Deals on vacations and trips to Chesterland

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Chesterland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Medina

Hampton Inn Medina

2.5 out of 5
Save 100% on your flight
Price was $329, price is now $244 per person
$244
per person
Aug 21 - Aug 24
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $748, price is now $508 per person
$508
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. A bar/lounge, a 24-hour front desk, and a fireplace in the lobby are also provided.
InterContinental Cleveland by IHG

InterContinental Cleveland by IHG

4.5 out of 5
Fairfax
Save 100% on your flight
Price was $428, price is now $303 per person
$303
per person
Aug 11 - Aug 13
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. WiFi in public areas is free. Valet parking, a terrace, and a lobby fireplace are also offered.
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $424, price is now $309 per person
$309
per person
Aug 21 - Aug 24
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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, free WiFi in public areas, and valet parking. A terrace, a computer station, and luggage storage are also on offer.
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
Fairfax
Save 100% on your flight
Price was $349, price is now $257 per person
$257
per person
Aug 11 - Aug 13
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
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 parking. You'll appreciate the sauna, bar/lounge, and laundry facilities.

Top Chesterland hotels deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $163 total per night
$163 total
Jul 12 - Jul 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. Self parking, a coffee shop, and a snack bar/deli are also offered.
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
651 Huron Rd E Cleveland OH
Free Cancellation
$106 nightly
The price is $125 total per night
$125 total
Jul 26 - Jul 27
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, a computer station, and luggage storage are also on offer.
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
1100 Carnegie Ave Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $124 total per night
$124 total
Jul 11 - Jul 12
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. A bar/lounge, a 24-hour front desk, and a fireplace in the lobby are also provided.
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
8650 Euclid Ave Cleveland OH
Free Cancellation
$152 nightly
The price is $179 total per night
$179 total
Aug 2 - Aug 3
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 parking. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

4 out of 5
1380 East 6th Street Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$171 nightly
The price is $201 total per night
$201 total
Jul 10 - Jul 11
Total with 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 tub and conveniences like a 24-hour front desk and laundry facilities.
Hilton Cleveland Downtown

Hilton Cleveland Downtown

4 out of 5
100 Lakeside Ave East Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $179 total per night
$179 total
Jul 26 - Jul 27
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 free WiFi in public areas, conference space, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
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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.

Stay near popular Chesterland attractions

Fowler's Mill Golf Course

8.0/10 (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.
See properties

Frequently asked questions

How much are vacation packages to Chesterland?
You can land a great hotel and flight bundle for as low as $244. With one of our Travelocity vacation packages, a visit to Chesterland has never looked so enticing! Save your time and cash and get an early start with packing your suitcases.
Where can I get the best vacation package deals for Chesterland?
Landing a great package deal to Chesterland is a breeze with Travelocity. With 400 partner airlines and 1,000,000 properties around the world, the choice is yours when selecting your hotels and flights.
Why should I book my Chesterland vacation package via Travelocity?
Because you'll never wander alone if you book your vacation with us, and we offer round-the-clock support and top-quality service to boot. Add to that our Price Match Guarantee and countless experiences and destinations to choose from. It's our job to make your daydreams a reality.
Will I save money on my Chesterland car rental if I bundle it with a hotel or flight?
Combining your flight, hotel and car into a Chesterland vacation package is an excellent way to land the best prices. Plus, having your own rental car gives you the freedom to make your way to all those landmarks you want to check out. Sitting 40 mi away from Chesterland, Smolen-Gulf Covered Bridge is one place that should be on your to-do list. Buckle up and make a day trip of it.
Which airport is best for Chesterland?
One top option is Hopkins Intl. Airport (CLE). From here, you'll need to travel east for roughly 25 mi to reach downtown Chesterland. Another possibility is Akron-Canton Airport (CAK), which is 40 mi away from central Chesterland.

Photos of local treasures

Browse Chesterland vacation photos for more inspiration

A wooden bridge over a snow-covered path in a forest.
A pile of small orange pumpkins with stems.