Willoughby Vacations from $447

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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.
Residence Inn by Marriott Cleveland Beachwood

Residence Inn by Marriott Cleveland Beachwood

3 out of 5
Price was $546, price is now $447 per person
$447
per person
Nov 9 - Nov 14
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Cleveland (CLE)
8.6/10 Excellent! (872 reviews)
The exterior of the building looked great, and the interior was strikingly, shabby and grungy. Buckling wallpaper in the bathroom, crumbling, grout, stained carpet, cabinets were all dinged up and scuffed. Bed was clean and comfortable. Staff was pleasant if not a little disinterested.

Reviewed on Sep 1, 2025

The Willoughby House

The Willoughby House

3 out of 5
Save 100% on your flight
Price was $719, price is now $492 per person
$492
per person
Nov 9 - Nov 14
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Cleveland (CLE)
10/10 Exceptional! (2 reviews)
Clean rooms and comfortable beds helped us throughly enjoy our stay!

Reviewed on Aug 26, 2025

WestSpring Inn

WestSpring Inn

2 out of 5
Save 100% on your flight
Price was $1,640, price is now $1,274 per person
$1,274
per person
Nov 9 - Nov 14
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Cleveland (CLE)
6.4/10 (1,006 reviews)
Water was out and staff said there would be no refunds if i left, but i was "welcome to check out when i wanted".

Reviewed on Aug 27, 2025

Residence Inn by Marriott Cleveland Independence

Residence Inn by Marriott Cleveland Independence

3 out of 5
Price was $734, price is now $597 per person
$597
per person
Nov 9 - Nov 14
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Cleveland (CLE)
8.4/10 Very Good! (969 reviews)
Needed to crash for the night, they let us check in a bit early, quiet and comfortable

Reviewed on Sep 1, 2025

Candlewood Suites Cleveland South - Independence by IHG

Candlewood Suites Cleveland South - Independence by IHG

2.5 out of 5
Price was $672, price is now $560 per person
$560
per person
Nov 9 - Nov 14
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Cleveland (CLE)
8/10 Very Good! (127 reviews)
I did have an uber eats knock on my door at 3am Wednesday night and I hadn’t called them

Reviewed on May 9, 2025

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Discover the most popular places to visit in Willoughby

Rock and Roll Hall of Fame showing interior views and music

Rock and Roll Hall of Fame

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

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

Progressive Field

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

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
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
Hear Haunted Histories on Our cleveland Ghost Tour.

Cleveland Ghosts Tour

$32
per adult
90% of travellers recommend
Cleveland Ghosts Tour
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
$57 nightly
The price is $66 total per night from Oct 1 to Oct 2
$66 total
Oct 1 - Oct 2
Total with taxes and fees
SkyLight Inn Cleveland - Willoughby
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 Sep 7 to Sep 8
$81 total
Sep 7 - Sep 8
Total with taxes and fees
Red Roof Inn Cleveland - Mentor/ 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
$57 nightly
The price is $66 total per night from Sep 9 to Sep 10
$66 total
Sep 9 - Sep 10
Total with taxes and fees
Willow Lodge Willoughby – Cleveland Mentor
See all 1,557 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.

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Frequently asked questions

How much does a Willoughby vacation package cost?
Offering great value package deals from $447 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.