Cleveland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by David Gayness
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    Better together

    Save up to NZ$616 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

Cleveland Holiday

Our pick of the best Cleveland Hotel Deals

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
9/10 Wonderful! (1,169 reviews)
"The barn door for our bathroom didn't slide well as it was broken. It took two hands to close and was loud and difficult. There were a few loose tiles around the Reflection pool that were a tripping hazard. Oh"

Reviewed on 8 Jul. 2025

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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 NZ$130 per night from 17 July to 18 July
NZ$130
17 July - 18 July
includes taxes & fees
7.6/10 Good! (1,008 reviews)
Great place
"Great day was wonderful. The staff they helped us out. They have a very good decent breakfast I like the hours of breakfast."

Reviewed on 7 Jul. 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 NZ$141 per night from 27 July to 28 July
NZ$141
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"The ease of checking in and out! The staff was friendly and our room was clean and comfortable!!!!"

Reviewed on 7 Jul. 2025

Sleep Inn & Suites Port Charlotte - Punta Gorda
See all 3,986 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.

Discover the most popular places to visit in Cleveland

First Macedonia Missionary Baptist Church

You can find out about the history of Punta Gorda with a visit to First Macedonia Missionary Baptist Church. Stroll along the waterfront or discover the beautiful sunsets in this family-friendly area.

First Macedonia Missionary Baptist Church

What to do in Cleveland

This a 2022 Sportsman 232. It fits six people.

Punta Gorda Private Charter

NZ$957
per traveller
Punta Gorda Private Charter
Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour

Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour

NZ$166
per adult
90% of travellers recommend
Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

NZ$108
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
See all activities in Cleveland

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.