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20 Mar - 21 Mar
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21 Mar - 22 Mar
This weekend
20 Mar - 22 Mar
Next weekend
27 Mar - 29 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, (697 reviews)
"Super friendly and clean!"
United States
Bob
The price is AU$148
includes taxes & fees
26 Mar - 27 Mar
Holiday Inn Express & Suites Madison by IHG
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)
"Very helpful "
United States
Yvonne
The price is AU$72
includes taxes & fees
29 Mar - 30 Mar
Motel 6 Streetsboro, OH
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)
"The staff was welcoming and helpful. Breakfast was excellent Room very clean, and bed comfortable. Definitely would stay there again"
United States
Mary
The price is AU$165
includes taxes & fees
23 Mar - 24 Mar
Best Western Plus Mentor-Cleveland Northeast
Front of property

Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (449 reviews)
"Family had a wonderful stay while here."
United States
James
The price is AU$268
includes taxes & fees
23 Mar - 24 Mar
Steele Mansion
Terrace/patio

Hampton Inn Madison

Hampton Inn Madison
2.5 star property
Madison
9.6 out of 10, Exceptional, (798 reviews)
"We enjoyed our short stay! The room and hotel itself were very clean and breakfast was delicious!"
United States
Keary
The price is AU$159
includes taxes & fees
5 Apr - 6 Apr
Hampton Inn Madison
Pool

Comfort Inn Painesville - Concord

Comfort Inn Painesville - Concord
2.5 star property
Painesville
8.4 out of 10, Very good, (1,000 reviews)
"We stay here often, it is our go to place in Ohio! "
United States
Timothy
The price is AU$155
includes taxes & fees
25 Mar - 26 Mar
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, (265 reviews)
"We are returning guests because the staff is amazing! Super clean hotel and friendly helpful staff! "
United States
Jacqueline
The price is AU$117
includes taxes & fees
29 Mar - 30 Mar
Spark by Hilton Cleveland Beachwood
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
Willoughby
7.4 out of 10, Good, (1,001 reviews)
"Small room"
United States
Fay
The price is AU$99
includes taxes & fees
1 Apr - 2 Apr
Red Roof Inn Cleveland - Mentor/ Willoughby
Serves lunch, dinner and happy hour

The Aurora Inn

The Aurora Inn
3.0 star property
Aurora
9.0 out of 10, Wonderful, (616 reviews)
"Very nice historical inn, we loved our stay!"
United States
Barb Robinson
The price is AU$152
includes taxes & fees
30 Mar - 31 Mar
The Aurora Inn
Lobby

Four Points by Sheraton Cleveland-Eastlake

Four Points by Sheraton Cleveland-Eastlake
3.0 star property
Eastlake
8.6 out of 10, Excellent, (565 reviews)
"Clean and convenient "
United States
Leo
The price is AU$168
includes taxes & fees
25 Mar - 26 Mar
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, (911 reviews)
"great breakfast, nice room!"
United States
LYNN
The price is AU$169
includes taxes & fees
29 Mar - 30 Mar
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, (745 reviews)
"The rooms were clean enough.The staff is fairly friendly. The breakfast is tasty, and they keep it nice and full. Overall this is a nice little hotel."
United States
Wendy
The price is AU$174
includes taxes & fees
27 Mar - 28 Mar
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Room, Multiple Beds, Non Smoking

Quality Inn Streetsboro - Kent

Quality Inn Streetsboro - Kent
2.5 star property
Streetsboro
7.2 out of 10, Good, (813 reviews)
"The rooms were much nicer than I expected for the price. I would stay here again. "
United States
Amy
The price is AU$83
includes taxes & fees
29 Mar - 30 Mar
Quality Inn Streetsboro - Kent
Free breakfast

Hampton Inn & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor
2.5 star property
Mentor
8.6 out of 10, Excellent, (767 reviews)
"Super clean and the breakfast was very good "
United States
Todd
The price is AU$185
includes taxes & fees
27 Mar - 28 Mar
Hampton Inn & Suites Cleveland Mentor
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, (1,034 reviews)
"Nice place "
United States
Brian
The price is AU$138
includes taxes & fees
23 Mar - 24 Mar
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, (1,000 reviews)
"Staff was very friendly and helpful"
United States
Emily
The price is AU$120
includes taxes & fees
29 Mar - 30 Mar
Country Inn & Suites by Radisson, Macedonia, OH
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, (821 reviews)
"Was a great place to stay"
United States
david f
The price is AU$185
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Cleveland Northeast - Mentor by IHG
Lobby

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.6 out of 10, Good, (1,001 reviews)
"Better than my last stay there."
United States
Ellen
The price is AU$76
includes taxes & fees
10 Apr - 11 Apr
Econo Lodge Cleveland Southeast - Kent
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, (902 reviews)
"All worked well"
United States
Robert
The price is AU$78
includes taxes & fees
29 Mar - 30 Mar
Super 8 by Wyndham Twinsburg/Cleveland Area
Indoor pool

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent
2.5 star property
Streetsboro
8.0 out of 10, Very good, (655 reviews)
"Staff was great, pool was nice, room clean. The breakfast wasn’t good tho, but there is a lot of food around the hotel. "
United States
Ashlee
The price is AU$172
includes taxes & fees
4 Apr - 5 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

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
Chesterland, Ohio, USA - 2-21-22: A small bridge in the Bessie Benner Metzenbaum Park

Top Chesterland Hotel Reviews

Recent Reviews in Chesterland

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

10/10 Excellent
"I didn't know what to expect and It was alright. I think our bathroom could have been cleaner and other than that it was a comfortable room. "
william 2-night trip
Posted 1 hour ago
Hotel Cleveland, Autograph Collection

More cheap accommodation in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is AU$76 per night from 10 Apr to 11 Apr
AU$76
10 Apr - 11 Apr
includes taxes & fees
7.6/10 Good! (1,001 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?
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 1541 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 Fowler's Mill Golf Course and Alpine Valley. 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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