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Chesterland Hotels from S$72

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6 Jul - 7 Jul
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7 Jul - 8 Jul
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11 Jul - 13 Jul
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18 Jul - 20 Jul

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Top 10 trending Chesterland hotels

Hampton Inn Madison
Terrace/patio

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (700)
"We felt so welcomed here. The staff was kind and attentive. The complimentary breakfast was great! We would definitely stay here again and recommend to friends and family."
The price is S$167
includes taxes & fees
13 Jul - 14 Jul
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, (576)
"Great place to stay."
The price is S$148
includes taxes & fees
13 Jul - 14 Jul
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, (806)
"Clean,comfortable and loved the location. "
The price is S$222
includes taxes & fees
13 Jul - 14 Jul
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, (926)
"Very clean and friendly staff "
The price is S$165
includes taxes & fees
13 Jul - 14 Jul
Comfort Inn
Steele Mansion
Front of property

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (415)
"Beautifully renovated property with comfortable rooms in a quaint small town. "
The price is S$266
includes taxes & fees
13 Jul - 14 Jul
Steele Mansion
Motel 6 Streetsboro, OH
Property entrance

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1001)
"This was by far the best motel ive ever been to"
The price is S$73
includes taxes & fees
13 Jul - 14 Jul
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, (688)
"The space met our family's needs and we enjoyed the breakfast!"
The price is S$84
includes taxes & fees
27 Jul - 28 Jul
Quality Inn
Comfort Inn & Suites Streetsboro - Kent
Lobby

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very good, (556)
"Good stop for an overnight. Good price. "
The price is S$150
includes taxes & fees
27 Jul - 28 Jul
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, (475)
"The Inn was great. Quiet location and most comfortable bed."
The price is S$175
includes taxes & fees
13 Jul - 14 Jul
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, (672)
"The room was clean and the bed was comfortable "
The price is S$197
includes taxes & fees
14 Jul - 15 Jul
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, (586)
"The property was very clean and safe. We greatly enjoyed our visit to Mentor, OH."
The price is S$93
includes taxes & fees
14 Jul - 15 Jul
Extended Stay America Select Suites - Cleveland - Mentor
Hampton Inn & Suites Cleveland Mentor
Reception

Hampton Inn & Suites Cleveland Mentor

2.5 star property
8.6 out of 10, Excellent, (686)
"Nice clean, quiet hotel with great breakfast. The beds were a little uncomfortable for me, but that is personal preference. "
The price is S$186
includes taxes & fees
13 Jul - 14 Jul
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, (350)
"Spotless gardens looked very good room excellent breakfast was good and tables and area very clean WiFi also good "
The price is S$198
includes taxes & fees
20 Jul - 21 Jul
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, (939)
"Great stay at a great price "
The price is S$170
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Econo Lodge Cleveland Southeast - Kent
Desk, laptop workspace, blackout curtains, iron/ironing board

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (962)
"Easy check in, clean, comfortable beds"
The price is S$72
includes taxes & fees
20 Jul - 21 Jul
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, (640)
"great location and the breakfast was good"
The price is S$146
includes taxes & fees
20 Jul - 21 Jul
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, (299)
"Great place to stay with a nice breakfast to start the day."
The price is S$183
includes taxes & fees
24 Jul - 25 Jul
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, (170)
"Quik and easy to book..price was ok and there were rooms last minute i think with more up to date furniture , appliances and tv it would be really nice "
The price is S$227
includes taxes & fees
7 Jul - 8 Jul
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, (1001)
"Easy checking , beautiful hotel"
The price is S$161
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Mentor-Cleveland Northeast
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 Hotel Indigo Cleveland Downtown by IHG and Extended Stay America Premier Suites - Cleveland - Independence. See all available top hotels, or 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 1343 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 West Geauga Public Library. 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.