Chesterland Vacations from $334
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Your Chesterland Vacation
Build a custom vacation package to Chesterland and start looking forward to your next big adventure. Stay in the neighborhood of Shaker Heights, which is great for cafes and golfing, for a real taste of this vibrant city. If going to see the sights is a priority during your trip to Chesterland, make sure you find your way to famous attractions like Alpine Valley and Fowlers Mill Golf Course. Expedia is here to help you escape the everyday. Tailor your vacation to Chesterland to suit your travel style, whatever that may look like.
The Latest Chesterland vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Cleveland Downtown
Downtown Cleveland
Save 100% on your flight
Price was $476, price is now $334 per person
$334
per person
Jul 9 - Jul 13
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
7.6/10 Good! (1,007 reviews)
The location was perfect, only 8min walk from the Arena and Stadium
Reviewed on May 3, 2026
Fidelity Hotel
Downtown Cleveland
Save 100% on your flight
Price was $638, price is now $454 per person
$454
per person
Jul 9 - Jul 13
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.6/10 Exceptional! (725 reviews)
Weird place. Rooms are small, overstuffed and fussy. No desk in mine. Barely a place to sit.
Reviewed on May 5, 2026
Hampton Inn & Suites Cleveland-Airport/Middleburg Heights
Save 100% on your flight
Price was $1,443, price is now $1,031 per person
$1,031
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
8.6/10 Excellent! (885 reviews)
Rooms weren’t very clean.
Staff was helpful with bringing extra towels and blankets up to our room.
Shuttle was very nice and friendly driver. You have to pay a daily rate to leave your car parked during your trip which I think should have been advertised. I thought it was free parking. Breakfast was good.
Reviewed on Apr 3, 2026
Hotel Indigo Cleveland Downtown by IHG
Downtown Cleveland
Save 100% on your flight
Price was $833, price is now $598 per person
$598
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.4/10 Very Good! (1,640 reviews)
The hotel was extremely clean and pleasant. It’s locally located and the $50.00 valet parking was worth it. The bar & restaurant was open at 4 PM and was lovely …. but empty.
Ice water was available in the lobby, but coffee was not offered. The room was clean and very quiet. I was very happy there even though there was no microwave/hair dyer or ice machine available. The “hotel store” was useless.
Reviewed on May 5, 2026
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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 savor the top-notch restaurants.
Chesterland Hotel Deals
Hotel Indigo Cleveland Downtown by IHG
651 Huron Rd E Cleveland OH
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $127 total per night from May 10 to May 11
$127 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (1,661 reviews)
The hotel was extremely clean and pleasant. It’s locally located and the $50.00 valet parking was worth it. The bar & restaurant was open at 4 PM and was lovely …. but empty. Ice water was available in the lobby, but coffee was not offered. The room was clean and very quiet. I was very happy there ...
Reviewed on May 5, 2026
The Westin Cleveland Downtown
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $152 total per night from May 24 to May 25
$152 total
May 24 - May 25
Total with taxes and fees
8.6/10 Excellent! (2,170 reviews)
Very clean and convenient! Friendly staff. Parking easy and not too expensive.
Reviewed on May 5, 2026
Holiday Inn Cleveland Clinic by IHG
8650 Euclid Ave Cleveland OH
$144 nightly
The price is $169 total per night from May 24 to May 25
$169 total
May 24 - May 25
Total with taxes and fees
8.8/10 Excellent! (1,343 reviews)
First night woke to use the restroom only to walk into a pool of water in the floor, not the best feeling in the middle of the night. Staff were accommodating and moved me to another room. Also, the place was very noisy, the sound of closing doors echoed down the hallway, not the alarm clock I was ...
Reviewed on May 4, 2026
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.
Find the Best Chesterland Vacation Packages
Chesterland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,500 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Fowlers Mill Golf Course and Chardon Lakes Golf Club |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
