Cleveland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Ryan Watts

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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.
Bluegreen Vacations Blue Ridge Village an Ascend Resort

Bluegreen Vacations Blue Ridge Village an Ascend Resort

3 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Asheville (AVL)
9.2/10 Wonderful! (848 reviews)
This is a very nice property with lots of things to do at the resort and close to things we love to do. Excellent staff and accommodations. We will definitely be staying here again!

Reviewed on Jul. 23, 2025

Chetola Resort

Chetola Resort

3.5 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Asheville (AVL)
9/10 Wonderful! (1,000 reviews)
Beautifully maintained landscaping, indoor pool area, and lounge area. Decor was rustic and rooms were very comfortable. Lots of amenities and conveniences. Enjoyed our stay.

Reviewed on Jul. 22, 2025

Ready to book your vacation to Cleveland?

 

Choose your dates

Cleveland Hotel Deals

Hilton Greenville

Hilton Greenville

3.5 out of 5
45 W Orchard Park Dr, Greenville, SC
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Aug 3 to Aug 4
CA $141
CA $160 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Great place to stay
"We enjoyed our day at the Greenville Hilton. All the staff we encountered was really nice and helpful. The location is so convenient and the price is really reasonable."

Reviewed on Jul. 21, 2025

Hilton Greenville
Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

3.5 out of 5
851 Congaree Rd, Greenville, SC
Fully refundable
The price is CA $135 per night from Aug 3 to Aug 4
CA $135
CA $149 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Finally a hotel with hot water!"

Reviewed on Jul. 20, 2025

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG
La Quinta Inn & Suites by Wyndham Greenville Haywood

La Quinta Inn & Suites by Wyndham Greenville Haywood

3 out of 5
65 W Orchard Park Dr, Greenville, SC
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Aug 3 to Aug 4
CA $95
CA $105 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,011 reviews)
"Best hotel ever"

Reviewed on Jul. 21, 2025

La Quinta Inn & Suites by Wyndham Greenville Haywood
See all 3,222 properties in Cleveland
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 Cleveland

Fred W. Symmes Chapel

Fred W. Symmes Chapel

You can find out about the history of Cleveland when you stop by Fred W. Symmes Chapel. Wander the lakeside and forest in this relaxing area.

Fred W. Symmes Chapel

Frequently asked questions

How much does a Cleveland vacation package cost?
Offering excellent value package deals from CA $1,305 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.