Cleveland Packages (Flight + Hotel)

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Top hotels in Cleveland

Grandstay Residential Suites Hotel - Sheboygan
Grandstay Residential Suites Hotel - Sheboygan
2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is ฿3,391 per night from 20 Mar to 21 Mar
฿3,391
฿3,849 total
includes taxes & fees
20 Mar - 21 Mar
8.4/10 Very Good! (899 reviews)
"Was very impressed with my room, just wished it was for more then just 1 night. Bef was very comfortable. Breakfast had a good variety and choices."

Reviewed on 11 Mar 2025

Grandstay Residential Suites Hotel - Sheboygan
The American Club
The American Club
5 out of 5
419 Highland Drive, Kohler, WI
Fully refundableReserve now, pay when you stay
The price is ฿14,663 per night from 20 Mar to 21 Mar
฿14,663
฿16,203 total
includes taxes & fees
20 Mar - 21 Mar
9.6/10 Exceptional! (212 reviews)
5 star experience.
"Service was great no matter where we went in the complex. Everyone was happy to see us and always very helpfull."

Reviewed on 30 Jan 2025

The American Club
The Osthoff Resort
The Osthoff Resort
3.5 out of 5
101 Osthoff Avenue, Elkhart Lake, WI
The price is ฿5,350 per night from 20 Mar to 21 Mar
฿5,350
฿6,169 total
includes taxes & fees
20 Mar - 21 Mar
9/10 Wonderful! (340 reviews)
"Difficult to find parking."

Reviewed on 26 Feb 2025

The Osthoff Resort
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 holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Cleveland holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights individually. Better still, you can personalise 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 holiday 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 accommodation 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 holiday 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.