Cleveland Vacation Packages 2025/2026 from $312

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Your Cleveland Vacation

When a city getaway is calling, answer it with a Cleveland vacation package. The neighborhood of Ellis Historical District, which is good for history, walking and watersports, makes a great base for your adventures. Any trip to Cleveland should include a little sightseeing. Fischer Creek State Recreation Area is an excellent place to kick things off. Stop dreaming and start adventuring. Browse the range of options on Expedia today and put your Cleveland vacation plans into motion!

The Latest Cleveland vacation packages

Price found within the past 48 hours. Click for updated prices.

Wisconsin-Aire Motel By OYO Random Lake

$312

per person

Oct 25 - Oct 27

found 12 hours ago

Roundtrip non-stop flight included

New York (NYC) to Fond du Lac (FLD)

8/10 Very Good! (232 reviews)

Great budget property, I felt safe traveling alone here too

Reviewed on Aug 5, 2025

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Cleveland Hotel Deals

Shoreline Serenity - 2 Private Acres

Cleveland

9.8/10 Exceptional! (15 reviews)

"This was a Great getaway. Very peaceful and the view of the lake was awesome. The rental was very clean and they went above and beyond on the assortment of all amenities. Would highly recommend this property. Pictures of the view is what you get."

Reviewed on Sep 8, 2025

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Stunning castle with working vineyard - the ultimate luxury VRBO property!

Cleveland

10/10 Exceptional! (23 reviews)

"Everything was great. 5 star could not think of one thing to improve upon!"

Reviewed on Jul 26, 2025

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Harbor Town Inn

4004 Calumet Ave., Manitowoc, WI

$78 nightly

$89 total

Sep 22 - Sep 23

Total with taxes and fees

8.8/10 Excellent! (1,030 reviews)

"Staff were friendly; room was clean and quiet. The pictures of breakfast items online were way more impressive than the actual breakfast. We could only select one entree and one side. We chose the cheese & bacon omelet. Bacon was scarce and the cheese was not real cheese. I chose the mini cherry ..."

Reviewed on Sep 18, 2025

See all 584 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.

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Frequently asked questions

How much does a Cleveland vacation package cost?

You can pick up a vacation package to this top destination from $312 on Expedia. However, how much your vacation 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?

You can usually find reduced prices and better availability in March, April and November. Check out our cheap Cleveland vacation packages and you could land some great off-season deals.

How many days is enough for Cleveland?

With a well-planned itinerary, you can easily hit the top Cleveland attractions in a handful of days. But if you prefer to discover hidden spots or take day trips, think about booking your Cleveland vacation for longer.

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 vacation package as soon as possible.

Is it cheaper to book a Cleveland vacation as a package?

An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize 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 vacation 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.

Does Expedia offer Book Now, Pay Later Cleveland vacation packages?

If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Cleveland break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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Cleveland Vacations from $312

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