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
Price was CA $1,191, price is now CA $955 per person
CA $955
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Cleveland (CLE)
8.6/10 Excellent! (1,018 reviews)
Not a fan of the non existent parking….as there was not any. If there is an event going on when you check in pay for the valet, definitely worth it rather than the hassle of finding parking. Something I wish I’d knew prior to arrival.
Reviewed on Aug. 30, 2025
The Willoughby House
Price was CA $1,225, price is now CA $963 per person
CA $963
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Cleveland (CLE)
10/10 Exceptional! (4 reviews)
Clean rooms and comfortable beds helped us throughly enjoy our stay!
Reviewed on Aug. 26, 2025
Willoughby Hotel Deals
SkyLight Inn Cleveland - Willoughby
34600 Maplegrove Rd, Willoughby, OH
Fully refundableReserve now, pay when you stay
The price is CA $69 per night from Oct 2 to Oct 3
CA $69
CA $83 total
Oct 2 - Oct 3
includes taxes & fees
Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306, Willoughby, OH
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Sep 7 to Sep 8
CA $81
CA $93 total
Sep 7 - Sep 8
includes taxes & fees
Willow Lodge Willoughby – Cleveland Mentor
35110 Maplegrove Road, Willoughby, OH
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Oct 4 to Oct 5
CA $87
CA $101 total
Oct 4 - Oct 5
includes taxes & fees
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.
Discover the most popular places to visit in Willoughby
Rock and Roll Hall of Fame
4.5/5(117 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.
Huntington Bank Field
4.5/5(38 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.
Progressive Field
4.5/5(44 reviews)
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.
What to do in Willoughby
Phantom's Parade on Prospect: Cleveland Ghost Tours
CA $44
per adult
100% of travellers recommend
The Escape Game: Epic 60-Minute Adventures at Crocker Park
CA $58
per adult
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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.