Willoughby Vacation Packages 2026 from $487

Willoughby flight + hotel vacation packages

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

Hampton Inn & Suites Cleveland-Beachwood

$487

per person

Sep 15 - Sep 18

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Cleveland (CLE)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

InterContinental Cleveland by IHG

Fairfax

Save 100% on your flight

$708

per person

Sep 15 - Sep 18

found 18 hours ago

Roundtrip flight included

Chicago (ORD) 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.

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

Save 100% on your flight

$695

per person

Sep 4 - Sep 7

found 14 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Holiday Inn Cleveland Clinic by IHG

Fairfax

$574

per person

Sep 15 - Sep 18

found 18 hours ago

Roundtrip flight included

Chicago (ORD) 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.

InterContinental Suites Hotel Cleveland by IHG

Fairfax

Save 100% on your flight

$628

per person

Sep 15 - Sep 18

found 18 hours ago

Roundtrip flight included

Chicago (ORD) 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 Willoughby hotels deals

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$66 nightly

$77 total

Jun 29 - Jun 30

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and express check-in are also on offer.

Red Roof Inn Cleveland - Mentor/ Willoughby

4166 State Route 306 Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$74 total

Jul 1 - Jul 2

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$78 total

Jun 29 - Jun 30

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.

The Westin Cleveland Downtown

777 Saint Clair Ave Ne Cleveland OH

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$175 total

Jul 9 - Jul 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. Self parking, a coffee shop, and a snack bar/deli are also offered.

Hotel Indigo Cleveland Downtown by IHG

651 Huron Rd E Cleveland OH

Free Cancellation

$103 nightly

$121 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

1100 Carnegie Ave Cleveland OH

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$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.

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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.

Popular places to visit

A cityscape with various buildings, including a large billboard and a crane in an open area.

Rocket Arena

4.5/5(488 reviews)

Catch an event at Rocket Arena during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

A city skyline with modern buildings and a waterfront.

Huntington Bank Field

4.5/5(298 reviews)

Catch an event at Huntington Bank Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

A museum exhibit titled 'Cleveland Rocks' with memorabilia, posters, and a mannequin in red pants.

Rock and Roll Hall of Fame

4.5/5(1,056 reviews)

Discover the music and memorabilia from the greatest rock bands in the world and find out why Cleveland is so important to the world of Rock and Roll.

Frequently asked questions

How much are vacation packages to Willoughby?

Your travel fantasies can be realized in Willoughby for as little as $487. Package deals include flights and hotels, so booking your trip will be easy as pie. The only thing you'll need to worry about is having a good time.

How long should my Willoughby vacation be?

Around 2 nights is the average amount of time visitors spend in Willoughby. But how long is right for you comes down to how many cherished memories you want to create. Why not allow a little more time and explore some of the lesser-known spots?

Where can I get the best vacation package deals for Willoughby?

There are awesome Willoughby package deals to be scored with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Keep this in mind when you're ready to cross another place off your list.

Why should I purchase my Willoughby vacation package with Travelocity?

We've got round-the-clock support, top-notch service and a Price Match Guarantee. Travel is all about the journey — and we have enticing destinations for you to journey to all across the world. Explore with us and your bank balance will thank you for it.

Can I save on my Willoughby car rental if I bundle it with a hotel or flight?

Bundling your car, hotel and flight into a Willoughby vacation package is an easy way to land the best deal. Plus, having your own car rental gives you absolute freedom to make your way to all those amazing sights you're itching to check out. Situated 35 mi from Willoughby, Smolen-Gulf Covered Bridge is one attraction that should be on your must-do list. Fill up the tank and make a day trip of it.

Which airport is best for Willoughby?

Hopkins Intl. Airport (CLE), 25 mi southwest of the city center, is where many visitors begin their adventures in Willoughby. But Akron-Canton Airport (CAK) (50 mi away from central Willoughby) could be a handier option for you.

What is there to do in Willoughby?

There is a certain magic as you roam the streets of Willoughby. Historic Kirtland and The Holden Arboretum are just two famous sights that entice visitors to this wonderful city, so put them at the top of your travel itinerary.

Where should I stay when visiting Willoughby?

The SkyLight Inn Cleveland - Willoughby is the number one choice of many visitors. Book now before it's too late.