Cleveland Holidays

Photo by David Gayness
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Cleveland

Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is S$340 per night from 29 Jun to 30 Jun
S$340
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,051 reviews)
"Fantastic"

Reviewed on 9 Jun, 2025

Sunseeker Resort Charlotte Harbor
Country Inn & Suites by Radisson, Port Charlotte, FL
Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
The price is S$113 per night from 15 Jun to 16 Jun
S$113
15 Jun - 16 Jun
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"Enjoyed breakfast lady!"

Reviewed on 5 Jun, 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
Sleep Inn & Suites Port Charlotte - Punta Gorda
Sleep Inn & Suites Port Charlotte - Punta Gorda
2.5 out of 5
806 Kings Hwy, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
The price is S$121 per night from 6 Jul to 7 Jul
S$121
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"It was nice and served its purpose. I think the welcoming to the hotel could be better, had to wait a while for someone to come to the desk to check in and one of our days the key pad battery died so we had to go out one at is time if go to the front desk to be let in. We did that a few times that ..."

Reviewed on 10 Jun, 2025

Sleep Inn & Suites Port Charlotte - Punta Gorda
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?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Cleveland costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cleveland?
If you’re looking to score a cheap Cleveland holiday package, consider planning a trip in January, February and September. You’ll generally find better rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Cleveland?
The ideal length for your Cleveland holiday depends on what you’d like to do. Usually, a few days to a week will give you time to tick off all the main sights and explore some hidden spots along the way.
How to find the best Cleveland package deals?
Begin your search for a Cleveland package deal by entering your preferred travel dates and destination under our “Packages” tab. Then apply some filters, like “Popular locations” and “Property type,” to tailor the results to your exact needs. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the ideal Cleveland package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cleveland escape off to a flying start.
Is it cheaper to book a Cleveland holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and accommodation individually. Better still, you can tailor your Cleveland getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Cleveland?
If you’ve got your Cleveland holiday dates confirmed, book as soon as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Cleveland?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Cleveland.
  2. Set your budget: Consider expenses such as flights, transportation and food when working out how much to set aside for your trip to Cleveland. Then, choose a property that matches your budget, whether that’s a low-cost stay or a lavish retreat.
  3. Decide how many days away: Start by making a list of all the activities and sights you’d like to experience in Cleveland. Then, estimate how long you’ll need for each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left now is to choose a Cleveland holiday package that brings all your bookings together.

Popular places to visit

What to do in Cleveland

* 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.