Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from 1.139.821 ₫

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5 Dec - 6 Dec
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6 Dec - 7 Dec
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5 Dec - 7 Dec
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Top 10 Chesterland hotels and places to stay

Free daily buffet breakfast
Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG

2.5 star property
Madison
9.4 out of 10, Exceptional, (663)
"Very great place to stay and all the staff was outstanding… will definitely stay there again."
United States
Debra
The price is 2.056.938 ₫
2.370.753 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express & Suites Madison by IHG
Reception
Hilton Garden Inn Cleveland East/Mayfield Village

Hilton Garden Inn Cleveland East/Mayfield Village

3.0 star property
Mayfield
8.4 out of 10, Very good, (1004)
"Clean room, comfy beds, friendly staff, everything you need to feel like home away from home. "
United States
Eleni
The price is 1.340.965 ₫
1.575.634 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Cleveland East/Mayfield Village
Terrace/patio
Hampton Inn Madison

Hampton Inn Madison

2.5 star property
Madison
9.6 out of 10, Exceptional, (773)
"Breakfast was good, room was clean and comfortable."
United States
Kelli
The price is 2.299.551 ₫
2.650.233 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn Madison
Ballroom
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1070)
"Stay was short but the staff were friendly and attentive."
United States
Leroy
The price is 2.966.737 ₫
3.485.916 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Cleveland At The Arcade
Vincent Suite | View from room
Fidelity Hotel

Fidelity Hotel

4.5 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (517)
"Room was beautiful, food was great! Will definitely stay again!"
United States
Olivia
The price is 2.500.367 ₫
3.557.650 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Fidelity Hotel
Exterior
Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby

2.0 star property
Willoughby
7.4 out of 10, Good, (1004)
"Great place for the traveller and great for our short stop over"
Australia
Daniel
The price is 1.578.054 ₫
1.818.708 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Red Roof Inn Cleveland - Mentor/ Willoughby
Daily buffet breakfast (USD 7.49 per person)
Holiday Inn Cleveland Northeast - Mentor by IHG

Holiday Inn Cleveland Northeast - Mentor by IHG

3.0 star property
Mentor
8.4 out of 10, Very good, (800)
"Was a great place to stay"
United States
david f
The price is 2.510.519 ₫
2.893.374 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Cleveland Northeast - Mentor by IHG
Lobby
Spark by Hilton Cleveland Beachwood

Spark by Hilton Cleveland Beachwood

3.0 star property
Beachwood
9.2 out of 10, Wonderful, (109)
"Great spot for a work trip."
United States
Marc
The price is 2.341.745 ₫
2.751.550 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Spark by Hilton Cleveland Beachwood
Lobby
Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
Mentor
9.2 out of 10, Wonderful, (1000)
"Good place to stay "
United States
Randall
The price is 2.443.273 ₫
2.815.872 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Mentor-Cleveland Northeast
Lobby
La Quinta Inn & Suites by Wyndham Cleveland Macedonia

La Quinta Inn & Suites by Wyndham Cleveland Macedonia

3.0 star property
Macedonia
7.6 out of 10, Good, (1001)
"Room was clean, staff friendly, pet accepting, and convenient location. "
United States
Melissa
The price is 2.129.458 ₫
2.454.201 ₫ total
includes taxes & fees
7 Dec - 8 Dec
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Free daily buffet breakfast
Holiday Inn Express & Suites Painesville - Concord by IHG

Holiday Inn Express & Suites Painesville - Concord by IHG

2.5 star property
Painesville
9.4 out of 10, Exceptional, (877)
"It was clean, quiet, staff was very polite. Breakfast was good too and fresh ground coffee."
United States
Virginia
The price is 2.610.729 ₫
3.087.253 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Painesville - Concord by IHG
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
The Aurora Inn

The Aurora Inn

3.0 star property
Aurora
9.0 out of 10, Wonderful, (570)
"love staying here. food is good, rooms are nice, and the sauna is perfect "
United States
Brandon
The price is 2.563.456 ₫
2.896.547 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Aurora Inn
Restaurant
Hampton Inn & Suites Oakwood Village-Cleveland

Hampton Inn & Suites Oakwood Village-Cleveland

2.5 star property
Oakwood Village
9.0 out of 10, Wonderful, (1002)
"The staff were amazing, super friendly! Hotel and room were very clean and breakfast was excellent!"
United States
Kathleen M.
The price is 2.594.906 ₫
3.049.014 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Oakwood Village-Cleveland
Pool
Comfort Inn

Comfort Inn

2.5 star property
Painesville
8.4 out of 10, Very good, (1001)
"Nice location, clean, great pool area, good breakfast options. "
United States
John
The price is 2.523.968 ₫
2.984.593 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn
Exterior
The Westin Cleveland Downtown

The Westin Cleveland Downtown

4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1855)
"Clean Room, staff are friendly, nice view, near to attractions , restaurants & bars!"
United States
Ronabelle
The price is 2.874.439 ₫
3.377.467 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Westin Cleveland Downtown
Property entrance
Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH

2.0 star property
Streetsboro
7.4 out of 10, Good, (1000)
"Amazing accommodations/amenities for the price. Basically a suite for the price of a single king. Clean, good bathroom, good bed, easy to get a room. Wifi wasn’t great. "
United States
Alexander
The price is 1.186.695 ₫
1.340.966 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Motel 6 Streetsboro, OH
Desk, iron/ironing board, cots/infant beds, free WiFi
Quality Inn

Quality Inn

2.5 star property
Streetsboro
7.2 out of 10, Good, (773)
"Great price and great room"
United States
Tara
The price is 1.330.417 ₫
1.503.371 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Quality Inn
Exterior
Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 star property
Streetsboro
8.8 out of 10, Excellent, (714)
"Great place "
United States
Eric
The price is 2.993.636 ₫
3.382.809 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Fairfield Inn & Suites by Marriott Cleveland Streetsboro
Exterior
SpringHill Suites by Marriott Cleveland/Solon

SpringHill Suites by Marriott Cleveland/Solon

3.0 star property
Solon
9.0 out of 10, Wonderful, (1012)
"Beds were comfortable and staff was great. Breakfast was good. "
United States
John
The price is 2.891.580 ₫
3.397.607 ₫ total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Cleveland/Solon
In-room safe, desk, blackout curtains, iron/ironing board
Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

3.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1433)
"Great location "
United States
Eric
The price is 2.826.971 ₫
3.321.691 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Cleveland-Downtown
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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Stay near popular Chesterland attractions

Fowler's Mill Golf Course

This Pete Dye masterpiece challenges golfers with three distinct nine-hole courses woven through natural landscapes. Test your strategy on the Lake nine's signature Coastline hole where precision trumps power.
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West Geauga Plaza

West Geauga Plaza serves as Chesterland's community hub with essential retail stores and local dining options. Enjoy a relaxed shopping experience at Giant Eagle or savour authentic cuisine at My Thai Restaurant.
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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
Pumpkin pickin'!
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Top Chesterland Hotel Reviews

Fidelity Hotel

Fidelity Hotel

10/10 Excellent
"Exceptional hotel! The boutique style and decor are a perfect fit for the historic building. Loved all the thoughtful design features. I ended up getting upgraded to a King Room so that was a pleasant surprise. Beds were incredibly comfy and the bathroom was stunning with the mosaic tiles. I asked for extra pillows prior to my stay and boy, did they deliver!! The service was prompt and extremely friendly. Club Room was a wonderful restaurant and the food absolutely delicious. Valet is pricy, but incredibly convenient being open 24 hrs and also quick, so worth the daily rate to avoid parking fees in a garage. The hotel is in perfect walking distance to Rocket Arena. I would stay here again in a heartbeat."
Jayme 1-night trip
Posted 5 days ago
Fidelity Hotel

More cheap stays in Chesterland

Comfort Inn Mayfield Heights Cleveland East

Comfort Inn Mayfield Heights Cleveland East

1421 Golden Gate Blvd Mayfield Heights OH
The price is 2.383.938 ₫ per night from 21 Dec to 22 Dec
2.383.938 ₫
2.801.128 ₫ total
21 Dec - 22 Dec
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)

Hotels in Chesterland with star rating

Frequently asked questions

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.

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