Photo by Kristin DePlatchett

Find hotels in Chesterland, OH from ฿1,343

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Filter by

Guest rating
Guest rating
Star rating

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, (662)
"Great room and location"
United States
Francisco
The price is ฿2,672
฿3,079 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Express & Suites Madison by IHG
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, (1012)
"Room was clean, staff friendly, pet accepting, and convenient location. "
United States
Melissa
The price is ฿2,593
฿2,988 total
includes taxes & fees
2 Dec - 3 Dec
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Room, 2 Queen Beds, Non Smoking (Pet Friendly) | Desk, laptop workspace, blackout curtains, iron/ironing board
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2.0 star property
Streetsboro
7.6 out of 10, Good, (1010)
"Good place to stay. "
United States
Michelle
The price is ฿1,419
฿1,604 total
includes taxes & fees
25 Dec - 26 Dec
Econo Lodge Cleveland Southeast - Kent
Property entrance
Motel 6 Streetsboro, OH

Motel 6 Streetsboro, OH

2.0 star property
Streetsboro
7.4 out of 10, Good, (1013)
"great location. wonderful staff. "
United States
gaspar
The price is ฿1,479
฿1,671 total
includes taxes & fees
7 Dec - 8 Dec
Motel 6 Streetsboro, OH
Exterior
Super 8 by Wyndham Mentor/Cleveland Area

Super 8 by Wyndham Mentor/Cleveland Area

2.0 star property
Mentor
7.2 out of 10, Good, (960)
"Hotel was very clean, and quiet. Staff was nice but I didn’t have to speak with them but to check in and out. I will book this hotel again. "
United States
Richard
The price is ฿2,023
฿2,331 total
includes taxes & fees
4 Dec - 5 Dec
Super 8 by Wyndham Mentor/Cleveland Area
Pool
Comfort Inn

Comfort Inn

2.5 star property
Painesville
8.4 out of 10, Very good, (1004)
"Nice location, clean, great pool area, good breakfast options. "
United States
John
The price is ฿3,236
฿3,729 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn
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, (1002)
"Clean room, comfy beds, friendly staff, everything you need to feel like home away from home. "
United States
Eleni
The price is ฿1,143
฿1,343 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Cleveland East/Mayfield Village
Property grounds
Super 8 by Wyndham Twinsburg/Cleveland Area

Super 8 by Wyndham Twinsburg/Cleveland Area

2.0 star property
Twinsburg
7.0 out of 10, Good, (869)
"Friendly staff, clean room. "
United States
Tim
The price is ฿1,528
฿1,762 total
includes taxes & fees
7 Dec - 8 Dec
Super 8 by Wyndham Twinsburg/Cleveland Area
Lobby
Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast

2.5 star property
Mentor
9.2 out of 10, Wonderful, (1010)
"Good place to stay "
United States
Randall
The price is ฿2,975
฿3,429 total
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Mentor-Cleveland Northeast
Desk, iron/ironing board, cots/infant beds, free WiFi
Quality Inn

Quality Inn

2.5 star property
Streetsboro
7.2 out of 10, Good, (772)
"Great price and great room"
United States
Tara
The price is ฿1,636
฿1,849 total
includes taxes & fees
30 Dec - 31 Dec
Quality Inn
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, (799)
"Was a great place to stay"
United States
david f
The price is ฿3,185
฿3,671 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Cleveland Northeast - Mentor by IHG
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, (876)
"Number one place to stay in Lake county"
United States
Heidi
The price is ฿3,442
฿3,967 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Painesville - Concord by IHG
Free daily buffet breakfast
Country Inn & Suites by Radisson, Macedonia, OH

Country Inn & Suites by Radisson, Macedonia, OH

3.0 star property
Macedonia
7.4 out of 10, Good, (1015)
"Nice stay, clean rooms. "
United States
Rachel
The price is ฿2,141
฿2,468 total
includes taxes & fees
1 Jan - 2 Jan 2026
Country Inn & Suites by Radisson, Macedonia, OH
Deluxe Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free WiFi, bed sheets
Fairbridge Hotel Cleveland East

Fairbridge Hotel Cleveland East

3.0 star property
Wickliffe
6.2 out of 10, (1011)
"Everything was Great I enjoy myself I’ll be back soon thanks again."
United States
Kenneth
The price is ฿1,705
฿1,965 total
includes taxes & fees
14 Dec - 15 Dec
Fairbridge Hotel Cleveland East
Lobby
Comfort Suites Twinsburg

Comfort Suites Twinsburg

2.5 star property
Twinsburg
7.6 out of 10, Good, (812)
"It was a wonderful stay"
United States
john
The price is ฿2,574
฿3,063 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Suites Twinsburg
Property amenity
Residence Inn By Marriott Cleveland Mentor

Residence Inn By Marriott Cleveland Mentor

3.0 star property
Mentor
9.0 out of 10, Wonderful, (393)
"Everything was ideal for what we needed"
United States
Natalie
The price is ฿4,067
฿4,687 total
includes taxes & fees
22 Dec - 23 Dec
Residence Inn By Marriott Cleveland Mentor
Indoor pool
Wyndham Independence

Wyndham Independence

4.0 star property
Independence
6.6 out of 10, (1031)
"Always have a great stay with the Wyndham "
United States
Jessica
The price is ฿1,326
฿1,558 total
includes taxes & fees
11 Dec - 12 Dec
Wyndham Independence
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, (568)
"love staying here. food is good, rooms are nice, and the sauna is perfect "
United States
Brandon
The price is ฿3,323
฿3,755 total
includes taxes & fees
7 Dec - 8 Dec
The Aurora Inn
Lobby
Extended Stay America Premier Suites - Cleveland - Independence

Extended Stay America Premier Suites - Cleveland - Independence

2.5 star property
Independence
7.2 out of 10, Good, (1831)
"The staff were so kind and efficient! The room was okay"
United States
Ashley
The price is ฿2,456
฿2,886 total
includes taxes & fees
2 Dec - 3 Dec
Extended Stay America Premier Suites - Cleveland - Independence
Fridge, microwave, coffee/tea maker
Suburban Studios Mentor - Cleveland Northeast

Suburban Studios Mentor - Cleveland Northeast

2.0 star property
Mentor
6.6 out of 10, (435)
"A1 place and, most importantly, friendly staff."
United States
David
The price is ฿1,774
฿2,045 total
includes taxes & fees
31 Dec - 1 Jan 2026
Suburban Studios 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chesterland attractions

Fowler's Mill Golf Course

Enjoy a round of golf in Chesterland at Fowler's Mill Golf Course. While in this quaint area, you can savour the top-notch restaurants.
See properties

West Geauga Plaza

You can search for that perfect souvenir at West Geauga Plaza during your visit to Chesterland.
See properties

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 1 day ago
Fidelity Hotel
Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

10/10 Excellent
"Very nice staff"
ASHLEY 1-night trip
Posted 1 day ago
Drury Plaza Hotel Cleveland Downtown

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 ฿2,903 per night from 21 Dec to 22 Dec
฿2,903
฿3,411 total
21 Dec - 22 Dec
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)

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 Hilton Garden Inn Cleveland Downtown and Fidelity Hotel. 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 is staying in Chesterland like?
Visitors can enjoy all that Chesterland has to offer, including the golf courses and ski areas. There are 1523 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. A couple of additional sights to add to your itinerary are West Geauga Plaza and Chesterland City Park. 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.

Explore a world of travel with Expedia