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.
OYO Greenridge Hotel

OYO Greenridge Hotel

2.5 out of 5
Price was $214, price is now $166 per person
$166
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
ROOST Cleveland

ROOST Cleveland

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $526, price is now $336 per person
$336
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A snack bar/deli, a communal living room, 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 $725, price is now $570 per person
$570
per person
Nov 24 - Nov 28
found 1 day 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.
InterContinental Cleveland by IHG

InterContinental Cleveland by IHG

4.5 out of 5
Fairfax
Save 100% on your flight
Price was $583, price is now $459 per person
$459
per person
Nov 24 - Nov 28
found 1 day 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.
InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
Save 100% on your flight
Price was $583, price is now $462 per person
$462
per person
Nov 24 - Nov 28
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a lobby fireplace are also on offer.

Top Chesterland hotels deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne Cleveland OH
$149 nightly
The price is $175 total per night
$175 total
Oct 7 - Oct 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. Self parking, a coffee shop, and a snack bar/deli are also offered.
Extended Stay America Premier Suites - Cleveland - Independence

Extended Stay America Premier Suites - Cleveland - Independence

2.5 out of 5
6025 Jefferson Dr Independence OH
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $105 total per night
$105 total
Nov 1 - Nov 2
Total with taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. Luggage storage and a safe deposit box are also provided.
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
Nov 1 - Nov 2
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.
Wyndham Independence

Wyndham Independence

4 out of 5
6200 Quarry Lane Independence OH
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $79 total per night
$79 total
Nov 1 - Nov 2
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.
Hilton Cleveland Downtown

Hilton Cleveland Downtown

4 out of 5
100 Lakeside Ave East Cleveland OH
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $174 total per night
$174 total
Nov 1 - Nov 2
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.
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
$153 nightly
The price is $180 total per night
$180 total
Oct 11 - Oct 12
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.
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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.
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Frequently asked questions

How much are vacation packages to Chesterland?
You can land a great hotel and flight bundle for as low as $166. 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.