Photo by Kristin DePlatchett

Hotels in Chesterland

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Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Chesterland?

Exterior
The Westin Cleveland Downtown
The Westin Cleveland Downtown
4.0 star property
8.6 out of 10, Excellent, (1921)
  • cleanliness
    Unwind steps from Rock and Roll Hall of Fame with sweeping city and lake views.
The price is CNY767
CNY901 total
includes taxes & fees
Dec 24 - Dec 25
The Westin 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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Budget hotels in Chesterland and vicinity

Room, 2 Queen Beds, Non Smoking (Pet Friendly) | Desk, laptop workspace, blackout drapes, iron/ironing board
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent
2.0 star property
Streetsboro
7.6 out of 10, Good, (1001)
The price is CNY301
CNY340 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Econo Lodge Cleveland Southeast - Kent
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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Top landmarks in Chesterland

Fowler's Mill Golf Course

You might want to practice your swing at Fowler's Mill Golf Course, a golf course located 3.3 mi (5.4 km) from central Chesterland. If Fowler's Mill Golf Course doesn't quite scratch your golfing itch, Berkshire Hill Golf Course, and Pleasant Hill Golf Course are also nearby.
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West Geauga Plaza

If you like shopping, take time out to go to West Geauga Plaza when in Chesterland.
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Learn more about Chesterland

Chesterland is well-known for its attractions such as Fowler's Mill Golf Course and Alpine Valley.

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Pumpkin pickin'!
Photo by Kristin DePlatchett
Open Photo by Kristin DePlatchett

Check out reviews of Chesterland hotels guests love

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

10/10 Excellent
"Great"
David 1-night trip
Posted 17 hours ago
Hyatt Regency Cleveland At The Arcade

Frequently asked questions

How much does a hotel room cost in Chesterland?
You can find top hotels in Chesterland from CNY603 with options to suit your budget and needs. If you're looking for an affordable hotel in Chesterland that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Chesterland hotels?
Discover great deals on Chesterland hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Chesterland hotels.
Can I book Chesterland hotels with free cancellation?
In order to book a refundable Chesterland hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Chesterland?
If you're looking for hotels in central Chesterland, check out Holiday Inn Cleveland-Mayfield by IHG and Hilton Garden Inn Cleveland East/Mayfield Village. Travelers love Holiday Inn Cleveland-Mayfield by IHG for its location, as well as the restaurant, bar/lounge and 24-hour gym this hotel offers. Hilton Garden Inn Cleveland East/Mayfield Village is another popular central hotel with an indoor pool, a restaurant and a bar/lounge.
What hotels do travelers recommend in Chesterland?
Guests like Hilton Garden Inn Cleveland East/Mayfield Village.
Can I book refundable accommodations in Chesterland?
If you need the flexibility to change your travel plans to Chesterland, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Chesterland be like during my vacation?
The warmest months in Chesterland are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are June and July.
Why should I book my Chesterland accommodation with Hotels.com?
There are plenty of reasons to book your Chesterland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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