Photo by Kristin DePlatchett

Chesterland Hotels

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
25 Nov - 26 Nov
Tomorrow
26 Nov - 27 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Chesterland hotels

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, (660)
"Great room and location"
United States
Francisco
The price is €87
includes taxes & fees
7 Dec - 8 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, (1007)
"Room was clean, staff friendly, pet accepting, and convenient location. "
United States
Melissa
The price is €81
includes taxes & fees
30 Nov - 1 Dec
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Room, 2 Queen Beds, Non Smoking (Pet Friendly)
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2.0 star property
Streetsboro
7.6 out of 10, Good, (1007)
"Good place to stay. "
United States
Michelle
The price is €43
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, (1007)
"great location. wonderful staff. "
United States
gaspar
The price is €46
includes taxes & fees
30 Nov - 1 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, (959)
"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 €63
includes taxes & fees
27 Nov - 28 Nov
Super 8 by Wyndham Mentor/Cleveland Area
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 €102
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn
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 €93
includes taxes & fees
2 Dec - 3 Dec
Best Western Plus Mentor-Cleveland Northeast
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, (868)
"Friendly staff, clean room. "
United States
Tim
The price is €49
includes taxes & fees
25 Dec - 26 Dec
Super 8 by Wyndham Twinsburg/Cleveland Area
Desk, iron/ironing board, cots/infant beds, free WiFi
Quality Inn

Quality Inn

2.5 star property
Streetsboro
7.2 out of 10, Good, (769)
"Great price and great room"
United States
Tara
The price is €54
includes taxes & fees
30 Nov - 1 Dec
Quality 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, (996)
"Clean room, comfy beds, friendly staff, everything you need to feel like home away from home. "
United States
Eleni
The price is €36
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Cleveland East/Mayfield Village
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, (1009)
"Nice stay, clean rooms. "
United States
Rachel
The price is €68
includes taxes & fees
24 Dec - 25 Dec
Country Inn & Suites by Radisson, Macedonia, OH
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, (872)
"Good food "
United States
Ken
The price is €99
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Painesville - Concord by IHG
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 €99
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Cleveland Northeast - Mentor by IHG
Deluxe Room, 2 Queen Beds, Non Smoking
Fairbridge Hotel Cleveland East

Fairbridge Hotel Cleveland East

3.0 star property
Wickliffe
6.2 out of 10, (1009)
"Everything was Great I enjoy myself I’ll be back soon thanks again."
United States
Kenneth
The price is €53
includes taxes & fees
9 Dec - 10 Dec
Fairbridge Hotel Cleveland East
Lobby
Comfort Suites Twinsburg

Comfort Suites Twinsburg

2.5 star property
Twinsburg
7.6 out of 10, Good, (810)
"It was a wonderful stay"
United States
john
The price is €84
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 €110
includes taxes & fees
14 Dec - 15 Dec
Residence Inn By Marriott Cleveland Mentor
Indoor pool
Wyndham Independence

Wyndham Independence

4.0 star property
Independence
6.6 out of 10, (1016)
"Always have a great stay with the Wyndham "
United States
Jessica
The price is €45
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, (566)
"love staying here. food is good, rooms are nice, and the sauna is perfect "
United States
Brandon
The price is €97
includes taxes & fees
7 Dec - 8 Dec
The Aurora Inn
Lobby
Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent

2.5 star property
Streetsboro
8.0 out of 10, Very good, (642)
"Good stay, the front desk associates were very friendly and helpful, there was a good variety on the breakfast buffet:)"
United States
Diana
The price is €108
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn & Suites Streetsboro - Kent
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 €55
includes taxes & fees
25 Dec - 26 Dec
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

The Westin Cleveland Downtown

The Westin Cleveland Downtown

10/10 Excellent
"Room and view were beautiful. Staff was great!"
Ariel 1-night trip
Posted 1 day ago
The Westin 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 €92 per night from 21 Dec to 22 Dec
€92
21 Dec - 22 Dec
includes taxes & fees
8.2/10 Very Good! (1,008 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 Hotel Indigo Cleveland Downtown by IHG and Fidelity Hotel. See all available top hotels, or vacation rentals in Chesterland.
What are some of the best holiday rentals that Chesterland has to offer?
Ohio City Getaway W/ Hot Tub, Pool Table and more!: This holiday home rental outside of Chesterland is located in the city centre, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 1516 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