Photo by Kristin DePlatchett

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28 Mar - 29 Mar
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29 Mar - 30 Mar
This weekend
28 Mar - 30 Mar
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4 Apr - 6 Apr

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Top hotels and accommodation in Chesterland

Hampton Inn Madison
Terrace/patio

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (665)
"The workout facility was very nice. The store in the lobby was well stocked. The Bistro was very nice and had family friendly prices. "
The price is AU$185
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn Madison
Holiday Inn Express & Suites Madison by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (524)
"Very clean"
The price is AU$159
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express And Suites Painesville - Concord by IHG
Exterior

Holiday Inn Express And Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (774)
"Clean spacious roo.s, and extremely friendly staff."
The price is AU$204
includes taxes & fees
27 Apr - 28 Apr
Holiday Inn Express And Suites Painesville - Concord by IHG
Comfort Inn
Pool

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (887)
"Location to entertainment and dining "
The price is AU$154
includes taxes & fees
27 Apr - 28 Apr
Comfort Inn
Steele Mansion
Front of property

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (401)
"The history of the house was very interesting. The atmosphere and the house were beautiful. "
The price is AU$312
includes taxes & fees
29 Mar - 30 Mar
Steele Mansion
Motel 6 Streetsboro, OH
Property entrance

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1070)
"The staff at this property were absolutely amazing. That said, it’s apparent the place is a little run down. There was an excess of fragrance in place to try and cover what seemed to be an “old” smell of the building. The showers and fixtures were not the cleanest. However, it’s still a good place to rest after a long trip. Again, the staff were super helpful with everything I needed. Would recommend to anyone needing an inexpensive place to stay. "
The price is AU$68
includes taxes & fees
6 Apr - 7 Apr
Motel 6 Streetsboro, OH
Quality Inn
Desk, iron/ironing board, cots/infant beds, free WiFi

Quality Inn

2.5 star property
7.4 out of 10, Good, (661)
"This was an impromptu stay and was worth it. The staff was friendly and helpful. The place was clean. The hallways were clean also. The room was clean. The light switch did not work but the lamp was bright enough. There was plenty of towels. The water was nice and hot (just like I like it)! There were 2 beds in our room. The one we slept in was perfect! It was comfortable and with 4 pillows (which is a plus) because my husband gets 1 and I get the other 3! The stay was quiet but there is outside...
The price is AU$92
includes taxes & fees
3 Apr - 4 Apr
Quality Inn
Comfort Inn & Suites Streetsboro - Kent
Lobby

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very good, (505)
"It was nice to have an actual breakfast available"
The price is AU$174
includes taxes & fees
31 Mar - 1 Apr
Comfort Inn & Suites Streetsboro - Kent
The Aurora Inn
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (421)
"We enjoyed exploring the area and the lap pool. Staff were above and beyond!"
The price is AU$182
includes taxes & fees
20 Apr - 21 Apr
The Aurora Inn
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Exterior

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
8.2 out of 10, Very good, (643)
"Front desk was great at checkin. Original room was an adjoining room but there was loud children next door. Went to the front desk and they moved my room. Very helpful & friendly "
The price is AU$178
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Extended Stay America Select Suites - Cleveland - Mentor
Desk, laptop workspace, iron/ironing board, free WiFi

Extended Stay America Select Suites - Cleveland - Mentor

2.5 star property
6.2 out of 10, (561)
"It was ok .. until some kid was screaming continuously off and on for hours throughout the night "
The price is AU$147
includes taxes & fees
3 Apr - 4 Apr
Extended Stay America Select Suites - Cleveland - Mentor
Residence Inn By Marriott Cleveland Mentor
Exterior

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (336)
"Nice staff"
The price is AU$290
includes taxes & fees
20 Apr - 21 Apr
Residence Inn By Marriott Cleveland Mentor
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Exterior

Hampton Inn & Suites Cleveland Southeast/Streetsboro

2.5 star property
9.0 out of 10, Wonderful, (901)
"Staff very polite and friendly!"
The price is AU$197
includes taxes & fees
10 Apr - 11 Apr
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Econo Lodge Cleveland Southeast - Kent
Room, 2 Queen Beds, Non Smoking (Pet Friendly)

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (871)
"Best bang for ur buck "
The price is AU$69
includes taxes & fees
28 Apr - 29 Apr
Econo Lodge Cleveland Southeast - Kent
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Exterior

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
8.8 out of 10, Excellent, (600)
"The staff. "
The price is AU$168
includes taxes & fees
20 Apr - 21 Apr
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Towneplace Suites By Marriott Streetsboro
Property amenity

Towneplace Suites By Marriott Streetsboro

3.0 star property
8.6 out of 10, Excellent, (293)
"Great staff. "
The price is AU$169
includes taxes & fees
20 Apr - 21 Apr
Towneplace Suites By Marriott Streetsboro
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Exterior

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

3.5 star property
7.6 out of 10, Good, (159)
"Rooms are huge and clean, Friendly staff, great location. "
The price is AU$262
includes taxes & fees
29 Mar - 30 Mar
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Best Western Plus Mentor-Cleveland Northeast
Lobby

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1059)
"Very safe location and reasonable price"
The price is AU$207
includes taxes & fees
3 Apr - 4 Apr
Best Western Plus Mentor-Cleveland Northeast
Red Roof Inn Cleveland - Mentor/ Willoughby
Exterior

Red Roof Inn Cleveland - Mentor/ Willoughby

2.0 star property
7.4 out of 10, Good, (1102)
"Great accommodations "
The price is AU$120
includes taxes & fees
1 Apr - 2 Apr
Red Roof Inn Cleveland - Mentor/ Willoughby
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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Learn more about Chesterland

Experience Chesterland: its golf, skiing and more!

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Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

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 Crowne Plaza Cleveland at Playhouse Square by IHG. See all available top hotels, or vacation rentals in Chesterland.

What are some of the best holiday rentals that Chesterland has to offer?

Large duplex king size bed and two queen size: 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. 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. 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 are some hotels with pools in Chesterland?

Drury Plaza Hotel Cleveland Downtown: 3-star hotel, 9-minute walk from Rocket Mortgage FieldHouse. Provides a snack bar, an indoor pool and free buffet breakfast. Hilton Cleveland Downtown and Embassy Suites by Hilton Cleveland Beachwood are two additional hotels that offer an on-site pool.

What is staying in Chesterland like?

Visitors can enjoy all that Chesterland has to offer, including the golf courses and ski areas. A top sight in the area is Progressive Field. There are 1240 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 Alpine Valley, Chagrin River and Fowler's Mill Golf Course. Additionally, you'll find Progressive Field in the area. 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.