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24 Aug - 25 Aug
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29 Aug - 31 Aug
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Top 10 trending Chesterland hotels

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, (607)
"Great place to stay."
The price is €85
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Madison by IHG
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, (1005)
"Friendly staff, clean rooms, quiet, comfortable. "
The price is €45
includes taxes & fees
21 Sept - 22 Sept
Econo Lodge Cleveland Southeast - Kent
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Lobby

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

3.0 star property
7.6 out of 10, Good, (1004)
"I like the stay in this hotel. It is clean and calm"
The price is €78
includes taxes & fees
15 Sept - 16 Sept
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Comfort Inn
Pool

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (956)
"Convenient location, great staff and comfortable room."
The price is €97
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn
Super 8 by Wyndham Mentor/Cleveland Area
Exterior

Super 8 by Wyndham Mentor/Cleveland Area

2.0 star property
7.2 out of 10, Good, (922)
"Would stay again."
The price is €62
includes taxes & fees
21 Sept - 22 Sept
Super 8 by Wyndham Mentor/Cleveland Area
Best Western Plus Mentor-Cleveland Northeast
Lobby

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Staff at desk was helpful. "
The price is €108
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Mentor-Cleveland Northeast
Residence Inn By Marriott Cleveland Mentor
Property amenity

Residence Inn By Marriott Cleveland Mentor

3.0 star property
9.2 out of 10, Wonderful, (377)
"It was in a nice safe location and it had an outdoor pool that was fabulous"
The price is €125
includes taxes & fees
31 Aug - 1 Sept
Residence Inn By Marriott Cleveland Mentor
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, (831)
"We had a great experience here. We were here for a couple of nights on the first leg of a longer trip that included upstate New York and Niagara falls. We would stay here again."
The price is €132
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Painesville - Concord by IHG
Steele Mansion
Front of property

Steele Mansion

3.5 star property
10.0 out of 10, Exceptional, (426)
"We loved how unique the place was and easy to check in"
The price is €178
includes taxes & fees
28 Aug - 29 Aug
Steele Mansion
Super 8 by Wyndham Twinsburg/Cleveland Area
Property grounds

Super 8 by Wyndham Twinsburg/Cleveland Area

2.0 star property
7.0 out of 10, Good, (839)
"Great Price! Dining at the Blue Canyon Kitchen and Tavern was Spectacular. Very Close😉"
The price is €58
includes taxes & fees
25 Aug - 26 Aug
Super 8 by Wyndham Twinsburg/Cleveland Area
Motel 6 Streetsboro, OH
Property entrance

Motel 6 Streetsboro, OH

2.0 star property
7.4 out of 10, Good, (1003)
"This hotel is truly bare minimum. Staff was friendly and helpful. Restaurants are within walking distance and beds were comfortable. "
The price is €48
includes taxes & fees
25 Aug - 26 Aug
Motel 6 Streetsboro, OH
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, (646)
"Easy in and out, friendly staff"
The price is €70
includes taxes & fees
25 Aug - 26 Aug
Mentor Home Inn
Fairbridge Hotel Cleveland East
Deluxe Room, 2 Queen Beds, Non Smoking

Fairbridge Hotel Cleveland East

3.0 star property
6.2 out of 10, (1006)
"Good price, comfy bed"
The price is €60
includes taxes & fees
6 Sept - 7 Sept
Fairbridge Hotel Cleveland East
Country Inn & Suites by Radisson, Macedonia, OH
Free daily buffet breakfast

Country Inn & Suites by Radisson, Macedonia, OH

3.0 star property
7.6 out of 10, Good, (1007)
"We had a great stay here. I would recommend this place to stay."
The price is €77
includes taxes & fees
24 Sept - 25 Sept
Country Inn & Suites by Radisson, Macedonia, OH
Comfort Suites Twinsburg
Lobby

Comfort Suites Twinsburg

2.5 star property
7.6 out of 10, Good, (771)
"Great location, great staff, great price."
The price is €92
includes taxes & fees
4 Sept - 5 Sept
Comfort Suites Twinsburg
Holiday Inn Cleveland Northeast - Mentor by IHG
Daily buffet breakfast (USD 7.49 per person)

Holiday Inn Cleveland Northeast - Mentor by IHG

3.0 star property
8.4 out of 10, Very good, (769)
"Great place to stay "
The price is €108
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Cleveland Northeast - Mentor by IHG
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, (527)
"Friendly staff, comfortable bed, nice pool area, clean"
The price is €109
includes taxes & fees
1 Sept - 2 Sept
The Aurora Inn
Quality Inn
Desk, iron/ironing board, cots/infant beds, free WiFi

Quality Inn

2.5 star property
7.2 out of 10, Good, (733)
"Great area, friendy staff, shopping and easy to get around!"
The price is €72
includes taxes & fees
15 Sept - 16 Sept
Quality Inn
Towneplace Suites By Marriott Streetsboro
Property amenity

Towneplace Suites By Marriott Streetsboro

3.0 star property
8.6 out of 10, Excellent, (311)
"My husband and I are delighted with the quality of your hotel along with the price. This is one of the best places we’ve ever stayed."
The price is €109
includes taxes & fees
14 Sept - 15 Sept
Towneplace Suites By Marriott Streetsboro
Hampton Inn Madison
Terrace/patio

Hampton Inn Madison

2.5 star property
9.6 out of 10, Exceptional, (728)
"Great value stay and location for those wanting to explore the nearby wineries."
The price is €100
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Madison
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

Maple syrup flows freely at Patterson Fruit Farm, where families pick seasonal produce and enjoy fresh-baked treats. Explore the Western Reserve's rural charm at Holden Arboretum in nearby Kirtland, or sample local wines along the Grand River Valley wine trail.

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

Top Chesterland Hotel Reviews

The Westin Cleveland Downtown

The Westin Cleveland Downtown

10/10 Excellent
"I stayed at the Westin for a conference. It was a quick walk to the Convention Center and lots of restaurants. I'd happily stay again. "
Kyley 2-night trip
Posted 5 hours ago
The Westin 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 is staying in Chesterland like?

Visitors can enjoy all that Chesterland has to offer, including the golf courses and ski areas. There are 1472 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 West Geauga Plaza and West Geauga Public Library. 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.