Chesterland Hotels

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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Our top choices for Chesterland hotels

Free daily buffet breakfast

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, (712 reviews)
"Very well maintained with a great breakfast and helpful staff."
United States
Jacquelyn
The price is €121
includes taxes & fees
4 Jun - 5 Jun
Holiday Inn Express & Suites Madison by IHG
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (662 reviews)
"This place was incredible"
United States
Jonathan
The price is €105
includes taxes & fees
21 Jun - 22 Jun
The Aurora Inn
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (825 reviews)
"Hampton is always a solid choice for our stays"
United States
Joseph
The price is €119
includes taxes & fees
3 Jun - 4 Jun
Hampton Inn Madison
Free daily buffet breakfast

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, (766 reviews)
"Great stay overall!"
United States
Stephen
The price is €119
includes taxes & fees
31 May - 1 Jun
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Individually furnished, desk, free WiFi, bed sheets

Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH
2.0 star property
Streetsboro
7.4 out of 10, Good, (1,006 reviews)
"Clean, well run, conveniently located and reasonably priced."
United States
Rupert
The price is €52
includes taxes & fees
5 Jun - 6 Jun
Motel 6 Streetsboro, OH
Breakfast, lunch and dinner served

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,007 reviews)
"Nice hotel. Well taken care of, good location, easy parking, good staff at the front desk and at breakfast."
United States
Keith
The price is €120
includes taxes & fees
21 Jun - 22 Jun
Best Western Plus Mentor-Cleveland Northeast
Exterior

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, (1,002 reviews)
"Honest and respectful staff, so nice to have a comfortable & convenient stay' Thank you so much'"
United States
Francine
The price is €80
includes taxes & fees
31 May - 1 Jun
Country Inn & Suites by Radisson, Macedonia, OH
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,004 reviews)
"Loved everything, food, service, room, people. Everything great including indoor pool!"
United States
Cynthia
The price is €111
includes taxes & fees
21 Jun - 22 Jun
Comfort Inn Painesville - Concord
Room, Multiple Beds, Non Smoking

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (849 reviews)
"Staff was very helpful"
United States
Nathan
The price is €62
includes taxes & fees
31 May - 1 Jun
Quality Inn Streetsboro - Kent
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,003 reviews)
"Stayed a couple nights. No issues"
United States
Richard
The price is €63
includes taxes & fees
7 Jun - 8 Jun
Red Roof Inn Cleveland - Mentor/ Willoughby
Front of property – evening/night

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, (933 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 €121
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Express & Suites Painesville - Concord by IHG
Desk, soundproofing, free cots/infant beds, free WiFi

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, (922 reviews)
"It was the cheapest place to stay in the area; but next time I’ll pay extra to have a cleaner place. "
United States
Alicia
The price is €56
includes taxes & fees
14 Jun - 15 Jun
Super 8 by Wyndham Twinsburg/Cleveland Area
Free breakfast

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (798 reviews)
"Very nice and clean place to stay really enjoy my time there."
United States
Jesus
The price is €125
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn & Suites Cleveland Mentor
Reception

Hilton Garden Inn Cleveland/Twinsburg

Hilton Garden Inn Cleveland/Twinsburg
3.0 star property
Twinsburg
8.8 out of 10, Excellent, (777 reviews)
"Felt like we were walking into a spa, it smelled amazing! Rooms were very clean"
United States
Michelle
The price is €129
includes taxes & fees
21 Jun - 22 Jun
Hilton Garden Inn Cleveland/Twinsburg
Indoor pool

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, (1,065 reviews)
"Really enjoyed the hot tub and pool"
United States
April
The price is €89
includes taxes & fees
31 May - 1 Jun
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor
2.0 star property
Willoughby
7.4 out of 10, Good, (1,015 reviews)
"Great stay for price"
United States
Kynyon
The price is €69
includes taxes & fees
28 May - 29 May
Willow Lodge Willoughby – Cleveland Mentor
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (669 reviews)
"Hotel needs some TLC, but adequate for an overnight stay while on a road trip."
United States
David
The price is €109
includes taxes & fees
15 Jun - 16 Jun
Comfort Inn & Suites Streetsboro - Kent
Bar (on property)

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, (840 reviews)
"Breakfast was great and staff are friendly."
United States
Deborah
The price is €134
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Cleveland Northeast - Mentor by IHG
Lobby

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (587 reviews)
"Clean, quiet, on-site restaurant and breakfast available was convenient."
United States
Mark
The price is €126
includes taxes & fees
7 Jun - 8 Jun
Four Points by Sheraton Cleveland-Eastlake
Lobby

Tru By Hilton Cleveland Midtown

Tru By Hilton Cleveland Midtown
2.5 star property
Hough
8.4 out of 10, Very good, (1,563 reviews)
"Nice affordable with bar on site and complimentary breakfast."
United States
Theresa
The price is €102
includes taxes & fees
14 Jun - 15 Jun
Tru By Hilton Cleveland Midtown
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

Fowler's Mill Golf Course

4.0/5 (1 review)
This Pete Dye masterpiece challenges golfers with three distinct nine-hole courses woven through natural landscapes. Test your strategy on the Lake nine's signature Coastline hole where precision trumps power.
See properties

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

Top Chesterland Hotel Reviews

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

10/10 Excellent
"Everything was great! "
Brett 1-night trip
Posted 1 hour ago
Hilton Garden Inn Cleveland Downtown

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is €54 per night from 8 Jun to 9 Jun
€54
8 Jun - 9 Jun
includes taxes & fees
7.8/10 Good! (1,005 reviews)

Frequently asked questions

Where is the best place for a stay in Chesterland?
Hotel Indigo Cleveland Downtown by IHG, located 18.2 mi (29.2 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 The Westin Cleveland Downtown and Hotel Cleveland, Autograph Collection. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best holiday rentals that Chesterland has to offer?
Luxury Downtown Townhome w/ Private Garage Unit 11: This holiday home rental outside of Chesterland is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all 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 1543 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 West Geauga Plaza. 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.

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