Cleveland Packages (Flight + Hotel)

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    Save up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Cleveland

Harbor Town Inn
Harbor Town Inn
2.5 out of 5
4004 Calumet Ave., Manitowoc, WI
The price is ฿2,269 per night from 14 May to 15 May
฿2,269
฿2,576 total
includes taxes & fees
14 May - 15 May
8.8/10 Excellent! (1,007 reviews)
"Room was very clean, staff was extremely friendly, breakfast was very good you order the evening before and they make your breakfast for the time you choose. If ever back in the area would definitely stay here again."

Reviewed on 24 Apr 2025

Harbor Town Inn
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 ฿3,865 per night from 30 Apr to 1 May
฿3,865
฿4,386 total
includes taxes & fees
30 Apr - 1 May
8.6/10 Excellent! (911 reviews)
"Great place and super friendly desk clerk."

Reviewed on 20 Apr 2025

Grandstay Residential Suites Hotel - Sheboygan
The American Club
The American Club
5 out of 5
419 Highland Drive, Kohler, WI
Fully refundable
The price is ฿17,844 per night from 18 May to 19 May
฿17,844
฿19,718 total
includes taxes & fees
18 May - 19 May
9.6/10 Exceptional! (213 reviews)
"Will definitely return."

Reviewed on 6 Apr 2025

The American Club
See all 554 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 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.