Cleveland Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by David Gayness

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 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

Find the Best Cleveland Vacation Packages

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
The price is ₩193,558 per night from Aug 27 to Aug 28
₩193,558
₩277,479 total
Aug 27 - Aug 28
includes taxes & fees
9/10 Wonderful! (1,387 reviews)
"Comfort of the beds and friendly staff"

Reviewed on Aug 24, 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 ₩98,794 per night from Aug 31 to Sep 1
₩98,794
₩110,649 total
Aug 31 - Sep 1
includes taxes & fees
7.6/10 Good! (1,020 reviews)
"I like it"

Reviewed on Aug 23, 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
Wyvern Hotel, Ascend Hotel Collection

Wyvern Hotel, Ascend Hotel Collection

4 out of 5
101 E Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is ₩164,171 per night from Sep 2 to Sep 3
₩164,171
₩183,871 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Nice place to stay before we flew out of Punta Gorda airport."

Reviewed on Aug 23, 2025

Wyvern Hotel, Ascend Hotel Collection
See all 4,097 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

Frequently asked questions

How much does a Cleveland vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation 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 travelers wishing to save money.
How many days is enough for Cleveland?
The ideal length for your Cleveland vacation 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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations 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 vacation package to Cleveland?
If you've got your Cleveland vacation 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, favorite 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 vacation 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.