Cleveland Vacations from $508

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Your Cleveland Vacation

Book a Cleveland vacation package and prepare to experience all this city has to offer. Think about staying in the neighborhood of Punta Gorda Isles, which is great for walking, fishing and watersports. Fill your spare time with tours of Fishermens Village, Gilchrist Park and Bayshore Park Fishing Pier, some of the things you shouldn't miss during a trip to Cleveland. Whoever you're heading away with and whatever your bank balance, your ultimate Cleveland vacation is only clicks away with Expedia.

The Latest Cleveland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sunseeker Resort Charlotte Harbor
Villa Capri - Waterfront Luxury Home - Punta Gorda FL
Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL
Luxury Long Waterview w Pool-kayaks-clubs-bikes
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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
$183 nightly
The price is $205 total per night from Aug 13 to Aug 14
$205 total
Aug 13 - Aug 14
Total includes taxes and fees
9/10 Wonderful! (1,319 reviews)
"Had and awesome Time… place is Beautiful And food was awesome! We really enjoyed ourselves!"

Reviewed on Aug 8, 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
$78 nightly
The price is $88 total per night from Aug 14 to Aug 15
$88 total
Aug 14 - Aug 15
Total includes taxes and fees
7.6/10 Good! (1,008 reviews)
"Grrat place"

Reviewed on Aug 7, 2025

Country Inn & Suites by Radisson, Port Charlotte, FL
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

2.5 out of 5
4056 Tamiami Trl, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $70 total per night from Aug 14 to Aug 15
$70 total
Aug 14 - Aug 15
Total includes taxes and fees
7.2/10 Good! (1,002 reviews)
"The front desk staff are very friendly and the manager is very accommodating. Good value for the cost. Pool area was very nice and the rooms were very clean. Overall a great stay."

Reviewed on Aug 6, 2025

Microtel Inn & Suites by Wyndham 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.

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Frequently asked questions

How much does a Cleveland vacation package cost?
Offering great value package deals from $508 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?
June, August and October are the best times to look for cheap Cleveland vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Cleveland?
The ideal duration for your Cleveland vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to visit all the main sights and discover 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.
Does Expedia offer Book Now, Pay Later Cleveland vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Cleveland trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.