Willoughby Vacations from $213

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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.
Highlander Inn Cleveland Beachwood Near I-480

Highlander Inn Cleveland Beachwood Near I-480

2.5 out of 5
Price was $287, price is now $213 per person
$213
per person
Dec 11 - Dec 15
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
4.4/10 (28 reviews)
Will be returning

Reviewed on Nov 3, 2026

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was $817, price is now $508 per person
$508
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (1,062 reviews)

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Price was $582, price is now $383 per person
$383
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.4/10 Very Good! (1,948 reviews)
The hotel was really nice

Reviewed on Nov 3, 2026

Hyatt Place Cleveland / Westlake / Crocker Park

Hyatt Place Cleveland / Westlake / Crocker Park

3 out of 5
Price was $471, price is now $364 per person
$364
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.2/10 Wonderful! (1,003 reviews)
Wonderful place to stay.

Reviewed on Oct 26, 2026

Wyndham Avon

Wyndham Avon

3.5 out of 5
Price was $296, price is now $233 per person
$233
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,091 reviews)
I stayed a week and a half to visit family. I have to say the staff is so wonderful! Very helpful and kind. I travel all over the country and it is hard to find good staff who love their jobs. The lobby is beautiful and well kept and the food was amazing! Would have liked to use the indoor pool but the heater was not working so it was too cold. The room was a little disappointing however. Overall it was clean but it is fully carpeted so I always feel like they are most likely never shampood and it seems kind of unsanitary. The couch had a few stains right away I dont feel comfortable relaxing on it. The attention to detail was not the best ( examples : bed skirt was worse and worse with each bed change, the curtains were coming off the rods and no one fixed this). The shower had zero water pressure which I did bring up to the front desk. I didn't make an issue of the rest. The TV are really really small for the space and are not smart tvs which surprised me also. Overall I had a great stay , great location and A+++ staff! Just need to clean up the details.

Reviewed on Nov 5, 2026

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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.
See properties

What to do in Willoughby

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

$32
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Look at all the happy faces.

Cleveland Comedy City Tour

$39
per adult
100% of travellers recommend
Cleveland Comedy City Tour
Picture 3 for Activity Cleveland: Museum of Illusions Entry Ticket

Museum of Illusions Cleveland Entry Ticket

$34
per adult
100% of travellers recommend
Museum of Illusions Cleveland Entry Ticket
See all activities in Willoughby

Willoughby Hotel Deals

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
$62 nightly
The price is $72 total per night from Nov 9 to Nov 10
$72 total
Nov 9 - Nov 10
Total with taxes and fees
6.8/10 (1,001 reviews)
"Everything was cool need to fix hot tub"

Reviewed on Nov 4, 2026

SkyLight Inn Cleveland - Willoughby
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
$67 nightly
The price is $77 total per night from Nov 9 to Nov 10
$77 total
Nov 9 - Nov 10
Total with taxes and fees
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
$58 nightly
The price is $67 total per night from Nov 23 to Nov 24
$67 total
Nov 23 - Nov 24
Total with taxes and fees
Red Roof Inn Cleveland - Mentor/ Willoughby
See all 1,594 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 $213 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.

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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.