Willoughby Vacations from $408

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Sprucewood Inn

Sprucewood Inn

2 out of 5
Price was $510, price is now $408 per person
$408
per person
Jul 9 - Jul 14
found 11 hours ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
6.8/10 (696 reviews)
The staff was very friendly. The beds were quite comfortable with fluffy pillows, which made for some good sleep. There was hot water and everything else worked great.

Reviewed on May 3, 2026

Fidelity Hotel

Fidelity Hotel

4.5 out of 5
Downtown Cleveland
Price was $1,062, price is now $804 per person
$804
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Cleveland (CLE)
9.6/10 Exceptional! (725 reviews)
Weird place. Rooms are small, overstuffed and fussy. No desk in mine. Barely a place to sit.

Reviewed on May 5, 2026

Anchor Bay Inn and Suites

Anchor Bay Inn and Suites

2 out of 5
Price was $767, price is now $612 per person
$612
per person
Jul 9 - Jul 14
found 11 hours ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
8.8/10 Excellent! (161 reviews)
Room was very clean but the heat/

Reviewed on Oct 29, 2025

Explorer Rest & Recreation

Explorer Rest & Recreation

2 out of 5
Price was $852, price is now $691 per person
$691
per person
Jul 9 - Jul 14
found 11 hours ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
9.2/10 Wonderful! (347 reviews)
The property was close to the convention center, and I had easy access to the unit. There is some road work on the street, so figuring out the turn in was a little difficult. Overall it was a beautiful place to stay.

Reviewed on May 3, 2026

Landing Apartments near Rivergate Park Area

Landing Apartments near Rivergate Park Area

4 out of 5
Cuyahoga Valley
Price was $955, price is now $775 per person
$775
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Cleveland (CLE)
10/10 Exceptional! (3 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Willoughby
View all trips

Discover the most popular places to visit in Willoughby

cleveland skyline

Huntington Bank Field

4.5/5(298 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
Rock and Roll Hall of Fame

Rock and Roll Hall of Fame

4.5/5(1,056 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
Case Western Reserve University

Case Western Reserve University

4.5/5(296 reviews)

Explore the campus of Case Western Reserve University, during your trip to Cleveland. Experience the area's entertainment choices and acclaimed art scene.

Case Western Reserve University

What to do in Willoughby

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
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
Phantom's Parade on Prospect: Cleveland Ghost Tours

Phantom's Parade on Prospect: Cleveland Ghost Tours

$32
per adult
90% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
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 May 10 to May 11
$73 total
May 10 - May 11
Total with taxes and fees
7.2/10 Good! (1,037 reviews)
Friendly staff. Great price. Clean room.

Reviewed on May 6, 2026

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
$62 nightly
The price is $71 total per night from May 11 to May 12
$71 total
May 11 - May 12
Total with taxes and fees
7.4/10 Good! (1,004 reviews)
BED BUGS! BED BUGS! BED BUGS!

Reviewed on May 5, 2026

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
$61 nightly
The price is $70 total per night from May 26 to May 27
$70 total
May 26 - May 27
Total with taxes and fees
6.2/10 (1,003 reviews)
Very dirty place i know is an affordable place but the lack of hygiene was insane towels and bathrooms were full of Pubic hair and stains. I went to request for new towels they said the towel storage room is closed and that you get for what you paid for . Very disgusting attitude and place.

Reviewed on Apr 29, 2026

SkyLight Inn Cleveland - Willoughby
See all 1,654 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Willoughby vacation package cost?
Offering great value package deals from $408 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

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