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Find hotels in Chesterland, OH from ฿1,511

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Top 10 Chesterland hotels and places to stay

Our top choices for Chesterland hotels

Holiday Inn Express & Suites Madison by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (616)
"Great place."
The price is ฿2,779
฿3,203 total
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Madison by IHG
Motel 6 Streetsboro, OH
Property entrance

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1013)
"This hotel is truly bare minimum. Staff was friendly and helpful. Restaurants are within walking distance and beds were comfortable. "
The price is ฿1,583
฿1,789 total
includes taxes & fees
15 Sept - 16 Sept
Motel 6 Streetsboro, OH
Red Roof Inn Cleveland - Mentor/ Willoughby
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

2.0 star property
7.4 out of 10, Good, (1001)
"For a quick stop it's a good place to go "
The price is ฿2,271
฿2,618 total
includes taxes & fees
7 Sept - 8 Sept
Red Roof Inn Cleveland - Mentor/ Willoughby
Econo Lodge Cleveland Southeast - Kent
Room, 2 Queen Beds, Non Smoking (Pet Friendly) | Desk, laptop workspace, blackout curtains, iron/ironing board

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (1017)
"Great value and great staff."
The price is ฿1,511
฿1,707 total
includes taxes & fees
21 Sept - 22 Sept
Econo Lodge Cleveland Southeast - Kent
Hampton Inn Madison
Terrace/patio

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (734)
"Great value stay and location for those wanting to explore the nearby wineries."
The price is ฿3,285
฿3,786 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Madison
Stone Gables Inn
Terrace/patio

Stone Gables Inn

2.0 star property
9.6 out of 10, Exceptional, (239)
"Very unique and quaint "
The price is ฿3,206
฿4,147 total
includes taxes & fees
30 Sept - 1 Oct
Stone Gables Inn
Super 8 by Wyndham Twinsburg/Cleveland Area
Property grounds

Super 8 by Wyndham Twinsburg/Cleveland Area

2.0 star property
7.0 out of 10, Good, (843)
"Nice place and convenient spot for our trip."
The price is ฿1,890
฿2,178 total
includes taxes & fees
8 Sept - 9 Sept
Super 8 by Wyndham Twinsburg/Cleveland Area
Quality Inn
Desk, iron/ironing board, cots/infant beds, free WiFi

Quality Inn

2.5 star property
7.2 out of 10, Good, (741)
"Great area, friendy staff, shopping and easy to get around!"
The price is ฿2,152
฿2,432 total
includes taxes & fees
8 Sept - 9 Sept
Quality Inn
Best Western Plus Mentor-Cleveland Northeast
Lobby

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1010)
"Overall great stay, breakfast was better than expected and things were well maintained. Definitely not a new hotel, but they keep it well, and it was great for our needs. Staff was cordial and we slept well!"
The price is ฿3,543
฿4,083 total
includes taxes & fees
14 Sept - 15 Sept
Best Western Plus Mentor-Cleveland Northeast
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Lobby

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

3.0 star property
7.6 out of 10, Good, (1017)
"I like the stay in this hotel. It is clean and calm"
The price is ฿2,673
฿3,080 total
includes taxes & fees
7 Sept - 8 Sept
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Exterior

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
8.8 out of 10, Excellent, (664)
"Friendly , breakfast was excellent!"
The price is ฿3,668
฿4,145 total
includes taxes & fees
4 Sept - 5 Sept
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Comfort Inn
Pool

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (958)
"Convenient location, great staff and comfortable room."
The price is ฿3,207
฿3,696 total
includes taxes & fees
21 Sept - 22 Sept
Comfort Inn
Willow Lodge Willoughby – Cleveland Mentor
Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub | Pillow-top beds, blackout curtains, WiFi, bed sheets

Willow Lodge Willoughby – Cleveland Mentor

2.0 star property
7.0 out of 10, Good, (834)
"Great place."
The price is ฿2,068
฿2,383 total
includes taxes & fees
1 Oct - 2 Oct
Willow Lodge Willoughby – Cleveland Mentor
The Aurora Inn
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (536)
"Friendly staff, comfortable bed, nice pool area, clean"
The price is ฿3,783
฿4,275 total
includes taxes & fees
14 Sept - 15 Sept
The Aurora Inn
Hampton Inn & Suites Cleveland Mentor
Reception

Hampton Inn & Suites Cleveland Mentor

2.5 star property
8.6 out of 10, Excellent, (713)
"Really enjoyed our stay It was short but very pleasant "
The price is ฿3,543
฿4,083 total
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn & Suites Cleveland Mentor
Super 8 by Wyndham Mentor/Cleveland Area
Exterior

Super 8 by Wyndham Mentor/Cleveland Area

2.0 star property
7.2 out of 10, Good, (928)
"Would stay again."
The price is ฿2,036
฿2,346 total
includes taxes & fees
21 Sept - 22 Sept
Super 8 by Wyndham Mentor/Cleveland Area
Country Inn & Suites by Radisson, Macedonia, OH
Free daily buffet breakfast

Country Inn & Suites by Radisson, Macedonia, OH

3.0 star property
7.6 out of 10, Good, (1016)
"We had a great stay here. I would recommend this place to stay."
The price is ฿2,536
฿2,923 total
includes taxes & fees
1 Oct - 2 Oct
Country Inn & Suites by Radisson, Macedonia, OH
The Willoughby House
Terrace/patio

The Willoughby House

3.0 star property
10.0 out of 10, Exceptional, (4)
"Clean rooms and comfortable beds helped us throughly enjoy our stay! "
The price is ฿7,095
฿8,178 total
includes taxes & fees
3 Sept - 4 Sept
The Willoughby House
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Exterior

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
8.2 out of 10, Very good, (695)
"Easy parking"
The price is ฿3,813
฿4,309 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Spark by Hilton Cleveland Beachwood
Cleanliness standards

Spark by Hilton Cleveland Beachwood

3.0 star property
9.4 out of 10, Exceptional, (16)
"It was great, clean, room accomodations were great! "
The price is ฿3,735
฿4,389 total
includes taxes & fees
28 Sept - 29 Sept
Spark by Hilton 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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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
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

More cheap stays in Chesterland

More cheap stays in Chesterland

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road, Willoughby, OH
The price is ฿2,068 per night from 1 Oct to 2 Oct
฿2,068
฿2,383 total
1 Oct - 2 Oct
includes taxes & fees

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Hyatt Regency Cleveland At The Arcade and Kimpton Schofield Hotel by IHG. See all available top hotels, or 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. There are 1462 hotels and other accommodation options in the surrounding area. Find out more about Chesterland.

What is there to see in Chesterland?

The picturesque setting of Chagrin River and Chesterland City Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Fowler's Mill Golf Course and Chester Town Hall. 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.