Cleveland Vacations

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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!

Cleveland Hotel Deals

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

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

Cleveland WI
10/10 Exceptional! (24 reviews)
Responsive host, house is really unique and amazing for groups who want to spend time together as the three levels are all lofted under the same roof. Amazing and cozy winter getaway!

Reviewed on Dec 8, 2025

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Stunning castle with working vineyard - the ultimate luxury VRBO property!
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Cleveland WI
9.8/10 Exceptional! (31 reviews)
The pool was awesome. My daughter enjoyed her 18th Birthday. Just a little advice .Start getting your luggage ready the day before. Also the house was clean and incredible.

Reviewed on Dec 10, 2025

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Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
$490 nightly
The price is $541 total per night from Dec 22 to Dec 23
$541 total
Dec 22 - Dec 23
Total with taxes and fees
9.6/10 Exceptional! (233 reviews)
Everything was great!

Reviewed on Nov 20, 2025

The American Club
See all 585 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.

Find the Best Cleveland Vacation Packages

Cleveland Essential Information

Language
English
Currency
U.S dollars
Population
1,450
Top Sights
Wilke Lake and Fischer Creek State Recreation Area

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