Willoughby Vacations from $525
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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.
Landing Apartments near Rivergate Park Area
Cuyahoga Valley
$870
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
9/10 Wonderful! (10 reviews)
Clean and brand new pet friendly apartment in a safe neighborhood. Also has a nice pool.
Reviewed on Sep 8, 2026
Stay near popular Willoughby attractions
The Holden Arboretum
7.4/10 (12 reviews)
One of America's largest arboreta, Holden spans 3,500 acres with diverse plant collections and natural areas. Stroll the Canopy Walk for treetop views or explore 25 miles of scenic hiking trails through themed gardens.
Historic Kirtland
8.0/10 (65 reviews)
Step back in time at Historic Kirtland, where restored 1830s buildings showcase early Latter-day Saint history. Take a free guided tour through the Whitney Store and sawmill to experience 19th-century pioneer life.
Lake Metroparks Farmpark
7.4/10 (40 reviews)
This 235-acre working farm offers hands-on agricultural experiences from milking cows to sheep herding demonstrations. Watch border collies work or take a horse-drawn wagon ride through the scenic grounds.
Penitentiary Glen Wildlife Center
6.8/10 (28 reviews)
This wildlife rehabilitation center cares for thousands of injured native animals annually, including endangered species. Explore interactive exhibits and trails through diverse habitats perfect for birdwatching.
Regal Willoughby Commons
This modern multiplex cinema offers the latest blockbusters from plush reclining seats with state-of-the-art sound. Join the Regal Crown Club for rewards on tickets and concessions while enjoying premium comfort.
What to do in Willoughby
Skip the Line: Cleveland History Center Admission Ticket
$15
per adult
Phantom's Parade on Prospect: Cleveland Ghost Tours
$24
per adult
100% of travellers recommend
Museum of Illusions Cleveland Entry Ticket
$34
per adult
100% of travellers recommend
Willoughby Hotel Deals
Willow Lodge Willoughby – Cleveland Mentor
35110 Maplegrove Road Willoughby OH
Fully refundableReserve now, pay when you stay
$71 nightly
$82 total
Sep 21 - Sep 22
Total with taxes and fees
SkyLight Inn Cleveland - Willoughby
34600 Maplegrove Rd Willoughby OH
Fully refundableReserve now, pay when you stay
$67 nightly
$77 total
Sep 21 - Sep 22
Total with taxes and fees
Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306 Willoughby OH
Fully refundableReserve now, pay when you stay
$62 nightly
$71 total
Oct 4 - Oct 5
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
"Just walking across the floor blackened the bottoms of our feet! No breakfast included. Outdoor rooms, so really a motel, not a hotel."
Reviewed on Sep 11, 2026
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 $525 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?
- Choose your dates: What you want to do in Willoughby and your preferred season can help you decide when to go.
- 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.
- 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.
- 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.
- Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the ideal Willoughby vacation package for you.
- 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.
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- Little Mountain Country Club
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- Historic Kirtland
- Indian Museum of Lake County
- Mentor Vacations
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- Fairport Harbor Lakefront Park Beach
- East Cleveland Vacations
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
