Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from ￥6,734

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Dec 9 - Dec 10
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Dec 10 - Dec 11
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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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, (663)
"Very great place to stay and all the staff was outstanding… will definitely stay there again."
United States
Debra
The price is ￥12,232
￥14,098 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Express & Suites Madison by IHG
Room, 2 Queen Beds, Non Smoking (Pet Friendly) | Desk, laptop workspace, blackout drapes, iron/ironing board
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2.0 star property
Streetsboro
7.6 out of 10, Good, (1002)
"Clean fresh rooms. Had a great stay"
United States
Michael
The price is ￥5,959
￥6,734 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Econo Lodge Cleveland Southeast - Kent
Pool
Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord

2.5 star property
Painesville
8.4 out of 10, Very Good, (1000)
"Nice location, clean, great pool area, good breakfast options. "
United States
John
The price is ￥15,009
￥17,748 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn Painesville - Concord
Property entrance
Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH

2.0 star property
Streetsboro
7.4 out of 10, Good, (1006)
"Clean, quiet, kind staff as well as budget friendly. Great job."
United States
John
The price is ￥5,861
￥6,622 total
includes taxes & fees
Dec 21 - Dec 22
Motel 6 Streetsboro, OH
Exterior
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, (963)
"Clean conveniently located fair pricing."
United States
Aubra
The price is ￥9,291
￥10,708 total
includes taxes & fees
Dec 18 - Dec 19
Super 8 by Wyndham Mentor/Cleveland Area
Lobby
Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
Mentor
9.2 out of 10, Wonderful, (1002)
"We stay here every time we drive to/from Co to Ny. Clean, friendly staff and comfortable. Our dog knows it well and is happy when we are there. "
United States
Paul C.
The price is ￥14,434
￥16,634 total
includes taxes & fees
Dec 17 - Dec 18
Best Western Plus Mentor-Cleveland Northeast
Free daily buffet breakfast
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, (877)
"It was clean, quiet, staff was very polite. Breakfast was good too and fresh ground coffee."
United States
Virginia
The price is ￥15,525
￥18,359 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Painesville - Concord by IHG
Front of property
Steele Mansion

Steele Mansion

3.5 star property
Painesville
10.0 out of 10, Exceptional, (443)
"Family had a wonderful stay while here."
United States
James
The price is ￥30,706
￥34,468 total
includes taxes & fees
Dec 12 - Dec 13
Steele Mansion
Property grounds
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, (873)
"I'm not picky about the rooms. It had some flaws but had a comfortable bed. Staff was very courteous"
United States
James
The price is ￥7,018
￥8,088 total
includes taxes & fees
Dec 16 - Dec 17
Super 8 by Wyndham Twinsburg/Cleveland Area
Desk, iron/ironing board, cribs/infant beds, free WiFi
Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent

2.5 star property
Streetsboro
7.2 out of 10, Good, (776)
"Great price and great room"
United States
Tara
The price is ￥7,389
￥8,350 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn Streetsboro - Kent
Daily buffet breakfast (USD 7.49 per person)
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, (803)
"Was a great place to stay"
United States
david f
The price is ￥15,682
￥18,073 total
includes taxes & fees
Dec 26 - Dec 27
Holiday Inn Cleveland Northeast - Mentor by IHG
Reception
Hilton Garden Inn Cleveland East/Mayfield Village

Hilton Garden Inn Cleveland East/Mayfield Village

3.0 star property
Mayfield
8.4 out of 10, Very Good, (1000)
"Was clean, staff were professional and perfect!"
United States
Osamwonyi Eden
The price is ￥7,922
￥9,309 total
includes taxes & fees
Dec 26 - Dec 27
Hilton Garden Inn Cleveland East/Mayfield Village
Lobby
Comfort Suites Twinsburg

Comfort Suites Twinsburg

2.5 star property
Twinsburg
7.6 out of 10, Good, (816)
"It was a wonderful stay"
United States
john
The price is ￥11,863
￥14,143 total
includes taxes & fees
Dec 22 - Dec 23
Comfort Suites Twinsburg
Free daily buffet breakfast
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, (1002)
"Nice stay, clean rooms. "
United States
Rachel
The price is ￥10,594
￥12,210 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Country Inn & Suites by Radisson, Macedonia, OH
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, (395)
"Everything was ideal for what we needed"
United States
Natalie
The price is ￥19,785
￥22,802 total
includes taxes & fees
Dec 26 - Dec 27
Residence Inn By Marriott Cleveland Mentor
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
The Aurora Inn

The Aurora Inn

3.0 star property
Aurora
9.0 out of 10, Wonderful, (571)
"love staying here. food is good, rooms are nice, and the sauna is perfect "
United States
Brandon
The price is ￥15,232
￥17,212 total
includes taxes & fees
Dec 18 - Dec 19
The Aurora Inn
Deluxe Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free WiFi, bed sheets
Fairbridge Hotel Cleveland East

Fairbridge Hotel Cleveland East

3.0 star property
Wickliffe
6.2 out of 10, (1000)
"Everything was Great I enjoy myself I’ll be back soon thanks again."
United States
Kenneth
The price is ￥8,272
￥9,534 total
includes taxes & fees
Dec 25 - Dec 26
Fairbridge Hotel Cleveland East
Fridge, microwave, coffee/tea maker
Suburban Studios Mentor - Cleveland Northeast

Suburban Studios Mentor - Cleveland Northeast

2.0 star property
Mentor
6.6 out of 10, (435)
"A1 place and, most importantly, friendly staff."
United States
David
The price is ￥8,664
￥9,984 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Suburban Studios Mentor - Cleveland Northeast
Lobby
Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
Streetsboro
8.0 out of 10, Very Good, (645)
"Good stay, the front desk associates were very friendly and helpful, there was a good variety on the breakfast buffet:)"
United States
Diana
The price is ￥17,082
￥19,303 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Streetsboro - Kent
Exterior
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
Streetsboro
8.8 out of 10, Excellent, (714)
"Great place "
United States
Eric
The price is ￥17,685
￥19,985 total
includes taxes & fees
Dec 13 - Dec 14
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
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 savor authentic cuisine at My Thai Restaurant.
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
Pumpkin pickin'!
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

10/10 Excellent
"Clean, nice staff, nice free food"
Brooke 1-night trip
Posted 10 hours ago
Drury Plaza Hotel Cleveland Downtown

More cheap stays in Chesterland

Comfort Inn Mayfield Heights Cleveland East

Comfort Inn Mayfield Heights Cleveland East

1421 Golden Gate Blvd Mayfield Heights OH
The price is ￥14,083 per night from Dec 21 to Dec 22
￥14,083
￥16,548 total
Dec 21 - Dec 22
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)

Hotels in Chesterland with star-rating

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 traveler data. Two other choices for your visit to the area are Hilton Garden Inn Cleveland Downtown and Fidelity Hotel. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best vacation home rentals in Chesterland?
Luxury Downtown Townhome w/ Private Garage Unit 11: This vacation 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 room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterland.
Where can I learn more about changing or cancelling my trip to Chesterland?
For more details about picking new dates or cancelling your trip to Chesterland, go to https://www.expedia.com/service/.
What's the best place to stay near Alpine Valley?
Punderson Manor Lodge and Conference Center is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers a marina and a golf course. You'll find it 5.4 mi (8.7 km) from Alpine Valley. Other good options in the area include Red Maple Inn and Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel.
What about the best place to stay close to Fowler's Mill Golf Course?
One of the top choices for your stay is Punderson Manor Lodge and Conference Center, located 4.9 mi (7.9 km) from Fowler's Mill Golf Course, and this 3.5-star hotel offers a marina and a golf course. Red Maple Inn and Staybridge Suites Cleveland Mayfield Heights Beachwood, an IHG Hotel are two other good choices within the area.
What is the best hotel near Hopkins International Airport (CLE)?
Sheraton Cleveland Airport Hotel is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Hopkins Intl. Airport. Other accommodations close to the airport are Hilton Garden Inn Cleveland Airport and Howard Johnson by Wyndham Cleveland Airport.
What is staying in Chesterland like?
Visitors can enjoy all that Chesterland has to offer including the golf courses and ski areas. There are 1523 hotels and other accommodations in the surrounding area. Find out more about Chesterland.
What is there to see in Chesterland?
Favorite places to visit include Fowler's Mill Golf Course, Alpine Valley, and Chagrin River. A couple of additional sights to add to your agenda are West Geauga Plaza and Chesterland City Park. Check out what more 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 temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterland are January, November, December, and March, with each month seeing an average of 7 inches of snowfall.

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