Cleveland Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ₩234,741 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

Find the Best Cleveland Vacation Packages

Cleveland Hotel Deals

Harbor Town Inn
Harbor Town Inn
2.5 out of 5
4004 Calumet Ave., Manitowoc, WI
The price is ₩130,451 per night from Jul 7 to Jul 8
₩130,451
₩148,061 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"The property was well kept. Very pleasing overall"

Reviewed on Jun 28, 2025

Harbor Town Inn
Lighthouse Inn
Lighthouse Inn
2.5 out of 5
1515 Memorial Dr, Two Rivers, WI
Fully refundableReserve now, pay when you stay
The price is ₩175,578 per night from Jun 29 to Jun 30
₩175,578
₩199,288 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Older hotel but kept up very nice. Friendly staff. Beautiful view of Lake Michigan."

Reviewed on Jun 26, 2025

Lighthouse Inn
Quality Inn
Quality Inn
2.5 out of 5
4332 N 40th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is ₩109,022 per night from Jul 6 to Jul 7
₩109,022
₩123,740 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very Good! (620 reviews)
"The room was nice and the hotel was quite."

Reviewed on Jun 21, 2025

Quality Inn
See all 567 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.

Frequently asked questions

How much does a Cleveland vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation to Cleveland costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Cleveland?
To score cheap Cleveland vacation packages, plan your trip outside of busy periods such as school holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Cleveland?
The ideal length of your Cleveland vacation depends on what you'd like to do. Typically, a few days to a week will give you time to tick off all the major sights and explore some hidden treasures along the way.
How to find the best Cleveland package deals?
Use Expedia's filter tool to find some unbeatable Cleveland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Cleveland package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cleveland vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your Cleveland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Cleveland?
If you're considering an impromptu Cleveland adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Cleveland?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Cleveland.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodations will probably be the largest expense during your trip to Cleveland.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Cleveland. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find 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.