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Top hotels and accommodation in Chesterland

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, (588)
"Great place to stay."
The price is NZ$186
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express & Suites Madison by IHG
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 NZ$211
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Madison
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 NZ$263
includes taxes & fees
31 July - 1 Aug
Residence Inn By Marriott Cleveland Mentor
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, (1009)
"BEST breakfast ever! Our next trip we will stay ONLY here"
The price is NZ$211
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus Mentor-Cleveland Northeast
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, (812)
"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 NZ$253
includes taxes & fees
27 July - 28 July
Holiday Inn Express And Suites Painesville - Concord by IHG
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 NZ$203
includes taxes & fees
27 July - 28 July
Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG
Stone Gables Inn
Enjoy a tranquil outdoor space with a wooden railing, blue table, and matching chairs.

Stone Gables Inn

2.0 star property
9.6 out of 10, Exceptional, (229)
"Very unique and quaint "
The price is NZ$277
includes taxes & fees
3 Aug - 4 Aug
Stone Gables Inn
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 NZ$200
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn
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 NZ$135
includes taxes & fees
27 July - 28 July
Red Roof Inn Cleveland - Mentor/ Willoughby
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, (489)
"Thank you Dayton for making our stay pleasant and memorable. "
The price is NZ$224
includes taxes & fees
4 Aug - 5 Aug
The Aurora Inn
Drury Inn & Suites Cleveland Beachwood
Welcome to our lobby, featuring a large reception desk, pendant lights, and comfortable seating areas.

Drury Inn & Suites Cleveland Beachwood

3.0 star property
9.4 out of 10, Exceptional, (1011)
"Had a wonderful stay! "
The price is NZ$245
includes taxes & fees
3 Aug - 4 Aug
Drury Inn & Suites Cleveland Beachwood
The Willoughby House
Terrace/patio

The Willoughby House

3.0 star property
The price is NZ$404
includes taxes & fees
27 July - 28 July
The Willoughby House
Four Points by Sheraton Cleveland-Eastlake
Relax by the central fireplace, surrounded by comfortable seating and a warm atmosphere.

Four Points by Sheraton Cleveland-Eastlake

3.0 star property
8.6 out of 10, Excellent, (500)
"Great place to stay"
The price is NZ$223
includes taxes & fees
27 July - 28 July
Four Points by Sheraton Cleveland-Eastlake
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 NZ$227
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn & Suites Cleveland Mentor
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 NZ$184
includes taxes & fees
27 July - 28 July
Comfort Inn & Suites Streetsboro - Kent
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
Classic hotel with a central entrance, surrounded by windows and a welcoming outdoor area.

Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

3.0 star property
8.2 out of 10, Very good, (984)
"Great place!"
The price is NZ$221
includes taxes & fees
21 Aug - 22 Aug
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
Hyatt Place Cleveland/Lyndhurst/Legacy Village
Modern kitchen with a central table, white cabinets, and a geometric-patterned backsplash.

Hyatt Place Cleveland/Lyndhurst/Legacy Village

3.0 star property
9.0 out of 10, Wonderful, (1004)
"The breakfast and the pool were a hit with adults and kids alike! "
The price is NZ$282
includes taxes & fees
10 Aug - 11 Aug
Hyatt Place Cleveland/Lyndhurst/Legacy Village
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 NZ$238
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn & Suites Cleveland Southeast/Streetsboro
TownePlace Suites by Marriott Cleveland Solon
Relax by the fire, surrounded by comfortable seating and a grill station.

TownePlace Suites by Marriott Cleveland Solon

3.0 star property
9.4 out of 10, Exceptional, (402)
"Great place to stay. The staff were very friendlyand accommodating. The room was very clean and comfortable. Will definitely book my stay at this hotel during my next visit."
The price is NZ$245
includes taxes & fees
10 Aug - 11 Aug
TownePlace Suites by Marriott Cleveland Solon
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

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

10/10 Excellent
"only valet parking but otherwise it was incredible!"
Shannon 1-night trip
Posted 23 hours ago
Hotel Indigo Cleveland Downtown by IHG

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.

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

Crown royal presidential suite and fitness center: This holiday home rental outside of Chesterland has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. 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 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.