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

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Our top choices for Chesterland hotels

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,004 reviews)
"Staff was friendly, I would recommend this hotel."
United States
raymond
The price is AU$193
includes taxes & fees
30 June - 1 July
Best Western Plus Mentor-Cleveland Northeast

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (697 reviews)
"Wonderful hotel!!!"
United States
Hazel
The price is AU$131
includes taxes & fees
5 July - 6 July
The Aurora Inn

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 AU$204
includes taxes & fees
20 July - 21 July
Holiday Inn Express & Suites Madison by IHG

TownePlace Suites by Marriott Painesville Mentor

TownePlace Suites by Marriott Painesville Mentor
3.0 star property
Mentor
9.6 out of 10, Exceptional, (5 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 AU$263
includes taxes & fees
28 July - 29 July
TownePlace Suites by Marriott Painesville Mentor

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (843 reviews)
"Hampton is always a solid choice for our stays"
United States
Joseph
The price is AU$218
includes taxes & fees
6 July - 7 July
Hampton Inn Madison

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, (1,006 reviews)
"Nice hot breakfast with sausage, eggs, cereal, and juice Good restaurants nearby."
United States
Myron
The price is AU$137
includes taxes & fees
12 July - 13 July
Country Inn & Suites by Radisson, Macedonia, OH

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (458 reviews)
"Lovely Inn with beautiful decor and"
United States
Rachel
The price is AU$306
includes taxes & fees
2 July - 3 July
Steele Mansion

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 AU$190
includes taxes & fees
5 July - 6 July
Comfort Inn Painesville - Concord

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,003 reviews)
"Clean, well run, conveniently located and reasonably priced."
United States
Rupert
The price is AU$79
includes taxes & fees
12 July - 13 July
Motel 6 Streetsboro, OH

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 AU$200
includes taxes & fees
5 July - 6 July
Hampton Inn & Suites Cleveland Southeast/Streetsboro

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (290 reviews)
"This place was fantastic! An absolute gem!"
United States
Donald
The price is AU$206
includes taxes & fees
1 July - 2 July
Stone Gables Inn

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, (940 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 AU$197
includes taxes & fees
5 July - 6 July
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, (1,073 reviews)
"Very nice, clean and well maintained!"
United States
Travis
The price is AU$158
includes taxes & fees
5 July - 6 July
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,007 reviews)
"Stayed a couple nights. No issues"
United States
Richard
The price is AU$105
includes taxes & fees
5 July - 6 July
Red Roof Inn Cleveland - Mentor/ Willoughby

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, (783 reviews)
"Great stay overall!"
United States
Stephen
The price is AU$200
includes taxes & fees
5 July - 6 July
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

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, (849 reviews)
"Breakfast was great and staff are friendly."
United States
Deborah
The price is AU$226
includes taxes & fees
5 July - 6 July
Holiday Inn Cleveland Northeast - Mentor by IHG

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1,205 reviews)
"Clean room, pleasant , helpful staff, nearby parking."
United States
Elden
The price is AU$246
includes taxes & fees
26 July - 27 July
Hyatt Regency Cleveland At The Arcade

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (602 reviews)
"Clean, quiet, on-site restaurant and breakfast available was convenient."
United States
Mark
The price is AU$219
includes taxes & fees
5 July - 6 July
Four Points by Sheraton Cleveland-Eastlake

Drury Inn & Suites Cleveland Beachwood

Drury Inn & Suites Cleveland Beachwood
3.0 star property
Orange
9.4 out of 10, Exceptional, (1,004 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 AU$223
includes taxes & fees
6 July - 7 July
Drury Inn & Suites Cleveland Beachwood
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.

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

Top Chesterland Hotel Reviews

Recent Reviews in Chesterland

More cheap accommodation in Chesterland

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 cancelled 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 hotel booking in Chesterland with Expedia?
One Key™ — Expedia's free travel rewards program—gives you instant access to perks and Member Prices on Chesterland hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Chesterland?
Prices for hotels in Chesterland often vary, but you can find a great deal from AU$98 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 our cheapest rates.

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