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.
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
Fairfax
Price was CA $1,348, price is now CA $1,242 per person
CA $1,242
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Cleveland (CLE)
8.8/10 Excellent! (1,175 reviews)
Seemed older. Adequate but nothing like our last stay at Cleveland Clinic IHG hotel. It was better than okay, just no frills.

Reviewed on Aug. 24, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was CA $1,686, price is now CA $1,511 per person
CA $1,511
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Cleveland (CLE)
8.6/10 Excellent! (1,512 reviews)
Clean and beautiful. Amazing staff, friendly and respectful! Id come back there

Reviewed on Aug. 24, 2025

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
Price was CA $1,464, price is now CA $1,320 per person
CA $1,320
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Cleveland (CLE)
8.8/10 Excellent! (1,005 reviews)
Great property, very clean, safe. Front desk was nice, Valet was great/ $25 a night, The suite was amazing; 2 double beds in one room, living room/kitchen in the other room, tub and toilet in a separate from sink which makes it easy for everyone to get ready. We went to a concert at the Huntington Bank Field and booked here because the bus is pretty much a straight path there. However, be careful because the bus ride is much longer than we thought, it makes about 15 stops and we waited a while for it to even come. It’s only $5 for the day but we did Uber at one point because we didn’t want to be late. If you aren’t on a time crunch then this hotel is great for fairly close proximity to downtown.

Reviewed on Aug. 24, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was CA $1,626, price is now CA $1,502 per person
CA $1,502
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Cleveland (CLE)
8.6/10 Excellent! (1,002 reviews)
The staff at this hotel are amazing! The hotel itself is clean and modern and within walking distance from many attractions. The only “downside” we experienced was an odd loud whirring type noise outside our window at night.

Reviewed on Aug. 23, 2025

Fidelity Hotel

Fidelity Hotel

4 out of 5
Downtown Cleveland
Price was CA $1,455, price is now CA $1,368 per person
CA $1,368
per person
Oct 18 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Cleveland (CLE)
9.6/10 Exceptional! (306 reviews)
Cute boutique style hotel in the heart of Cleveland! I had an amazing experience and the restaurant onsite is delicious and such a vibe.

Reviewed on Aug. 24, 2025

Ready to book your vacation to Willoughby?

 

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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
The price is CA $76 per night from Sep 1 to Sep 2
CA $76
CA $88 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (814 reviews)
"It was nice"

Reviewed on Aug. 18, 2025

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
The price is CA $87 per night from Aug 28 to Aug 29
CA $87
CA $100 total
Aug 28 - Aug 29
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"For a quick stop it's a good place to go"

Reviewed on Aug. 22, 2025

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
The price is CA $71 per night from Aug 27 to Aug 28
CA $71
CA $85 total
Aug 27 - Aug 28
includes taxes & fees
6/10 (1,009 reviews)
"Everything was good all the staff except for one was very helpful understanding and nice."

Reviewed on Aug. 23, 2025

SkyLight Inn Cleveland - Willoughby
See all 1,564 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Willoughby

Rock and Roll Hall of Fame featuring 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
Progressive Field

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

CA $44
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Lakefront Script Sign

The Best of CLE

CA $275
per traveller
The Best of CLE
Hear Haunted Histories on Our cleveland Ghost Tour.

Cleveland Ghosts Tour

CA $44
per adult
90% of travellers recommend
Cleveland Ghosts Tour
See all activities in Willoughby

Frequently asked questions

How much does a Willoughby vacation package cost?
You can snap up a vacation package to this top destination from CA $1,242 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?

  1. Choose your travel dates: What you'd like to do in Willoughby and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.

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