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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, (708 reviews)
"Very well maintained with a great breakfast and helpful staff."
United States
Jacquelyn
The price is £89
includes taxes & fees
19 May - 20 May
Holiday Inn Express & Suites Madison by IHG

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (818 reviews)
"The hotel was spotless, friendly staff, nice breakfast bar, and nice bar. "
United States
Marilyn
The price is £100
includes taxes & fees
17 May - 18 May
Hampton Inn Madison

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (650 reviews)
"Super cute place to stay with friendly staff & a short drive to Cuyahoga National Park. I’d stay here again!"
United States
Breanna
The price is £85
includes taxes & fees
17 May - 18 May
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, (1,008 reviews)
"Could not have been any better for the price."
United States
Ravi
The price is £101
includes taxes & fees
25 May - 26 May
Best Western Plus Mentor-Cleveland Northeast

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,005 reviews)
"Clean room staff friendly overall a good stay"
United States
Scott
The price is £42
includes taxes & fees
24 May - 25 May
Motel 6 Streetsboro, OH

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)
"Cheap prices. Good parking. Staff was helpful. Had to wait for my room to be available past check in. Very disappointed with the way the room was “cleaned”. "
United States
Littie
The price is £54
includes taxes & fees
19 May - 20 May
Red Roof Inn Cleveland - Mentor/ Willoughby

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (838 reviews)
"Room was very clean and updated. Lobby showed its age but was very clean. Staff was very friendly and helpful. I would stay here again."
Canada
Sam
The price is £53
includes taxes & fees
17 May - 18 May
Quality Inn Streetsboro - Kent

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, (1,009 reviews)
"Staff was amazing, breakfast was great, a little dated but room was quiet and comfortable and we would stay again for sure!!"
United States
Lucy
The price is £64
includes taxes & fees
17 May - 18 May
Country Inn & Suites by Radisson, Macedonia, OH

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,004 reviews)
"Nice hotel."
United States
Teri
The price is £92
includes taxes & fees
17 May - 18 May
Comfort Inn Painesville - Concord

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, (1,057 reviews)
"Really enjoyed the hot tub and pool"
United States
April
The price is £72
includes taxes & fees
31 May - 1 Jun
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

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, (927 reviews)
"We had a great stay. The desk clerk when we checked in was very friendly and welcoming!"
United States
Joshua
The price is £114
includes taxes & fees
24 May - 25 May
Holiday Inn Express & Suites Painesville - Concord by IHG

Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area
2.0 star property
Twinsburg
7.0 out of 10, Good, (916 reviews)
"Great deal for the price! Very clean."
United States
Justin
The price is £45
includes taxes & fees
17 May - 18 May
Super 8 by Wyndham Twinsburg/Cleveland Area

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (580 reviews)
"Clean, quiet, on-site restaurant and breakfast available was convenient."
United States
Mark
The price is £93
includes taxes & fees
17 May - 18 May
Four Points by Sheraton Cleveland-Eastlake

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor
2.0 star property
Willoughby
7.2 out of 10, Good, (1,039 reviews)
"Great stay for price"
United States
Kynyon
The price is £53
includes taxes & fees
13 May - 14 May
Willow Lodge Willoughby – Cleveland Mentor

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (273 reviews)
"I loved the ease of check in and large bathtub in my suite."
United States
STEVEN
The price is £99
includes taxes & fees
26 May - 27 May
Stone Gables Inn

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, (835 reviews)
"Clean room , nice restaurant/bar , great staff"
United States
Michael
The price is £103
includes taxes & fees
24 May - 25 May
Holiday Inn Cleveland Northeast - Mentor by IHG

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.8 out of 10, Good, (1,009 reviews)
"This hotel is a good value and the staff was quite helpful."
United States
Robert
The price is £42
includes taxes & fees
3 Jun - 4 Jun
Econo Lodge Cleveland Southeast - Kent

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (787 reviews)
"Very nice and clean place to stay really enjoy my time there."
United States
Jesus
The price is £110
includes taxes & fees
25 May - 26 May
Hampton Inn & Suites Cleveland Mentor

Tru By Hilton Cleveland Midtown

Tru By Hilton Cleveland Midtown
2.5 star property
Hough
8.4 out of 10, Very good, (1,562 reviews)
"Nice affordable with bar on site and complimentary breakfast."
United States
Theresa
The price is £78
includes taxes & fees
1 Jun - 2 Jun
Tru By Hilton Cleveland Midtown

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, (760 reviews)
"Yummy breakfast "
United States
Julie
The price is £101
includes taxes & fees
24 May - 25 May
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
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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

More cheap stays 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 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 £45 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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