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
9 Jan - 10 Jan
Tomorrow
10 Jan - 11 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chesterland hotels

Exterior
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG
4.5 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1,002 reviews)
"Hotel had a great aesthetic, was clean and centrally located to downtown events. We would definitely stay again. "
United States
Nicole
The price is €117
includes taxes & fees
15 Jan - 16 Jan
Kimpton Schofield Hotel by IHG
Lobby
Comfort Inn Cleveland Downtown

Comfort Inn Cleveland Downtown

Comfort Inn Cleveland Downtown
2.5 star property
Downtown Cleveland
8.0 out of 10, Very good, (1,025 reviews)
"Great central location at a reasonable price. Staff was extremely friendly."
United States
Matthew
The price is €88
includes taxes & fees
20 Jan - 21 Jan
Comfort Inn Cleveland Downtown
3 bars/lounges, rooftop bar, cocktail bar
Metropolitan at The 9, Autograph Collection

Metropolitan at The 9, Autograph Collection

Metropolitan at The 9, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (951 reviews)
"Loved the hotel,location,amenities, and vault speakeasy "
United States
Thomas
The price is €160
includes taxes & fees
25 Jan - 26 Jan
Metropolitan at The 9, Autograph Collection
Property amenity
Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower

Cleveland Marriott Downtown at Key Tower
4.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1,002 reviews)
"Great location, staff was very nice"
United States
Sanders
The price is €160
includes taxes & fees
18 Jan - 19 Jan
Cleveland Marriott Downtown at Key Tower
Breakfast, lunch, dinner served; Regional cuisine
Fidelity Hotel

Fidelity Hotel

Fidelity Hotel
4.5 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (584 reviews)
"Everything about my stay was wonderful "
United States
Josie
The price is €125
includes taxes & fees
8 Feb - 9 Feb
Fidelity Hotel
Exterior
Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown
3.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (1,447 reviews)
"Clean room, nice location, good breakfast "
United States
Willie Carl
The price is €111
includes taxes & fees
18 Jan - 19 Jan
Hampton Inn Cleveland-Downtown
Bar (on property)
Residence Inn By Marriott Cleveland Downtown

Residence Inn By Marriott Cleveland Downtown

Residence Inn By Marriott Cleveland Downtown
3.0 star property
Downtown Cleveland
8.4 out of 10, Very good, (1,000 reviews)
"Extremely couteous staff and amazing breakfast."
United States
Danielle
The price is €135
includes taxes & fees
11 Jan - 12 Jan
Residence Inn By Marriott Cleveland Downtown
Exterior
The Westin Cleveland Downtown

The Westin Cleveland Downtown

The Westin Cleveland Downtown
4.0 star property
Downtown Cleveland
8.6 out of 10, Excellent, (1,984 reviews)
"Excellent accomodations and location."
United States
Melvin Leon
The price is €130
includes taxes & fees
11 Jan - 12 Jan
The Westin Cleveland Downtown
Ballroom
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1,100 reviews)
"Great place "
United States
michael
The price is €137
includes taxes & fees
1 Feb - 2 Feb
Hyatt Regency Cleveland At The Arcade
Exterior
Aloft Cleveland Downtown

Aloft Cleveland Downtown

Aloft Cleveland Downtown
3.0 star property
Downtown Cleveland
8.4 out of 10, Very good, (1,003 reviews)
"Very nice place to stay, especially if you are traveling with a pets."
United States
VITALIY
The price is €111
includes taxes & fees
18 Jan - 19 Jan
Aloft Cleveland Downtown
Exterior
Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village
3.0 star property
Lyndhurst
9.0 out of 10, Wonderful, (1,002 reviews)
"Quiet and clean place with good breakfast "
United States
Erlinda
The price is €128
includes taxes & fees
16 Jan - 17 Jan
Hyatt Place Cleveland/Lyndhurst/Legacy Village
Room, Non Smoking | Living area
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
4.0 star property
Downtown Cleveland
7.2 out of 10, Good, (1,462 reviews)
"Hotel is a little rundown, but friendly staff and great location for football game! "
Canada
Jamie
The price is €111
includes taxes & fees
16 Jan - 17 Jan
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
Lobby lounge
Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection
4.0 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (209 reviews)
"Room was very clean and the bed was exceptionally comfortable."
United States
Steven
The price is €150
includes taxes & fees
11 Jan - 12 Jan
Hotel Cleveland, Autograph Collection
Front of property
Hilton Cleveland Downtown

Hilton Cleveland Downtown

Hilton Cleveland Downtown
4.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (1,289 reviews)
"Great hotel, great staff, and great location!"
United States
David William
The price is €153
includes taxes & fees
25 Jan - 26 Jan
Hilton Cleveland Downtown
Desk, soundproofing, free cots/infant beds, free WiFi
Super 8 by Wyndham Twinsburg/Cleveland Area

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, (878 reviews)
"Clean room and nice staff "
United States
Bianca
The price is €50
includes taxes & fees
18 Jan - 19 Jan
Super 8 by Wyndham Twinsburg/Cleveland Area
Bar (on property)
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown
3.0 star property
Downtown Cleveland
7.6 out of 10, Good, (1,020 reviews)
"Great stay "
United States
Chelsea
The price is €100
includes taxes & fees
19 Jan - 20 Jan
Hilton Garden Inn Cleveland Downtown
Reception
ROOST Cleveland

ROOST Cleveland

ROOST Cleveland
4.0 star property
Downtown Cleveland
9.6 out of 10, Exceptional, (643 reviews)
"Love this place we stay here every time we are in town! "
United States
Christine
The price is €126
includes taxes & fees
15 Jan - 16 Jan
ROOST Cleveland
Exterior
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG

Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
3.0 star property
Mayfield Heights
8.2 out of 10, Very good, (1,001 reviews)
"Awesome amenities, good location, dinner service was great!"
United States
Eli
The price is €104
includes taxes & fees
1 Feb - 2 Feb
Staybridge Suites Cleveland Mayfield Heights Beachwood by IHG
Exterior
Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG
3.5 star property
Downtown Cleveland
9.0 out of 10, Wonderful, (1,297 reviews)
"Room was clean staff was great "
United States
Glen
The price is €102
includes taxes & fees
20 Jan - 21 Jan
Crowne Plaza Cleveland at Playhouse Square by IHG
Lobby
Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown
3.0 star property
Downtown Cleveland
9.4 out of 10, Exceptional, (2,633 reviews)
"Kids enjoyed the pool area and dinner and breakfast. "
United States
Stephen
The price is €129
includes taxes & fees
14 Jan - 15 Jan
Drury Plaza Hotel 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.
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

Berkshire Hill Golf Course

Enjoy a round of golf in Chesterland at Berkshire Hill Golf Course.
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

Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

10/10 Excellent
"Room was very clean the staff was very friendly"
Kim 1-night trip
Posted 2 days ago
Holiday Inn Cleveland Clinic by IHG

More cheap stays in Chesterland

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

9789 State Route 14 Streetsboro OH
The price is €46 per night from 18 Jan to 19 Jan
€46
18 Jan - 19 Jan
includes taxes & fees
7.4/10 Good! (1,001 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 Hyatt Regency Cleveland At The Arcade and Hilton Garden Inn Cleveland Downtown. 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 4: 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 1608 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 Berkshire Hill Golf Course 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