Book Hotels in Chesterland, OH

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

Fidelity Hotel

Fidelity Hotel

4 out of 5
1940 East 6th Street, Cleveland, OH
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $167 total per night from Jun 22 to Jun 23
$167 total
Jun 22 - Jun 23
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a communal living room, and dry cleaning are ...
Fantastic experience!
"This was the second of my 3 stats at the Fidelity; and I can't wait to book more! The location is convenient, safe and fun. The rooms are affordable, all new, clean and functional. The staff..ALL the staff, is amazing! Friendly, go out of their way to make the stay amazing"

Reviewed on May 21, 2025

Fidelity Hotel
Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

3 out of 5
1380 East 6th Street, Cleveland, OH
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $160 total per night from Jun 1 to Jun 2
$160 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and WiFi in public areas. Enjoy the hot ...
"Beautiful hotel and the staff was nice and welcoming."

Reviewed on May 21, 2025

Drury Plaza Hotel Cleveland Downtown
Hilton Cleveland Downtown

Hilton Cleveland Downtown

4 out of 5
100 Lakeside Ave East, Cleveland, OH
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $179 total per night from Jun 1 to Jun 2
$179 total
Jun 1 - Jun 2
Total includes taxes and fees
The hotel's indoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 17 conference rooms on ...
"good"

Reviewed on May 20, 2025

Hilton Cleveland Downtown
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 May 26 to May 27
$179 total
May 26 - May 27
Total includes 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 ...
One night stay
"First time in Cleveland to drive granddaughter home from college."

Reviewed on May 22, 2025

Holiday 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 May 29 to May 30
$128 total
May 29 - May 30
Total includes 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 ...
"I like the friendly staffs and their attention to accommodating of all my needs. The room was clean but I did have issues with sink not draining and toilet making noises--these issues were promptly addressed."

Reviewed on May 19, 2025

The Westin Cleveland Downtown
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
651 Huron Rd E, Cleveland, OH
Fully refundable
$110 nightly
The price is $130 total per night from May 26 to May 27
$130 total
May 26 - May 27
Total includes 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 ...
"Valet was too expensive."

Reviewed on May 22, 2025

Hotel Indigo Cleveland Downtown by IHG
The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

4 out of 5
10660 Carnegie Ave, Cleveland, OH
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Jun 1 to Jun 2
$140 total
Jun 1 - Jun 2
Total includes 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 and free WiFi in public ...
"Lovely historic hotel close to CWRU where we came to attend graduation."

Reviewed on May 19, 2025

The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton
Holiday Inn Express Cleveland Downtown by IHG

Holiday Inn Express Cleveland Downtown by IHG

2.5 out of 5
629 Euclid Ave, Cleveland, OH
Fully refundable
$94 nightly
The price is $110 total per night from Jun 22 to Jun 23
$110 total
Jun 22 - Jun 23
Total includes taxes and fees
A 24-hour gym, valet parking, and concierge services are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. ...
"Perfect location, great staff."

Reviewed on May 19, 2025

Holiday Inn Express Cleveland Downtown by IHG
Extended Stay America Premier Suites - Cleveland - Independence

Extended Stay America Premier Suites - Cleveland - Independence

2.5 out of 5
6025 Jefferson Dr, Independence, OH
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $85 total per night from May 29 to May 30
$85 total
May 29 - May 30
Total includes taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public ...
"Nice hotel. Great staff."

Reviewed on May 20, 2025

Extended Stay America Premier Suites - Cleveland - 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 $85 total. 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 1,322 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

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity