Chesterland Hotels

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Check prices for these dates

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Chesterland hotels

Exterior

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, (690 reviews)
"The room was clean and the staff were friendly."
United States
Daniel
The price is €91
includes taxes & fees
28 Feb - 1 Mar
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, (794 reviews)
"Very nice staff and clean spacious room. "
United States
Haley
The price is €105
includes taxes & fees
2 Mar - 3 Mar
Hampton Inn Madison
Front of property

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (446 reviews)
"Family had a wonderful stay while here."
United States
James
The price is €161
includes taxes & fees
28 Feb - 1 Mar
Steele Mansion
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, (1,002 reviews)
"All the staff is amazing and very helpful would definitely recommend "
United States
yvonne
The price is €45
includes taxes & fees
2 Mar - 3 Mar
Motel 6 Streetsboro, OH
Café

Courtyard by Marriott Cleveland Willoughby

Courtyard by Marriott Cleveland Willoughby
3.0 star property
Willoughby
8.4 out of 10, Very good, (760 reviews)
"Nice Affordable stay"
United States
Marielle
The price is €110
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Cleveland Willoughby
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (604 reviews)
"Best place to stay"
United States
Brian
The price is €97
includes taxes & fees
4 Mar - 5 Mar
The Aurora Inn
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)
"Room was very clean, breakfast was amazing and staff was pleasant! The hotel has quiet hours and I slept great! "
United States
Stacey
The price is €95
includes taxes & fees
15 Mar - 16 Mar
Best Western Plus Mentor-Cleveland Northeast
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, (737 reviews)
"Check in was a breeze and the Receptionist was very welcoming!!"
United States
VICTOR
The price is €109
includes taxes & fees
28 Feb - 1 Mar
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Lobby

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (560 reviews)
"I loved the room really clean n everything "
United States
Dylan
The price is €115
includes taxes & fees
1 Mar - 2 Mar
Four Points by Sheraton Cleveland-Eastlake
Lobby

Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood
3.0 star property
Beachwood
9.4 out of 10, Exceptional, (218 reviews)
"Clean Room ,Quiet, nice staff...great location "
United States
Anthony
The price is €81
includes taxes & fees
8 Mar - 9 Mar
Spark by Hilton Cleveland Beachwood
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, (908 reviews)
"Clean spotless room, friendly staff, great breakfast and a nice laundry room"
United States
Marjorie
The price is €119
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Painesville - Concord by IHG
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,008 reviews)
"Clean room. Lock was a little tricky. Overall good place to stay in Mentor. "
United States
Nicholas
The price is €57
includes taxes & fees
4 Mar - 5 Mar
Red Roof Inn Cleveland - Mentor/ Willoughby
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, (1,009 reviews)
"Great staff, nice hotel, everything was good. "
United States
Shawn
The price is €58
includes taxes & fees
22 Mar - 23 Mar
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, (760 reviews)
"The room was spotless and the staff was very helpful and courteous. "
United States
Raymond
The price is €111
includes taxes & fees
4 Mar - 5 Mar
Hampton Inn & Suites Cleveland Mentor
Bar (on property)

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, (818 reviews)
"Was a great place to stay"
United States
david f
The price is €109
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Cleveland Northeast - Mentor by IHG
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, (1,007 reviews)
"Totally a perfect stay & location esp if you are staying for a number of days. "
United States
Gabrielle
The price is €95
includes taxes & fees
8 Mar - 9 Mar
Comfort Inn Mayfield Heights Cleveland East
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, (1,028 reviews)
"Great stay. "
United States
Natasha
The price is €79
includes taxes & fees
26 Feb - 27 Feb
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Reception

Hilton Garden Inn Cleveland/Twinsburg

Hilton Garden Inn Cleveland/Twinsburg
3.0 star property
Twinsburg
8.8 out of 10, Excellent, (756 reviews)
"Clean room. Good location. "
United States
Dorothy
The price is €107
includes taxes & fees
27 Mar - 28 Mar
Hilton Garden Inn Cleveland/Twinsburg
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, (454 reviews)
"Everything was nice, I recommend stay there "
United States
Vanessa
The price is €107
includes taxes & fees
1 Mar - 2 Mar
TownePlace Suites by Marriott Cleveland Solon
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (653 reviews)
"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 €105
includes taxes & fees
20 Mar - 21 Mar
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
Pumpkin pickin'!
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

The Westin Cleveland Downtown

The Westin Cleveland Downtown

10/10 Excellent
"Very clean, great staff!"
Joseph 1-night trip
Posted 2 days ago
The Westin Cleveland Downtown

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is €44 per night from 2 Mar to 3 Mar
€44
2 Mar - 3 Mar
includes taxes & fees
7.6/10 Good! (1,006 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 Hyatt Regency Cleveland At The Arcade 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?
Ohio City Getaway W/ Hot Tub, Pool Table and more!: This holiday home rental outside of Chesterland is located in the city centre, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 1550 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, Chagrin River and Alpine Valley. A couple of additional sights to add to your itinerary are Chesterland City Park and Chester Town Hall. 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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