Book Hotels in Chesterland, OH

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

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Chesterland hotels

Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4 out of 5
420 Superior Ave E Cleveland OH
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Jan 20 to Jan 21
$163 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
The hotel is beautiful. Rooms were very clean. The food was average if not a little disappointing.

Reviewed on Dec 29, 2025

Opens in a new windowHyatt Regency Cleveland At The Arcade
Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

4 out of 5
24 Public Sq Cleveland OH
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $169 total per night from Jan 7 to Jan 8
$169 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet ...
The room was great, the staff was accommodating even though they were incredibly being hosting many people in to watch the NFL game the next day. Highly recommend this hotel, and to add to this, Cleveland was a blast!.

Reviewed on Dec 26, 2025

Opens in a new windowHotel Cleveland, Autograph Collection
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
8650 Euclid Ave Cleveland OH
Fully refundable
$152 nightly
The price is $179 total per night from Jan 9 to Jan 10
$179 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet ...
Very clean rooms, everyone was very helpful!

Reviewed on Dec 25, 2025

Opens in a new windowHoliday Inn Cleveland Clinic by IHG
The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Jan 1 to Jan 2
$128 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
Was able to check in early everyone was super friendly

Reviewed on Dec 29, 2025

Opens in a new windowThe Westin Cleveland Downtown
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
2000 East Ninth Street Cleveland OH
Fully refundable
$116 nightly
The price is $137 total per night from Jan 4 to Jan 5
$137 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, laundry service, and valet parking. ...
Every employee we encountered was friendly. No issues there. Valet was quick and easy, pricey as it was $52 for the night. Room was simple modern #703. Appeared to be in an old part of the building and so it was absolutely freezing in the hallways. We had our room set to 76 all night because it was ...

Reviewed on Dec 28, 2025

Opens in a new windowKimpton Schofield Hotel by IHG
Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

3 out of 5
1460 E 9th St Cleveland OH
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Jan 2 to Jan 3
$129 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center, ...
Hanzala was great, professional and offered us a room upgrade as soon as he saw we had our older sons with us. Very good service and the vallet parking is a great service since other parking costs just as much and are in " we are not responsible for anything". Good location too, would recommend this ...

Reviewed on Dec 15, 2025

Opens in a new windowHampton Inn Cleveland-Downtown
Hilton Garden Inn Cleveland East/Mayfield Village

Hilton Garden Inn Cleveland East/Mayfield Village

3 out of 5
700 Beta Dr Mayfield OH
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $89 total per night from Jan 29 to Jan 30
$89 total
Jan 29 - Jan 30, 2026
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
I stayed here for three nights, the woman who checked me in was so friendly! my room was clean and quiet with a beautiful view of sunset, I had a few difficulties with my TV and the staff was so helpful even though they couldn’t figure out how to fix it, also since the jacuzzi and business center ...

Reviewed on Dec 24, 2025

Opens in a new windowHilton Garden Inn Cleveland East/Mayfield Village
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
1100 Carnegie Ave Cleveland OH
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $90 total per night from Jan 10 to Jan 11
$90 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in ...
The staff was so friendly and helpful. The room was spacious.

Reviewed on Dec 22, 2025

Opens in a new windowHilton Garden Inn Cleveland Downtown
Wyndham Independence

Wyndham Independence

4 out of 5
6200 Quarry Lane Independence OH
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $70 total per night from Jan 1 to Jan 2
$70 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 11 conference rooms, free WiFi in public areas, ...
Comfortable bed. Friendly staff.

Reviewed on Dec 15, 2025

Opens in a new windowWyndham Independence
Don't see what you're looking for?
See all available properties in Chesterland
View all properties
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.

Chesterland Hotel & Travel Guide\n

Thinking about traveling to Chesterland? Travelocity features no hotel options, however, you will find 20 places to sleep within a 10-mile (16-kilometer) drive of Chesterland.

The nearest Travelocity hotel is the Homewood Suites by Hilton Cleveland-Beachwood, Ohio, which lies 10 miles (16 kilometers) from central Chesterland. However, head to the Residence Inn By Marriott Cleveland Mentor, located in Ohio, which is 13 miles (21 kilometers) from the city center.

Look into the Cleveland Marriott East as well as the Residence Inn by Marriott Cleveland Beachwood. The Cleveland Marriott East is situated 10 miles (17 kilometers) away from downtown Chesterland. The Residence Inn by Marriott Cleveland Beachwood, is 10 miles (16 kilometers) away. Alternate accommodation options include the Embassy Suites Cleveland-Beachwood and the Mario's International Spas and Hotels.

Making plans to get out of the center? Northeast Ohio boasts many beautiful things to see. Northeast Ohio is well known for its rural landscapes and rolling hills, and commonly visited visitor destinations are traditional villages and art galleries. Common things to do in this particular region of United States of America include hiking.

19 miles (30 kilometers) from Chesterland, you will reach Downtown Cleveland, which is home to Cleveland Police Historical Society, Inc. & Museum and Cleveland Public Library. The The Ritz-Carlton, Cleveland and Cleveland Marriott Downtown at Key Center are just a handful of the Travelocity-listed apartment and hotel choices in Downtown Cleveland. Alternatively, you could consider staying at East Side, 8 miles (12 kilometers) to the northwest of Chesterland, where you can choose from the Courtyard by Marriott Cleveland Willoughby and Econo Lodge Wickliffe - Cleveland East. When you stay in East Side, be sure to check out the Our Lady of Lourdes National Shrine and St Ann Shrine.

During your vacation, spend a few hours enjoying the skills of players with other supporters at a community game. Quicken Loans Arena can be found 19 miles (30 kilometers) to the west of Chesterland. Modern visitors who enjoy the idea of booking a bed close to the stadium, book a room in the Renaissance Cleveland Hotel or Hyatt Regency Cleveland At The Arcade.

Hopkins International Airport is a convenient arrival point for flights, and can be found 30 miles (45 kilometers) from the heart of Chesterland. Nearby hotels include Sheraton Cleveland Airport Hotel and Cleveland Airport Marriott.

Frequently asked questions

What are the top kid-friendly hotels in Chesterland?
Chagrin Valley Cottage & Sweet Spot Honey--4 miles to Chagrin Falls Village is a great choice for families on their way to Chesterland. With handy amenities like a playground, this kid-friendly stay knows how to make guests of all ages feel right at home.
Where can I find cheap hotels in Chesterland?
At Travelocity you'll find really nice hotels in Chesterland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesterland rather than in Chesterland. We may find you even better rates, too.
How do I find the best Chesterland hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesterland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesterland?
The cheapest hotel in Chesterland is $70. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesterland?
There are 1,539 hotels in Chesterland on Travelocity.
What are the best hotels in Chesterland?
Chesterland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesterland for you!
When is the best time to visit Chesterland?
If you want the joy of a fun-filled trip in peak season, visit Chesterland during March, October and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, April and September.
When is the cheapest time to stay in Chesterland?
Based on historic data is usually the cheapest month to visit Chesterland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesterland?
There are multiple hotels in Chesterland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesterland. We have plenty of kid-friendly hotels in Chesterland to choose from on Travelocity!
Why book a hotel in Chesterland through Travelocity?
Because we have the top hotels in Chesterland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesterland on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chesterland hotel reviews by fellow wanderers

The Westin Cleveland Downtown

The Westin Cleveland Downtown

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Was able to check in early everyone was super friendly "
A verified traveler stayed at The Westin Cleveland Downtown
The Westin Cleveland Downtown

Explore More Ways to Travel with Travelocity