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.
Comfort Suites Hartville - North Canton

Comfort Suites Hartville - North Canton

2.5 out of 5
Save 100% on your flight
Price was $296, price is now $218 per person
$218
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Cedar Stables Inn and Suites

Cedar Stables Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $376, price is now $249 per person
$249
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out and a safe deposit box are also provided.
Highlander Inn Cleveland Beachwood Near I-480

Highlander Inn Cleveland Beachwood Near I-480

2.5 out of 5
Save 100% on your flight
Price was $361, price is now $259 per person
$259
per person
Sep 25 - Sep 30
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, dry cleaning, and luggage storage are also on offer.
Landing Apartments near Rivergate Park Area

Landing Apartments near Rivergate Park Area

4 out of 5
Cuyahoga Valley
Save 100% on your flight
Price was $1,054, price is now $765 per person
$765
per person
Oct 9 - Oct 15
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
This apartment features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference center. Free self parking, barbecue grills, and a virtual front desk are also on offer.
Hotel Kilbourne Downtown Sandusky

Hotel Kilbourne Downtown Sandusky

2.5 out of 5
Historic Downtown Sandusky
Price was $945, price is now $699 per person
$699
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Cleveland (CLE)
This hotel features 2 bars/lounges and a rooftop terrace. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A snack bar/deli and luggage storage are also provided.

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
$149 nightly
The price is $175 total per night
$175 total
Aug 23 - Aug 24
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.
Pet friendly
Free WiFi
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
$95 nightly
The price is $112 total per night
$112 total
Sep 7 - Sep 8
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.
Pet friendly
Free WiFi
Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

3.5 out of 5
1260 Euclid Ave Cleveland OH
Free Cancellation
$110 nightly
The price is $129 total per night
$129 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Pool
Free WiFi
Hilton Cleveland Downtown

Hilton Cleveland Downtown

4 out of 5
100 Lakeside Ave East Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $153 total per night
$153 total
Sep 7 - Sep 8
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.
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
Aug 30 - Aug 31
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.
Pool
Pet friendly
Wyndham Independence

Wyndham Independence

4 out of 5
6200 Quarry Lane Independence OH
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $78 total per night
$78 total
Aug 23 - Aug 24
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.
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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 $218. 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.