Cleveland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

    Plan, book, and manage your trip all in one place

Top Cleveland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
The Retreat Collection at 1 Hotel & Homes South Beach
Planet Hollywood Resort & Casino
SIRTAJ - Beverly Hills
Glendale Hotel

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Cleveland Hotel Deals

Grand Times Hotel Sherbrooke

Grand Times Hotel Sherbrooke

4 out of 5
1, rue Belvedere Sud, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Aug 21 to Aug 22
CA $246
CA $293 total
Aug 21 - Aug 22
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"Lovely room, comfortable and clean. Easy parking and staff very helpful. Will definitely rebook another time"

Reviewed on Aug. 16, 2025

Grand Times Hotel Sherbrooke
Comfort Inn Sherbrooke

Comfort Inn Sherbrooke

2.5 out of 5
4295 boul. Bourque, Sherbrooke, QC
The price is CA $118 per night from Sep 14 to Sep 15
CA $118
CA $141 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"The personal was very very nice and helpful"

Reviewed on Aug. 18, 2025

Comfort Inn Sherbrooke
Hôtel Le Président

Hôtel Le Président

3 out of 5
3535, rue King Ouest, Sherbrooke, QC
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Sep 7 to Sep 8
CA $150
CA $178 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"The beds are really comfortable and the shower has awesome water pressure"

Reviewed on Aug. 17, 2025

Hôtel Le Président
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 $727 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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