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Check prices for these dates

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18 Apr - 19 Apr
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19 Apr - 20 Apr
Next weekend
24 Apr - 26 Apr
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1 May - 3 May

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Our top choices for Chesterland hotels

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 ฿3,905
฿4,501 total
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express & Suites Painesville - Concord by IHG
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, (754 reviews)
"Yummy breakfast "
United States
Julie
The price is ฿3,906
฿4,413 total
includes taxes & fees
3 May - 4 May
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
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 ฿3,156
฿3,638 total
includes taxes & fees
10 May - 11 May
Comfort Inn Painesville - Concord
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, (1,000 reviews)
"Very nice Hotel. Would definitely recommend to family and friends. "
United States
Chad
The price is ฿3,238
฿3,732 total
includes taxes & fees
26 Apr - 27 Apr
Best Western Plus Mentor-Cleveland Northeast
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (805 reviews)
"Nice rooms, clean fitness room, several choices on the breakfast bar"
United States
Karen
The price is ฿3,255
฿3,751 total
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Madison
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, (910 reviews)
"Convenient"
United States
Cheryl
The price is ฿1,578
฿1,819 total
includes taxes & fees
30 Apr - 1 May
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, (416 reviews)
"Property was very welcoming to pets. "
United States
Tyler
The price is ฿4,311
฿4,968 total
includes taxes & fees
17 May - 18 May
Residence Inn By Marriott Cleveland Mentor
Lobby

Hampton Inn Cleveland-Solon

Hampton Inn Cleveland-Solon
2.5 star property
Solon
9.0 out of 10, Wonderful, (1,001 reviews)
"Very nice hotel clean very friendly staff "
United States
Toni E
The price is ฿3,715
฿4,365 total
includes taxes & fees
17 May - 18 May
Hampton Inn Cleveland-Solon
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 ฿1,341
฿1,516 total
includes taxes & fees
28 Apr - 29 Apr
Motel 6 Streetsboro, OH
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, (1,003 reviews)
"Great stay during the blizzard."
United States
Jack
The price is ฿2,171
฿2,502 total
includes taxes & fees
20 Apr - 21 Apr
Willow Lodge Willoughby – Cleveland Mentor
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, (704 reviews)
"Super friendly and clean!"
United States
Bob
The price is ฿3,105
฿3,579 total
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn Express & Suites Madison by IHG
Property amenity

TownePlace Suites by Marriott Cleveland Solon

TownePlace Suites by Marriott Cleveland Solon
3.0 star property
Solon
9.4 out of 10, Exceptional, (472 reviews)
"Staff was great/friendly, room was clean"
United States
Dawn
The price is ฿4,005
฿4,705 total
includes taxes & fees
26 Apr - 27 Apr
TownePlace Suites by Marriott Cleveland Solon
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 ฿4,315
฿4,876 total
includes taxes & fees
21 Apr - 22 Apr
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Premium bedding, in-room safe, desk, laptop workspace

Courtyard by Marriott Cleveland Willoughby

Courtyard by Marriott Cleveland Willoughby
3.0 star property
Willoughby
8.4 out of 10, Very good, (779 reviews)
"Nice Affordable stay"
United States
Marielle
The price is ฿3,950
฿4,552 total
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott Cleveland Willoughby
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, (1,000 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 ฿2,226
฿2,565 total
includes taxes & fees
22 Apr - 23 Apr
Super 8 by Wyndham Mentor/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, (1,006 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 ฿2,023
฿2,332 total
includes taxes & fees
5 May - 6 May
Red Roof Inn Cleveland - Mentor/ Willoughby
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 ฿3,388
฿3,828 total
includes taxes & fees
30 Apr - 1 May
Hampton Inn & Suites Cleveland Southeast/Streetsboro
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, (1,044 reviews)
"Breakfast was very good "
United States
Carrie
The price is ฿2,874
฿3,312 total
includes taxes & fees
19 Apr - 20 Apr
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Exterior

Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG
3.0 star property
Fairfax
9.0 out of 10, Wonderful, (1,322 reviews)
"It was very nice stay w/ breakfast brunch that was fresh and ready. "
United States
Leslie
The price is ฿4,758
฿5,590 total
includes taxes & fees
1 May - 2 May
Holiday Inn Cleveland Clinic by IHG
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.
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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

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

10/10 Excellent
"Great location to the Rocket Arena, breakfast was phenomenal. Dinner at betts was also good. Valet parking expensive and South Park not convenient. Every staff encountered was very helpful."
RoseMary 1-night trip
Posted 3 hours ago
Kimpton Schofield Hotel 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 ฿1,732 per night from 27 Apr to 28 Apr
฿1,732
฿1,957 total
27 Apr - 28 Apr
includes taxes & fees
7.6/10 Good! (1,001 reviews)

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 Hotel Indigo Cleveland Downtown by IHG 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 1578 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 Chester Town Hall 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.