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Check prices for these dates

Tonight
6 Apr - 7 Apr
Tomorrow
7 Apr - 8 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

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Our top choices for Chesterland hotels

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, (1,003 reviews)
"Very nice Hotel. Would definitely recommend to family and friends. "
United States
Chad
The price is ฿3,306
฿3,811 total
includes taxes & fees
8 Apr - 9 Apr
Best Western Plus Mentor-Cleveland Northeast
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 ฿3,171
฿3,655 total
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Express & Suites Madison 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, (908 reviews)
"Convenient"
United States
Cheryl
The price is ฿1,584
฿1,825 total
includes taxes & fees
17 Apr - 18 Apr
Super 8 by Wyndham Twinsburg/Cleveland Area
Property amenity

Residence Inn By Marriott Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor
3.0 star property
Mentor
9.0 out of 10, Wonderful, (408 reviews)
"Property was very welcoming to pets. "
United States
Tyler
The price is ฿4,282
฿4,935 total
includes taxes & fees
17 Apr - 18 Apr
Residence Inn By Marriott Cleveland Mentor
Front of property

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (450 reviews)
"Family had a wonderful stay while here."
United States
James
The price is ฿5,240
฿6,039 total
includes taxes & fees
7 Apr - 8 Apr
Steele Mansion
Deluxe Suite, 1 Double Bed, Non Smoking, Hot Tub | Pillow-top beds, blackout curtains, WiFi, bed sheets

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor
2.0 star property
Willoughby
7.2 out of 10, Good, (1,001 reviews)
"Great stay during the blizzard."
United States
Jack
The price is ฿2,222
฿2,561 total
includes taxes & fees
7 Apr - 8 Apr
Willow Lodge Willoughby – Cleveland Mentor
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)
"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 ฿1,985
฿2,287 total
includes taxes & fees
9 Apr - 10 Apr
Red Roof Inn Cleveland - Mentor/ Willoughby
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, (1,001 reviews)
"As always i had an amazing stay. Pet friendly and stuff was amazing as always. "
United States
Yvonne
The price is ฿1,536
฿1,736 total
includes taxes & fees
12 Apr - 13 Apr
Motel 6 Streetsboro, OH
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (802 reviews)
"Nice rooms, clean fitness room, several choices on the breakfast bar"
United States
Karen
The price is ฿3,324
฿3,831 total
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn Madison
Exterior

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Hampton Inn & Suites Cleveland Southeast/Streetsboro
2.5 star property
Streetsboro
9.0 out of 10, Wonderful, (1,001 reviews)
"Had a great stay. The remodeling was nicely done, breakfast options were excellent, and rooms clean and comfortable. "
United States
Shawn
The price is ฿3,458
฿3,907 total
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Exterior

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
2.5 star property
Streetsboro
8.2 out of 10, Very good, (721 reviews)
"A great stop, what we needed for a break from highway driving. "
United States
Joan
The price is ฿3,923
฿4,433 total
includes taxes & fees
10 Apr - 11 Apr
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Lobby

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (299 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 ฿3,301
฿3,879 total
includes taxes & fees
12 Apr - 13 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, (752 reviews)
"Yummy breakfast "
United States
Julie
The price is ฿3,567
฿4,031 total
includes taxes & fees
12 Apr - 13 Apr
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Desk, blackout curtains, iron/ironing board, free cots/infant beds

Super 8 by Wyndham Mentor/Cleveland Area

Super 8 by Wyndham Mentor/Cleveland Area
2.0 star property
Mentor
7.2 out of 10, Good, (998 reviews)
"This is definitely one of the best hotels I’ve ever been to. The staff is so friendly and welcoming that you feel like family as soon as you walk in "
United States
Brian
The price is ฿2,252
฿2,595 total
includes taxes & fees
8 Apr - 9 Apr
Super 8 by Wyndham Mentor/Cleveland Area
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,003 reviews)
"Excellent customer service, great room, nice location!"
United States
Larry
The price is ฿3,471
฿4,105 total
includes taxes & fees
19 Apr - 20 Apr
Comfort Inn Painesville - Concord
Exterior

The Glidden House

The Glidden House
3.5 star property
University Circle
9.6 out of 10, Exceptional, (1,040 reviews)
"Helpful and kind staff. Very nice hotel."
United States
Richard
The price is ฿5,266
฿6,188 total
includes taxes & fees
12 Apr - 13 Apr
The Glidden House
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, cots/infant beds, free WiFi

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (820 reviews)
"The rooms were much nicer than I expected for the price. I would stay here again. "
United States
Amy
The price is ฿1,734
฿1,960 total
includes taxes & fees
19 Apr - 20 Apr
Quality Inn Streetsboro - Kent
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, (1,040 reviews)
"Breakfast was very good "
United States
Carrie
The price is ฿2,917
฿3,362 total
includes taxes & fees
13 Apr - 14 Apr
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (624 reviews)
"Comfortable stay, would love to come back again "
Canada
Marium
The price is ฿3,501
฿3,956 total
includes taxes & fees
12 Apr - 13 Apr
The Aurora Inn
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.
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West Geauga Plaza

West Geauga Plaza serves as Chesterland's community hub with essential retail stores and local dining options. Enjoy a relaxed shopping experience at Giant Eagle or savour authentic cuisine at My Thai Restaurant.
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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
Chesterland, Ohio, USA - 2-21-22: A small bridge in the Bessie Benner Metzenbaum Park

Top Chesterland Hotel Reviews

Embassy Suites by Hilton Cleveland Rockside

Embassy Suites by Hilton Cleveland Rockside

10/10 Excellent
"Yes"
Mariluz 3-night trip
Posted 6 hours ago
Embassy Suites by Hilton Cleveland Rockside

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is ฿1,548 per night from 17 Apr to 18 Apr
฿1,548
฿1,749 total
17 Apr - 18 Apr
includes taxes & fees
7.6/10 Good! (1,003 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.
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 1554 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, Alpine Valley and Chagrin River. A couple of additional sights to add to your itinerary are Berkshire Hill Golf Course and Chesterland City Park. 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.