Photo by Kristin DePlatchett

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Check prices for these dates

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
28 Feb - 2 Mar
Next weekend
7 Mar - 9 Mar

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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, (662)
"The check in person was friendly . A great way to start the visit "
The price is AU$191
includes taxes & fees
2 Mar - 3 Mar
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, (520)
"Nice"
The price is AU$141
includes taxes & fees
2 Mar - 3 Mar
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, (766)
"Room was spacious and comfortable. Very clean. Hotel was in a good location. Staff was friendly."
The price is AU$233
includes taxes & fees
9 Mar - 10 Mar
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, (879)
"The lady that checked us in at night was so friendly and welcoming. The gentleman that was at the desk when we left in the morning was polite as well"
The price is AU$158
includes taxes & fees
9 Mar - 10 Mar
Comfort Inn
Steele Mansion
Front of property

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (398)
"We have stayed there multiple times when coming in to visit family. It has not failed us. Super comfortable and clean. Great breakfast as well!"
The price is AU$309
includes taxes & fees
25 Feb - 26 Feb
Steele Mansion
Motel 6 Streetsboro, OH
Property entrance

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1000)
"Quick, easy check in . Room was clean. Price was right. "
The price is AU$60
includes taxes & fees
26 Feb - 27 Feb
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, (652)
"Good"
The price is AU$94
includes taxes & fees
9 Mar - 10 Mar
Quality Inn
Comfort Inn & Suites Streetsboro - Kent
Lobby

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very good, (503)
"Quiet and comfy."
The price is AU$180
includes taxes & fees
2 Mar - 3 Mar
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, (404)
"This hotel was amazing!! The staff and the owner were incredible!!!! We will definitely be back soon!! "
The price is AU$187
includes taxes & fees
16 Mar - 17 Mar
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, (642)
"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$153
includes taxes & fees
27 Feb - 28 Feb
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Hampton Inn & Suites Cleveland Mentor
Reception

Hampton Inn & Suites Cleveland Mentor

2.5 star property
8.6 out of 10, Excellent, (662)
"Clean, bed was best EVER!!!! Breakfast was really decent! Even changed the options up each morning! That was great to see!! Worth the extra couple bucks for the finer details seriously!! Get what you pay for - Hilton is always the best!!!"
The price is AU$229
includes taxes & fees
27 Mar - 28 Mar
Hampton Inn & Suites Cleveland Mentor
Residence Inn By Marriott Cleveland Mentor
Exterior

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.2 out of 10, Wonderful, (333)
"Nice staff"
The price is AU$270
includes taxes & fees
27 Feb - 28 Feb
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, (888)
"The staff is super nice I will be coming back for my next stay "
The price is AU$180
includes taxes & fees
2 Mar - 3 Mar
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
7.2 out of 10, Good, (840)
"Clean. Safe. Inexpensive. Their GM Charvi is excellent, polite and efficient"
The price is AU$66
includes taxes & fees
26 Feb - 27 Feb
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, (592)
"Receptionist at night was very friendly and breakfast was good"
The price is AU$150
includes taxes & fees
2 Mar - 3 Mar
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Towneplace Suites By Marriott Streetsboro
Property amenity

Towneplace Suites By Marriott Streetsboro

2.5 star property
8.6 out of 10, Excellent, (282)
"Bathroom is spic n span clean "
The price is AU$153
includes taxes & fees
27 Feb - 28 Feb
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$273
includes taxes & fees
27 Feb - 28 Feb
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, (1000)
"A cute well run hotel."
The price is AU$168
includes taxes & fees
2 Mar - 3 Mar
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, (1005)
"Good value"
The price is AU$112
includes taxes & fees
2 Mar - 3 Mar
Red Roof Inn Cleveland - Mentor/ Willoughby
Mentor Home Inn
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool loungers

Mentor Home Inn

2.0 star property
5.8 out of 10, (613)
"Well the place has been under construction and I actually had to mop my room cuz it was Footprints everywhere there was no towels I had to go to the front desk and get them"
The price is AU$143
includes taxes & fees
25 Feb - 26 Feb
Mentor Home Inn
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!

See all hotels in Chesterland
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

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 Holiday Inn Cleveland Clinic by IHG and Hotel Indigo Cleveland Downtown 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 1233 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 Silo Picnic Area exemplify the area's natural beauty. 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.