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Chesterland Hotels from S$73

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22 Jul - 23 Jul
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Top 10 trending Chesterland hotels

Hampton Inn Madison
Relax on the patio with a modern sofa, armchairs, and a small table, surrounded by a fire feature and string lights.

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (707)
"Very nice room! very clean hotel. Great breakfast. "
The price is S$164
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Madison
Holiday Inn Express & Suites Madison by IHG
Relax in a cozy café with a variety of seating options, including round tables and booths.

Holiday Inn Express & Suites Madison by IHG

2.5 star property
9.4 out of 10, Exceptional, (586)
"Great place to stay."
The price is S$144
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express And Suites Painesville - Concord by IHG
Enjoy a wide selection of dishes at our buffet, featuring multiple serving stations with clear labels and easy access.

Holiday Inn Express And Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (811)
"The hotel was neat and clean. The room was great. The breakfast was good and had many options. Check in and out was quick and easy. "
The price is S$196
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express And Suites Painesville - Concord by IHG
Comfort Inn
Relax by the pool surrounded by natural light and scenic views.

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (935)
"Very clean and friendly staff "
The price is S$154
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn
Steele Mansion
Stately two-story building with a central entrance and beautifully manicured grounds.

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (421)
"We loved how unique the place was and easy to check in"
The price is S$268
includes taxes & fees
5 Aug - 6 Aug
Steele Mansion
Motel 6 Streetsboro, OH
Stylish residential building with a flat roof and manicured lawn.

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1004)
"I have stayed here a few times while in area. The hotel is fine. It is nothing fancy but it is a clean convenient place to stay at a really good price. "
The price is S$74
includes taxes & fees
5 Aug - 6 Aug
Motel 6 Streetsboro, OH
Quality Inn
Two single beds with white linens, each flanked by a nightstand with a lamp.

Quality Inn

2.5 star property
7.2 out of 10, Good, (702)
"The space met our family's needs and we enjoyed the breakfast!"
The price is S$85
includes taxes & fees
10 Aug - 11 Aug
Quality Inn
Comfort Inn & Suites Streetsboro - Kent
Welcome to the reception area of Sparrow Inn & Suites, where guests can check in and enjoy a warm atmosphere.

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very good, (568)
"Clean and welcoming at a good price."
The price is S$142
includes taxes & fees
27 Jul - 28 Jul
Comfort Inn & Suites Streetsboro - Kent
The Aurora Inn
Swimmers can enjoy the pool area with lane dividers and a designated shallow end.

The Aurora Inn

3.0 star property
9.0 out of 10, Wonderful, (488)
"Thank you Dayton for making our stay pleasant and memorable. "
The price is S$159
includes taxes & fees
28 Jul - 29 Jul
The Aurora Inn
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Experience the comfort of this hotel, featuring a modern design and convenient parking.

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

2.5 star property
8.2 out of 10, Very good, (678)
"The room was clean and the bed was comfortable "
The price is S$156
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Extended Stay America Select Suites - Cleveland - Mentor
Compact kitchen area with a refrigerator, sink, and microwave oven, as well as a chair and small table.

Extended Stay America Select Suites - Cleveland - Mentor

2.5 star property
6.2 out of 10, (592)
"The property was very clean and safe. We greatly enjoyed our visit to Mentor, OH."
The price is S$89
includes taxes & fees
3 Aug - 4 Aug
Extended Stay America Select Suites - Cleveland - Mentor
Hampton Inn & Suites Cleveland Mentor
Relax in style with a comfortable seating area featuring a large poster and a table with two computer stations.

Hampton Inn & Suites Cleveland Mentor

2.5 star property
8.6 out of 10, Excellent, (694)
"Everything was very good here."
The price is S$174
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn & Suites Cleveland Mentor
Residence Inn By Marriott Cleveland Mentor
Experience the warm and inviting atmosphere of our lobby, featuring a cozy fireplace, comfortable seating areas, and a large flat-screen TV.

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (358)
"Good location nice room pool"
The price is S$178
includes taxes & fees
27 Jul - 28 Jul
Residence Inn By Marriott Cleveland Mentor
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Hampton Inn & Suites features a two-story building with a flat roof and a brick facade, surrounded by a well-maintained lawn and a seating area.

Hampton Inn & Suites Cleveland Southeast/Streetsboro

2.5 star property
9.0 out of 10, Wonderful, (944)
"Great stay at a great price "
The price is S$184
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn & Suites Cleveland Southeast/Streetsboro
Econo Lodge Cleveland Southeast - Kent
Two plush beds with crisp linens invite relaxation, accompanied by a stylish lamp and neutral decor.

Econo Lodge Cleveland Southeast - Kent

2.0 star property
7.4 out of 10, Good, (982)
"Friendly staff, clean rooms, quiet, comfortable. "
The price is S$73
includes taxes & fees
5 Aug - 6 Aug
Econo Lodge Cleveland Southeast - Kent
Towneplace Suites By Marriott Streetsboro
Welcome to our reception area, where friendly staff are available to assist you. A comfortable seating area and convenient amenities await.

Towneplace Suites By Marriott Streetsboro

3.0 star property
8.6 out of 10, Excellent, (301)
"Great place to stay with a nice breakfast to start the day."
The price is S$163
includes taxes & fees
10 Aug - 11 Aug
Towneplace Suites By Marriott Streetsboro
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Traditional hotel with a symmetrical facade and gabled roofs, set amidst a well-manicured lawn and parking area.

The Bertram Inn & Conf Ctr Trademark Collection by Wyndham

3.5 star property
7.6 out of 10, Good, (171)
"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$235
includes taxes & fees
26 Jul - 27 Jul
The Bertram Inn & Conf Ctr Trademark Collection by Wyndham
Best Western Plus Mentor-Cleveland Northeast
Cozy seating area with a fireplace, sofa, and armchairs, plus a dining table and cabinet with decorative items.

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1007)
"BEST breakfast ever! Our next trip we will stay ONLY here"
The price is S$162
includes taxes & fees
17 Aug - 18 Aug
Best Western Plus Mentor-Cleveland Northeast
Red Roof Inn Cleveland - Mentor/ Willoughby
Experience the modern Red Roof Inn, featuring a prominent sign and well-manicured grounds.

Red Roof Inn Cleveland - Mentor/ Willoughby

2.0 star property
7.4 out of 10, Good, (1018)
"We stayed here last year and we loved how close it was to historic Kirtland. Very nice staff and beautiful area. "
The price is S$104
includes taxes & fees
27 Jul - 28 Jul
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!

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

Top Chesterland Hotel Reviews

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

10/10 Excellent
"Great place. "
Christopher 1-night trip
Posted 15 hours ago
Hyatt Regency Cleveland At The Arcade

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 Crowne Plaza Cleveland at Playhouse Square by IHG. 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 1356 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, Alpine Valley and Chagrin River. 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.