Willoughby Vacations from $434

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Your Willoughby Vacation

There's a lot to like about Willoughby, from its rich history to its lively atmosphere and beyond. When you're ready to spend a bit of time in this fascinating city, our Willoughby vacation packages will be just the ticket. Any trip to Willoughby needs a well-designed itinerary. Fill yours with leading attractions like Historic Kirtland, The Holden Arboretum and North Chagrin Reservation. A few quick clicks is all it takes to craft the ideal Willoughby vacation on Expedia.

The Latest Willoughby vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

4 out of 5
Downtown Cleveland
per person
Aug 28 - Aug 31
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
7.2/10 Good! (1,200 reviews)
Great stay for a long weekend. Convenient to town, and very close to Rock n Roll HoF. Garage was wonky. Rooms are outdated but clean.

Reviewed on Jun 30, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Save 100% on your flight
per person
Aug 28 - Aug 31
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,004 reviews)
Nice clean rooms in an easy area

Reviewed on Jul 5, 2025

Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
Fairfax
per person
Aug 28 - Aug 31
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,122 reviews)
This property is excellent!! I only had one complaint. The homeless man in the lobby Saturday morning smelled very badly. Should have kicked him out!!

Reviewed on Jul 5, 2025

The Inn at Fulton

The Inn at Fulton

2 out of 5
per person
Aug 22 - Aug 24
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Cleveland (CLE)
7.6/10 Good! (19 reviews)
The room was wonderful,decor tastefully done. The bad new is at 8:30 Sunday morning we were awakened by a cement mixer churning and workmen on the roof. The ice maker did not work. There were no instructions for the television,all we wanted were the local channels. There was no number to call to answer any questions. The location was just what we needed,walkable to the marina. It’s a shame we were not notified there would be workmen there the entire two days of our stay. we hope to try again at a latter time but this time we were disappointed.

Reviewed on Jun 24, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
per person
Aug 28 - Aug 31
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,399 reviews)
Staff was great but they need to do something about their air ! Esp in the rooms ! Our room took hours and hours for the temp to go down 3 degrees. People in the elevator said the same. The lobby was just as bad. Neither were refreshing to enter. Unacceptable!

Reviewed on Jul 5, 2025

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Discover the most popular places to visit in Willoughby

Beautiful ballpark, right in the heart of downtown Cleveland. Cleveland Indians - 7 Minnesota Twins - 6

Progressive Field

4.5/5(473 reviews)

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

Progressive Field
Rock and Roll Hall of Fame showing interior views and music

Rock and Roll Hall of Fame

4.5/5(1,043 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.

Rock and Roll Hall of Fame
Huntington Bank Field

Huntington Bank Field

4.5/5(294 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.

Huntington Bank Field

What to do in Willoughby

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

$24
per adult
Phantom's Parade on Prospect: Cleveland Ghost Tours
Skip the Line: Cleveland History Center Admission Ticket

Skip the Line: Cleveland History Center Admission Ticket

$14
per adult
Skip the Line: Cleveland History Center Admission Ticket
Lakefront Script Sign

The Best of CLE

$200
per traveler
The Best of CLE
See all activities in Willoughby

Willoughby Hotel Deals

Willow Lodge Willoughby – Cleveland Mentor
Willow Lodge Willoughby – Cleveland Mentor
2 out of 5
35110 Maplegrove Road, Willoughby, OH
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $73 total per night from Jul 27 to Jul 28
$73 total
Jul 27 - Jul 28
Total includes taxes and fees
6.8/10 (739 reviews)
"They're renovating the place but it is nice. Great for the money. Just no extras, no swimming pool, no breakfast. They do have coffee. It's an older hotel they're trying to fix up. I would definitely stay there again"

Reviewed on Jun 28, 2025

Willow Lodge Willoughby – Cleveland Mentor
Red Roof Inn Cleveland - Mentor/ Willoughby
Red Roof Inn Cleveland - Mentor/ Willoughby
2 out of 5
4166 State Route 306, Willoughby, OH
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $81 total per night from Jul 9 to Jul 10
$81 total
Jul 9 - Jul 10
Total includes taxes and fees
7.2/10 Good! (1,002 reviews)
"great place to air your dogs"

Reviewed on Jun 30, 2025

Red Roof Inn Cleveland - Mentor/ Willoughby
SkyLight Inn Cleveland - Willoughby
SkyLight Inn Cleveland - Willoughby
2.5 out of 5
34600 Maplegrove Rd, Willoughby, OH
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $66 total per night from Aug 4 to Aug 5
$66 total
Aug 4 - Aug 5
Total includes taxes and fees
6/10 (1,000 reviews)
"Excellent hotel room I loved it I will be back"

Reviewed on Jun 28, 2025

SkyLight Inn Cleveland - Willoughby
See all 1,437 properties in Willoughby
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.

Find the Best Willoughby Vacation Packages

Willoughby Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hopkins Intl. Airport (CLE)
Population
22,600
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Euclid Beach, Villa Angela Beach and Historic Kirtland

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Frequently asked questions

How much does a Willoughby vacation package cost?
Offering great value package deals from $434 on Expedia, you'll be pleasantly surprised at how much a vacation to Willoughby costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Willoughby?
November, December and January are the best times to search for cheap Willoughby vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on hotels and flights.
How many days is enough for Willoughby?
We recommend booking a Willoughby vacation for a minimum of 2 days. This gives you plenty of time to visit top sights such as Penitentiary Glen Wildlife Center and The Holden Arboretum, as well as check out neighborhoods like Waite Hill and Timberlake. You could even squeeze in a day trip or two outside of Willoughby.
Is it worth booking a vacation package to Willoughby?
Boasting a host of highlights starting with its top-notch golfing, Willoughby is a good vacation destination. Whether you'd like to explore sights like Historic Kirtland and Indian Museum of Lake County or take the road less traveled, you'll find plenty to see and do on your Willoughby vacation.
How to find the best Willoughby package deals?
Start your search for a Willoughby package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Willoughby package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Willoughby escape off to a flying start.
Is it cheaper to book a Willoughby vacation as a package?
You can enjoy significant savings on your Willoughby getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Willoughby?
If you're planning an impromptu Willoughby adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Willoughby?

  1. Choose your dates: What you want to do in Willoughby and your preferred season can help you decide when to go.
  2. Set your budget: Factor in costs such as flights, transportation and food when working out how much to set aside for your trip to Willoughby. Then, choose a property that works with your budget, whether that's a low-cost option or a deluxe retreat.
  3. Use our trip planning tool to explore Willoughby: Research every part of your trip to Willoughby with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend exploring Willoughby. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the ideal Willoughby vacation package for you.
  6. Book any excursions or activities: Now to the fun part --- organizing everything you want to do and see. Browse some of the top things to do in Willoughby and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Willoughby vacation packages?
Jet off on your perfect escape to Willoughby with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next payday --- we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.