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

Top Cleveland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

South Beach
Save 100% on your flight
CA $1,138
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,008 reviews)
One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite- NO RESORT FEE

One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite- NO RESORT FEE

CA $4,694
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
8.6/10 Excellent! (4 reviews)
This room gave us a very luxurious feel. With the floor to ceiling windows, 2 balconies, amazing view, comfy bed, and jetted tub with a view. Then you have a kitchen! Oh and parking is free! The pool was good, the gym was awesome! Probably one of my favorite places to stay in Vegas.

Reviewed on Oct 6, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $18,562
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
Save 100% on your flight
CA $1,561
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Los Angeles (LAX)
8/10 Very good! (1,016 reviews)
Loved it there, the staff was nice and very helpful. It’s up the block from my old apartment that I lived for 20yrs so it was nice to be in my old neighborhood and walk to the cafes on Beverly drive

Reviewed on Oct 13, 2026

Lotte New York Palace

Lotte New York Palace

Manhattan
Save 100% on your flight
CA $2,646
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,282 reviews)
We have stayed here several times before and we loved it just as much! The staff are very welcoming and helpful. The hotel is beautiful and the bars are unmatched. The location is wonderful for getting to restaurants or sight seeing. We will absolutely stay here again!

Reviewed on Oct 13, 2026

Ready to book your vacation to Cleveland?

Choose your dates

Cleveland Hotel Deals

Le Cleveland, Bord de l`eau, Foyer, Spa

Le Cleveland, Bord de l`eau, Foyer, Spa

Cleveland PQ
CA $215
CA $441 total
Oct 18 - Oct 19
includes taxes & fees
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

Le Cleveland, Bord de l`eau, Foyer, Spa
The Sunflower

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

Get rates
The Sunflower
Hôtel Le Président

Hôtel Le Président

3535, rue King Ouest Sherbrooke QC
8/10 Very good! (1,019 reviews)
"Everything was clean and well prepare."

Reviewed on Oct 14, 2026

Get rates
Hôtel Le Président
See all 102 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
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Cleveland vacation package cost?
You'll find cheap prices from CA $1,138 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.

Explore a world of travel with Expedia

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