Cleveland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Cleveland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $13,037
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Ready to book your vacation to Cleveland?
Cleveland Hotel Deals
Le Cleveland, Bord de l`eau, Foyer, Spa
Cleveland PQ
10/10 Exceptional! (1 review)
"We've spent 2 days in paradise. It was a splendid location, extremely quiet, and the cabin had everything you need to make your journey very special. If you like nature, that's the best place to stay in the region. The description was fairly accurate, except for a couple of things. There is only ..."
Reviewed on Jun 18, 2026
The Sunflower
Cleveland QC
10/10 Exceptional! (3 reviews)
"Le logement est pratique, propre et bien situé. Caroline est disponible et réactive. Le lac, le spa et la piscine c’était vraiment génial : tout à portée de main pour de magnifiques moments en famille. En pleine nature : c’est beau le Québec!! Nous y retournons!"
Reviewed on Aug 16, 2026
OTL Gouverneur Sherbrooke
3131 rue King Ouest Sherbrooke QC
Fully refundableReserve now, pay when you stay
CA $229
CA $273 total
Sep 7 - Sep 8
includes taxes & fees
9.8/10 Exceptional! (1,777 reviews)
"The sheet quality were excellent, staff cleaned up the room daily, We did the upgrade for the spa and it was well worth the extra money We had a very nice stay. We were therefore 3 nights"
Reviewed on Aug 29, 2026
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?
You'll find cheap prices from CA $929 on Expedia for your Cleveland break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Cleveland costs.
What are the cheapest months to go to Cleveland?
You're likely to find lower prices and greater availability in January, February and November. Explore our cheap Cleveland vacation packages and you could get some great off-season deals.
How many days is enough for Cleveland?
With a well-organized travel plan, you can easily hit the main Cleveland attractions in a handful of days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Cleveland vacation for longer.
How to find the best Cleveland package deals?
Use Expedia's handy filters to find some terrific Cleveland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Cleveland package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cleveland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking hotels and flights individually. Better still, you can personalize your Cleveland getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cleveland?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Cleveland escape.
How to plan a trip to Cleveland?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the activities available will also help you decide when to escape to Cleveland.
- Set a budget: Consider costs like transportation, flights and meals when working out how much to put aside for your trip to Cleveland. Then, choose a property that matches your budget, whether that's a low-cost stay or a more upscale retreat.
- Decide how many days away: Start by listing all the activities and sights you want to get to in Cleveland. Then, estimate how long you'll need at each, as well as any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Cleveland vacation package that brings all your bookings together.
Explore a world of travel with Expedia
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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.
