Willoughby Vacation Packages
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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.
Top Willoughby Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kimpton Schofield Hotel by IHG
Downtown Cleveland
CA $1,072
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Cleveland (CLE)
9/10 Wonderful! (1,020 reviews)
Great stay downtown located close to Rocket Arena Cleveland for two awesome RUSH concerts. Dining in the hotel was great and highly recommended. Valet parking was great.
Reviewed on Sep 22, 2026
ROOST Cleveland
Downtown Cleveland
CA $1,117
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Cleveland (CLE)
9.6/10 Exceptional! (814 reviews)
The desk staff were so attentive! The apartment was a really cool change of pace from typical hotel room. Great location for baseball and basketball games
Reviewed on Sep 22, 2026
InterContinental Suites Hotel Cleveland by IHG
Fairfax
CA $1,191
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Cleveland (CLE)
8.8/10 Excellent! (1,001 reviews)
Candy wrappers from previous guest were left in room. After hours room service was terrible! When there was available food it was over priced, dried out and tasteless. Breakfast, especially the chicken and waffles, were less than desirable. The chicken appeared to be frozen chicken strips that were microwaved. The waffles were undercooked and soggy.
Reviewed on Sep 21, 2026
The Westin Cleveland Downtown
Downtown Cleveland
CA $1,100
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Cleveland (CLE)
8.6/10 Excellent! (274 reviews)
Bag man was tremendous. Super helpful. Front desk service was excellent. Rooms were super comfortable.
Reviewed on Sep 22, 2026
Ready to book your vacation to Willoughby?
Willoughby Hotel Deals
Willow Lodge Willoughby – Cleveland Mentor
35110 Maplegrove Road Willoughby OH
Fully refundableReserve now, pay when you stay
CA $99
CA $114 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (1,009 reviews)
"Very basic. Get what you pay for. It was clean though. The ice machine was not working 😔"
Reviewed on Sep 21, 2026
SkyLight Inn Cleveland - Willoughby
34600 Maplegrove Rd Willoughby OH
Fully refundableReserve now, pay when you stay
CA $81
CA $100 total
Sep 27 - Sep 28
includes taxes & fees
Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306 Willoughby OH
Fully refundableReserve now, pay when you stay
CA $85
CA $98 total
Sep 28 - Sep 29
includes taxes & 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.
Stay near popular Willoughby attractions
The Holden Arboretum
7.4/10 (12 reviews)
Explore the great outdoors at The Holden Arboretum, a lovely green space in Kirtland. Amble around the area's lakeside or attend a sporting event.
Historic Kirtland
8.0/10 (65 reviews)
You can learn about the history of Kirtland with a trip to Historic Kirtland. Experience the entertainment venues and theater scene in this quaint area.
Lake Metroparks Farmpark
7.4/10 (40 reviews)
Explore the great outdoors at Lake Metroparks Farmpark, a lovely green space in Kirtland. Check out the shops and top-notch restaurants in this family-friendly area.
Penitentiary Glen Wildlife Center
6.8/10 (28 reviews)
Explore the great outdoors at Penitentiary Glen Wildlife Center, a lovely green space in Kirtland. Check out the shops and top-notch restaurants in this family-friendly area.
Regal Willoughby Commons
You can take time to visit Regal Willoughby Commons during your travels to Willoughby. While in this family-friendly area, you can savor the top-notch restaurants.
What to do in Willoughby
Phantom's Parade on Prospect: Cleveland Ghost Tours
CA $33
per adult
100% of travellers recommend
Cleveland Browns Football Game at Cleveland Browns Stadium
CA $58
per adult
Phantom's Parade on Prospect: Cleveland Ghost Tours
CA $36
per adult
90% of travellers recommend
Frequently asked questions
How much does a Willoughby vacation package cost?
You can snap up a vacation package to this top destination from CA $1,072 on Expedia. But how much your vacation to Willoughby costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Willoughby?
If you'd like to book a cheap Willoughby vacation package, consider planning a trip in December, January and February. You're likely to find better prices on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Willoughby?
We'd recommend booking a Willoughby vacation for a minimum of 2 days. This will allow you time to tick off top attractions including Chagrin River and 100 Black Men Cleveland, and check out neighbourhoods like Willobee On The Lake and Waite Hill. You could even squeeze in one or two day trips from Willoughby.
How to find the best Willoughby package deals?
Bagging a cheap Willoughby package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Willoughby package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Willoughby vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights individually. Better still, you can tailor your Willoughby getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Willoughby?
If you have your Willoughby vacation dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Willoughby?
- Choose your travel dates: What you'd like to do in Willoughby and your preferred season will help you decide when to travel.
- Set your budget: Consider expenses such as flights, transportation and food when calculating how much to set aside for your trip to Willoughby. Then, select a property that matches your budget, whether that's a low-cost option or a more upscale retreat.
- Decide how long to go for: Now that you're up to speed on Willoughby, you can figure out the ideal length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Willoughby vacation package that brings all your bookings together.
Explore a world of travel with Expedia
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- Hotels with Hot Tubs in Euclid-Green
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- Willow Woods Retreat
- Flights to Willoughby
- Flights from Calgary (YYC) to Cleveland (CLE)
- Flights from Toronto (YYZ) to Cleveland (CLE)
- Flights from Montreal (YUL) to Cleveland (CLE)
- Flights from Edmonton (YEG) to Cleveland (CGF)
- Flights from Edmonton (YEG) to Cleveland (CLE)
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- East 4th Street
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- Geneva-On-The-Lake Vacations
- Clay's Park Resort
- Huntington Bank Field
- Pro Football Hall of Fame
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- Aurora Farms Premium Outlets
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- Rock and Roll Hall of Fame
- Visit Willoughby
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- Jack Cleveland Casino
- Westgate Mall
- Harry London Chocolate Factory
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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.
