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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, (722)
"Great value stay and location for those wanting to explore the nearby wineries."
The price is AU$186
includes taxes & fees
17 Aug - 18 Aug
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, (595)
"Great place to stay."
The price is AU$161
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express & Suites Painesville - Concord by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Painesville - Concord by IHG

2.5 star property
9.4 out of 10, Exceptional, (826)
"Amazing breakfast! Comfy beds, quiet, clean"
The price is AU$253
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express & Suites Painesville - Concord by IHG
Comfort Inn
Pool

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (947)
"Convenient location, great staff and comfortable room."
The price is AU$190
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn
Steele Mansion
Front of property

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (425)
"We loved how unique the place was and easy to check in"
The price is AU$320
includes taxes & fees
11 Aug - 12 Aug
Steele Mansion
Motel 6 Streetsboro, OH
Property entrance

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1002)
"Really good value for the money "
The price is AU$81
includes taxes & fees
13 Aug - 14 Aug
Motel 6 Streetsboro, OH
Quality Inn
Desk, iron/ironing board, cots/infant beds, free WiFi

Quality Inn

2.5 star property
7.2 out of 10, Good, (718)
"The space met our family's needs and we enjoyed the breakfast!"
The price is AU$113
includes taxes & fees
7 Sept - 8 Sept
Quality Inn
Comfort Inn & Suites Streetsboro - Kent
Lobby

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
8.0 out of 10, Very good, (586)
"Great room, very comfortable bed, very clean!"
The price is AU$180
includes taxes & fees
24 Aug - 25 Aug
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, (501)
"Front desk staff was fantastic. Beautiful property, quaint rooms. "
The price is AU$205
includes taxes & fees
17 Aug - 18 Aug
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, (686)
"Staff was friendly. Room was clean and nice. The hotel is clearly undergoing renovations and you can see unfinished areas but it is very clean and the room was nice. "
The price is AU$237
includes taxes & fees
24 Aug - 25 Aug
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, (597)
"The property was very clean and safe. We greatly enjoyed our visit to Mentor, OH."
The price is AU$105
includes taxes & fees
12 Aug - 13 Aug
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, (703)
"Clean and staff very nice"
The price is AU$209
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn & Suites Cleveland Mentor
Residence Inn By Marriott Cleveland Mentor
Property amenity

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.0 out of 10, Wonderful, (369)
"Very nice hotel."
The price is AU$224
includes taxes & fees
31 Aug - 1 Sept
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, (947)
"Great stay at a great price "
The price is AU$205
includes taxes & fees
1 Sept - 2 Sept
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, (1000)
"Friendly staff, clean rooms, quiet, comfortable. "
The price is AU$85
includes taxes & fees
9 Sept - 10 Sept
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, (654)
"Friendly , breakfast was excellent!"
The price is AU$189
includes taxes & fees
24 Aug - 25 Aug
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, (308)
"Great place to stay with a nice breakfast to start the day."
The price is AU$196
includes taxes & fees
31 Aug - 1 Sept
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, (172)
"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 AU$281
includes taxes & fees
13 Aug - 14 Aug
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, (1002)
"Loved everything. Great breakfast items. Classic older hotel but everything was great."
The price is AU$194
includes taxes & fees
24 Aug - 25 Aug
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

Top Chesterland Hotel Reviews

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

10/10 Excellent
"Location was great rooms were large enough a little dark but OK breakfast was really average but still decent overall give it four out of five stars would definitely stay there again"
Russell 3-night trip
Posted 1 day ago
Hampton Inn Cleveland-Downtown

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 Hyatt Regency Cleveland At The Arcade 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?

Luxury Downtown Townhome w/ Private Garage Unit 13: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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. There are 1458 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 Chesterland City Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Chester Town Hall and West Geauga Plaza. 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.