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Check prices for these dates

Tonight
13 Apr - 14 Apr
Tomorrow
14 Apr - 15 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

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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, (702 reviews)
"Super friendly and clean!"
United States
Bob
The price is NZ$192
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express & Suites Madison by IHG
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (804 reviews)
"Nice rooms, clean fitness room, several choices on the breakfast bar"
United States
Karen
The price is NZ$201
includes taxes & fees
20 Apr - 21 Apr
Hampton Inn Madison
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, (1,000 reviews)
"As always i had an amazing stay. Pet friendly and stuff was amazing as always. "
United States
Yvonne
The price is NZ$91
includes taxes & fees
27 Apr - 28 Apr
Motel 6 Streetsboro, OH
Breakfast, lunch, dinner served; American cuisine

Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast
2.5 star property
Mentor
9.2 out of 10, Wonderful, (1,010 reviews)
"Very nice Hotel. Would definitely recommend to family and friends. "
United States
Chad
The price is NZ$200
includes taxes & fees
19 Apr - 20 Apr
Best Western Plus Mentor-Cleveland Northeast
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,004 reviews)
"Staff were friendly, housekeeping was outstanding. Water is hot for a shower, the best. Bed was comfortable, lots of pillows a plus!! It was a nice place to stay and I plan on staying there again. "
United States
Melissa
The price is NZ$122
includes taxes & fees
19 Apr - 20 Apr
Red Roof Inn Cleveland - Mentor/ Willoughby
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (627 reviews)
"Comfortable stay, would love to come back again "
Canada
Marium
The price is NZ$204
includes taxes & fees
26 Apr - 27 Apr
The Aurora Inn
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,002 reviews)
"Excellent customer service, great room, nice location!"
United States
Larry
The price is NZ$196
includes taxes & fees
19 Apr - 20 Apr
Comfort Inn Painesville - Concord
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, (1,047 reviews)
"Breakfast was very good "
United States
Carrie
The price is NZ$168
includes taxes & fees
21 Apr - 22 Apr
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Lobby

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (313 reviews)
"The room was clean and the staff was helpful & friendly. Excellent location for our needs. Would stay here again!"
United States
Cathy
The price is NZ$187
includes taxes & fees
19 Apr - 20 Apr
Spark by Hilton Cleveland Beachwood
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, (753 reviews)
"Yummy breakfast "
United States
Julie
The price is NZ$229
includes taxes & fees
19 Apr - 20 Apr
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
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, (922 reviews)
"Very nice hotel and property all the way around "
United States
Carla
The price is NZ$241
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Express & Suites Painesville - Concord by IHG
Lobby

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.6 out of 10, Good, (1,009 reviews)
"Staff was top notch!"
United States
Geneva
The price is NZ$83
includes taxes & fees
26 Apr - 27 Apr
Econo Lodge Cleveland Southeast - Kent
Room, Multiple Beds, Non Smoking

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (823 reviews)
"The rooms were much nicer than I expected for the price. I would stay here again. "
United States
Amy
The price is NZ$101
includes taxes & fees
26 Apr - 27 Apr
Quality Inn Streetsboro - Kent
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, (908 reviews)
"Convenient"
United States
Cheryl
The price is NZ$97
includes taxes & fees
19 Apr - 20 Apr
Super 8 by Wyndham Twinsburg/Cleveland Area
Front of property

Stone Gables Inn

Stone Gables Inn
2.0 star property
Ohio City
9.6 out of 10, Exceptional, (263 reviews)
"Gorgeous space! Stocked kitchen! Convenient location!"
United States
Amanda
The price is NZ$219
includes taxes & fees
29 Apr - 30 Apr
Stone Gables Inn
Lobby

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (572 reviews)
"Clean room, comfortable bed, friendly staff and great location"
United States
David Mark
The price is NZ$216
includes taxes & fees
19 Apr - 20 Apr
Four Points by Sheraton Cleveland-Eastlake
Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor
2.0 star property
Willoughby
7.2 out of 10, Good, (1,002 reviews)
"Great stay during the blizzard."
United States
Jack
The price is NZ$111
includes taxes & fees
16 Apr - 17 Apr
Willow Lodge Willoughby – Cleveland Mentor
Free breakfast

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (772 reviews)
"Super clean and the breakfast was very good "
United States
Todd
The price is NZ$225
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn & Suites Cleveland Mentor
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, (1,008 reviews)
"Staff was very friendly and helpful"
United States
Emily
The price is NZ$158
includes taxes & fees
19 Apr - 20 Apr
Country Inn & Suites by Radisson, Macedonia, OH
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (659 reviews)
"Very nice room and friendly staff. "
United States
Gerald
The price is NZ$201
includes taxes & fees
27 Apr - 28 Apr
Comfort Inn & Suites Streetsboro - Kent
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

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

Chesterland City Park

Chesterland City Park offers baseball fields, pickleball courts, and family-friendly pavilions. Reserve one of two covered areas for a premium picnic experience amid the park's recreational amenities.
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

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

10/10 Excellent
"Loved this place! A short walk from the House of Blues and the Rock and Roll museum, plus many nice bars and restaurants. I'll be returning!!"
Anne Ewing 4-night trip
Posted 3 hours ago
Kimpton Schofield Hotel by IHG

More cheap accommodation in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is NZ$83 per night from 26 Apr to 27 Apr
NZ$83
26 Apr - 27 Apr
includes taxes & fees
7.6/10 Good! (1,009 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 1561 hotels and other accommodation options in the surrounding area. Find out more about Chesterland.
What is there to see in Chesterland?
Favourite places to visit include Fowler's Mill Golf Course, Chester Town Hall and Berkshire Hill Golf Course. A couple of additional sights to add to your itinerary are Alpine Valley and Chagrin River. 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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