A wooden cross with a sign above it reading 'I WILL LIFT UP MY EYES TO THE HILLS... Psalm 121:1' against a backdrop of a mountainous landscape.

Cleveland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Cleveland Vacation

Let our vacation packages to Cleveland inspire your next escape. There's lots to like about this amazing city, starting with the neighborhood of Sherwood Forest, which is great for nature and hiking. A trip to Cleveland is a great opportunity to do a bit of sightseeing. Be sure to visit renowned attractions like Fred W. Symmes Chapel, Caesars Head State Park and Caesars Head Mountain. A couple of clicks is all it takes to put together your ideal Cleveland vacation on Expedia.

Top Cleveland vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 19 - Dec 23

    AutoCamp Asheville + Flight

    Asheville
    4 nights
    4.0 star property
    9.8/10 - Exceptional (30 reviews)
    "Super cool spot!"
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Asheville (AVL)
    YYZ - AVL • 1 stop AVL - YYZ • 1 stop
    CA $1,483
    CA $1,349
    per traveller
    found 1 day ago
    AutoCamp Asheville
  • Dec 19 - Dec 23

    Grand Bohemian Lodge Asheville, Autograph Collection® + Flight

    Biltmore Village
    4 nights
    4.5 star property
    9.2/10 - Wonderful (977 reviews)
    "We felt very pampered! Everything & Everyone surpassed expectations! Lovely stay!"
    Reviewed November 3, 2026
    Roundtrip • Toronto (YYZ) - Asheville (AVL)
    YYZ - AVL • 1 stop AVL - YYZ • 1 stop
    CA $2,763
    CA $2,311
    per traveller
    found 1 day ago
    Grand Bohemian Lodge Asheville, Autograph Collection®
  • Dec 19 - Dec 23

    The Restoration Asheville + Flight

    Downtown Asheville
    4 nights
    4.0 star property
    9.8/10 - Exceptional (1,237 reviews)
    Roundtrip • Toronto (YYZ) - Asheville (AVL)
    YYZ - AVL • 1 stop AVL - YYZ • 1 stop
    CA $2,002
    CA $1,720
    per traveller
    found 1 day ago
    The Restoration Asheville
  • Dec 19 - Dec 23

    The Foundry Hotel Asheville, Curio Collection by Hilton + Flight

    Downtown Asheville
    4 nights
    4.0 star property
    9.4/10 - Exceptional (564 reviews)
    "The property is immaculate. The housekeeping was excellent. Staff super helpful and this hotel is in a GREAT location. Highly recommend it!"
    Reviewed November 7, 2026
    Roundtrip • Toronto (YYZ) - Asheville (AVL)
    YYZ - AVL • 1 stop AVL - YYZ • 1 stop
    CA $2,034
    CA $1,818
    per traveller
    found 1 day ago
    The Foundry Hotel Asheville, Curio Collection by Hilton
  • Dec 19 - Dec 23

    Kimpton Hotel Arras by IHG + Flight

    Downtown Asheville
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,235 reviews)
    Roundtrip • Toronto (YYZ) - Asheville (AVL)
    YYZ - AVL • 1 stop AVL - YYZ • 1 stop
    CA $1,662
    CA $1,495
    per traveller
    found 1 day ago
    Kimpton Hotel Arras by IHG

Where to stay in Cleveland

Find the best Cleveland areas and neighborhoods for the activities you enjoy most.

Cliff Ridge Colony

While visiting Cliff Ridge Colony, you might make a stop by sights like Caesars Head State Park and Jones Gap State Park.

Discover the most popular places to visit in Cleveland

Cleveland Hotel Deals

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.

Frequently Asked Questions

How much does a Cleveland vacation package cost?

Offering excellent value package deals from CA $1,349 on Expedia, you'll be pleasantly surprised at how much a vacation to Cleveland costs! Expedia's packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Cleveland?

To pick up cheap Cleveland vacation packages, organize your getaway outside of peak periods such as school holidays. You'll typically find better availability and lower prices when it's less busy.

How many days is enough for Cleveland?

Typically, a few days is ideal for a Cleveland vacation. With a well-organized schedule, you can go to all the leading attractions including Caesars Head Mountain, as well as explore some hidden gems along the way.

Is it worth booking a vacation package to Cleveland?

Cleveland has everything you need for an amazing escape. Get your Cleveland vacation off to a flying start by visiting popular attractions like Caesars Head State Park.

How to find the best Cleveland package deals?

Landing a cheap Cleveland package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Cleveland package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.

Is it cheaper to book a Cleveland vacation as a package?

An Expedia vacation package could land you great savings when compared to booking stays and flights individually. Better still, you can customize your Cleveland escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

When to book a vacation package to Cleveland?

If you've got your Cleveland vacation dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to Cleveland?

  1. Pick your dates: What you want to do in Cleveland and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Cleveland.
  3. Decide how long to go away for: Now that you know more about Cleveland, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Cleveland vacation package for you.

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