Cleveland Holidays

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    Save up to S$134 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 S$99 per night from 22 Jun to 23 Jun
S$99
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"This was my third stay in the last six weeks. Staff is always friendly, the beds are super comfy, and it has been very quiet and peaceful each evening. I will keep coming back!"

Reviewed on 17 Jun, 2025

Harbor Town 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 S$123 per night from 1 Jul to 2 Jul
S$123
1 Jul - 2 Jul
includes taxes & fees
8/10 Very Good! (617 reviews)
"The staff made the"

Reviewed on 9 Jun, 2025

Quality 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 S$188 per night from 22 Jun to 23 Jun
S$188
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Nice place just could use a little updating. Great Breakfast!!!! Staff was wonderful"

Reviewed on 18 Jun, 2025

Lighthouse Inn
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.