
Deals on vacations and trips to Chesterland
Save when you book Chesterland package deals

Chesterland flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Bertram Inn at Glenmoor
Price was $306, price is now $231 per person
$231
per person
Mar 12 - Mar 15
found 9 hours ago
Roundtrip flight included
Jacksonville (JAX) to Akron (CAK)
This hotel features a golf course, a full-service spa, and 3 restaurants. Enjoy the 6 outdoor tennis courts and perks like free valet parking and free WiFi. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Hampton Inn Medina
Save 100% on your flight
Price was $338, price is now $245 per person
$245
per person
Mar 12 - Mar 15
found 9 hours ago
Roundtrip flight included
Jacksonville (JAX) to Akron (CAK)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Comfort Suites Hartville - North Canton
Price was $341, price is now $258 per person
$258
per person
Mar 12 - Mar 15
found 9 hours ago
Roundtrip flight included
Jacksonville (JAX) to Akron (CAK)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.

Cambria Hotel Akron - Canton Airport
Price was $314, price is now $244 per person
$244
per person
Mar 12 - Mar 15
found 9 hours ago
Roundtrip flight included
Jacksonville (JAX) to Akron (CAK)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Enjoy the hot tub and perks like free self parking and a free area shuttle.

Kent State University Hotel and Conference Center
Save 100% on your flight
Price was $423, price is now $328 per person
$328
per person
Mar 12 - Mar 15
found 9 hours ago
Roundtrip flight included
Jacksonville (JAX) to Cleveland (CLE)
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 areas. There's a hot tub on site, and laundry facilities and concierge services are also offered.
Top Chesterland hotels deals

The Westin Cleveland Downtown
777 Saint Clair Ave Ne Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $152 total per night
$152 total
Jan 18 - Jan 19
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 valet parking. Self parking, a snack bar/deli, and dry cleaning are also offered.

Hyatt Regency Cleveland At The Arcade
420 Superior Ave E Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $160 total per night
$160 total
Feb 2 - Feb 3
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 areas, and valet parking. A coffee shop, a lobby fireplace, and a hair salon are also on offer.

Hilton Garden Inn Cleveland Downtown
1100 Carnegie Ave Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $117 total per night
$117 total
Jan 19 - Jan 20
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 public areas. You'll appreciate the gym, bar/lounge, and laundry facilities.

Wyndham Independence
6200 Quarry Lane Independence OH
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $69 total per night
$69 total
Jan 14 - Jan 15
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, and express check-out. Enjoy the 24-hour gym and perks like free self parking.

Kimpton Schofield Hotel by IHG
2000 East Ninth Street Cleveland OH
Free Cancellation
$116 nightly
The price is $137 total per night
$137 total
Jan 19 - Jan 20
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. A coffee shop, a lobby fireplace, and WiFi in public areas are also on offer.

Hotel Cleveland, Autograph Collection
24 Public Sq Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $140 total per night
$140 total
Feb 11 - Feb 12
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 parking. Self parking is offered and multilingual staff can provide around-the-clock assistance.
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.
Popular places to visit
Fowler's Mill Golf Course
4/5(1 review)
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.
Berkshire Hill Golf Course
Enjoy a round of golf in Chesterland at Berkshire Hill Golf Course.
Silo Picnic Area
After visiting Silo Picnic Area, make a plan to see the other sights and activities in Chesterland.
Frequently asked questions
Photos of local treasures
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