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.
Hampton Inn Medina
Save 100% on your flight
Price was $764, price is now $543 per person
$543
per person
Nov 27 - Dec 4
found 13 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Bertram Inn at Glenmoor
Price was $1,155, price is now $822 per person
$822
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Hilton Garden Inn Akron Canton Airport
Price was $961, price is now $710 per person
$710
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Akron (CAK)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. Enjoy the gym and perks like free self parking.
Comfort Suites Hartville - North Canton
Price was $977, price is now $759 per person
$759
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Cleveland (CLE)
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.
Kimpton Schofield Hotel by IHG
Downtown Cleveland
Price was $931, price is now $671 per person
$671
per person
Nov 26 - Dec 2
found 15 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Cleveland (CLE)
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.
Top Chesterland hotels deals
The Westin Cleveland Downtown
777 Saint Clair Ave Ne, Cleveland, OH
$129 nightly
The price is $152 total per night
$152 total
Oct 9 - Oct 10
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. A snack bar/deli, dry cleaning, and free newspapers are also on offer.
Pet friendly
Free WiFi
Wyndham Independence
6200 Quarry Lane, Independence, OH
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $74 total per night
$74 total
Oct 6 - Oct 7
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.
Pool
Pet friendly
Hilton Cleveland Downtown
100 Lakeside Ave East, Cleveland, OH
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $219 total per night
$219 total
Nov 2 - Nov 3
Total with 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 site, along with the valet parking and WiFi in public areas. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
Pool
Pet friendly
Kimpton Schofield Hotel by IHG
2000 East Ninth Street, Cleveland, OH
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $143 total per night
$143 total
Oct 9 - Oct 10
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.
Pet friendly
Restaurant
Hotel Indigo Cleveland Downtown by IHG
651 Huron Rd E, Cleveland, OH
Free Cancellation
$100 nightly
The price is $118 total per night
$118 total
Oct 12 - Oct 13
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. A terrace, express check-in, and express check-out are also on offer.
Pet friendly
Free WiFi
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
1111 Lakeside Avenue E, Cleveland, OH
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $163 total per night
$163 total
Oct 12 - Oct 13
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 and free WiFi in public areas. A free area shuttle is offered as well.
Free WiFi
Restaurant
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
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 City Park
Explore the great outdoors at Chesterland City Park, a lovely green space in Chesterland.
West Geauga Plaza
You can search for that perfect souvenir at West Geauga Plaza during your stay in Chesterland.
Frequently asked questions
Photos of local treasures
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