Chesterland Hotels

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Check prices for these dates

Tonight
10 Apr - 11 Apr
Tomorrow
11 Apr - 12 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 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 €96
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 €100
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Madison
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, (1,008 reviews)
"Very nice Hotel. Would definitely recommend to family and friends. "
United States
Chad
The price is €104
includes taxes & fees
16 Apr - 17 Apr
Best Western Plus Mentor-Cleveland Northeast
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 €102
includes taxes & fees
17 Apr - 18 Apr
Hampton Inn & Suites Cleveland Southeast/Streetsboro
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 €114
includes taxes & fees
19 Apr - 20 Apr
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (626 reviews)
"Comfortable stay, would love to come back again "
Canada
Marium
The price is €105
includes taxes & fees
19 Apr - 20 Apr
The Aurora Inn
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 €45
includes taxes & fees
20 Apr - 21 Apr
Motel 6 Streetsboro, OH
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,001 reviews)
"Excellent customer service, great room, nice location!"
United States
Larry
The price is €97
includes taxes & fees
10 May - 11 May
Comfort Inn Painesville - Concord
Lobby

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.2 out of 10, Wonderful, (310 reviews)
"We are returning guests because the staff is amazing! Super clean hotel and friendly helpful staff! "
United States
Jacqueline
The price is €93
includes taxes & fees
19 Apr - 20 Apr
Spark by Hilton Cleveland Beachwood
Lobby

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (571 reviews)
"Clean room, comfortable bed, friendly staff and great location"
United States
David Mark
The price is €108
includes taxes & fees
19 Apr - 20 Apr
Four Points by Sheraton Cleveland-Eastlake
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, (920 reviews)
"Very nice hotel and property all the way around "
United States
Carla
The price is €120
includes taxes & fees
19 Apr - 20 Apr
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, (908 reviews)
"Convenient"
United States
Cheryl
The price is €47
includes taxes & fees
19 Apr - 20 Apr
Super 8 by Wyndham Twinsburg/Cleveland Area
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,002 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 €59
includes taxes & fees
23 Apr - 24 Apr
Red Roof Inn Cleveland - Mentor/ Willoughby
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, (1,045 reviews)
"Breakfast was very good "
United States
Carrie
The price is €84
includes taxes & fees
22 Apr - 23 Apr
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
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, (1,007 reviews)
"Staff was very friendly and helpful"
United States
Emily
The price is €79
includes taxes & fees
30 Apr - 1 May
Country Inn & Suites by Radisson, Macedonia, OH
Free breakfast

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (768 reviews)
"Super clean and the breakfast was very good "
United States
Todd
The price is €112
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn & Suites Cleveland Mentor
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, (412 reviews)
"Property was very welcoming to pets. "
United States
Tyler
The price is €133
includes taxes & fees
16 Apr - 17 Apr
Residence Inn By Marriott Cleveland Mentor
Lobby

Comfort Inn Mayfield Heights Cleveland East

Comfort Inn Mayfield Heights Cleveland East
2.5 star property
Mayfield Heights
8.4 out of 10, Very good, (1,006 reviews)
"Comfortable room"
United States
James
The price is €103
includes taxes & fees
26 Apr - 27 Apr
Comfort Inn Mayfield Heights Cleveland East
Outdoor pool

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
3.5 star property
Aurora
7.6 out of 10, Good, (198 reviews)
"When I booked this property I read the reviews and they were terrible. But the room was fine. Plumbing could use some work, but the the bed was soft warm and dry, and the shower hot and wet. No mold or dust bunnies in sight. Staff was great. TV and wifi worked. But no breakfast even through there is a restaurant. Parking looked easy and safe. But I suspect this conference center was built when Aurora had better prospects and is now a money loser for the owners. My brother says the food...
United States
Craig
The price is €130
includes taxes & fees
12 May - 13 May
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (658 reviews)
"Very nice room and friendly staff. "
United States
Gerald
The price is €100
includes taxes & fees
26 Apr - 27 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

Chester Town Hall

The administrative heart of Chester Township, this town hall hosts local government meetings and community events. Visitors can observe small-town governance in action during regular weekday business hours.
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

Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

8/10 Good
"There was old food on the microwave. The bathroom sliding door was really hard to open The staff in the restaurant could have been a little nicer"
Angelika 2-night trip
Posted 1 hour ago
Holiday Inn Cleveland Clinic by IHG

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is €41 per night from 26 Apr to 27 Apr
€41
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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