (598 reviews)
"Clean, quiet, on-site restaurant and breakfast available was convenient."
United States
Mark
The price is CA $185
CA $214 total
includes taxes & fees
Jun 28 - Jun 29
Four Points by Sheraton Cleveland-Eastlake

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing hotel, newly renovated Not bad breakfast Good rooms Very nice staff"
Canada
Alfred
The price is CA $173
CA $196 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (442 reviews)
"Check in was very smooth, room was clean, Breakfast was decent"
United States
Remon
The price is CA $138
CA $162 total
includes taxes & fees
Jul 2 - Jul 3
Spark by Hilton Cleveland Beachwood

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (672 reviews)
"Hotel needs some TLC, but adequate for an overnight stay while on a road trip."
United States
David
The price is CA $163
CA $184 total
includes taxes & fees
Jul 5 - Jul 6
Comfort Inn & Suites Streetsboro - Kent

Holiday Inn Cleveland Northeast - Mentor by IHG

Holiday Inn Cleveland Northeast - Mentor by IHG
3.0 star property
Mentor
8.4 out of 10, Very good, (846 reviews)
"Breakfast was great and staff are friendly."
United States
Deborah
The price is CA $197
CA $227 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Cleveland Northeast - Mentor 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, (1,061 reviews)
"Very nice, clean and well maintained!"
United States
Travis
The price is CA $132
CA $153 total
includes taxes & fees
Jun 29 - Jun 30
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
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

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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 $101 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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