A rocky shoreline with waves crashing against the rocks and a large weeping willow tree in the background.

Cleveland Vacations from $744

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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.
  • Dec 23 - Dec 27

    Bonne Belle Motel + Flight

    Kewaskum
    4 nights
    2.0 star property
    7.6/10 - Good (100 reviews)
    Roundtrip • Denver (DEN) - Fond du Lac (FLD)
    DEN - MKE • Nonstop MKE - DEN • 1 stop
    $763
    $744
    per traveler
    found 1 day ago
    Bonne Belle Motel

Where to stay near Cleveland

Cleveland, Wisconsin, offers a charming escape with its scenic outdoor adventures and romantic atmosphere. Nearby attractions cater to family-friendly excursions and art lovers. Whether you're a business traveler or seeking a serene getaway, Cleveland and its surroundings promise memorable experiences reminiscent of vibrant downtown Cleveland or the excitement of Las Vegas.

Sheboygan

Discover Sheboygan, a welcoming destination perfectly suited for families and outdoor enthusiasts seeking a blend of adventure and relaxation. With attractions like the scenic Kohler Park Dunes State Natural Area, the vibrant John Michael Kohler Arts Center, and the fun-filled Sheboygan South Pier, there's something for everyone to enjoy. Located about 12 miles by car from Cleveland, Sheboygan offers a smart choice for your stay, making it easy to explore the beauty and excitement of the region.

Kohler

Experience the charm of Kohler, a delightful hub for families and outdoor enthusiasts eager to explore its stunning scenery and adventure opportunities. With attractions like the Kohler Design Center, Bookworm Gardens, and The Waelderhaus, visitors can immerse themselves in culture and nature. Located about 12 miles by car from Cleveland, Kohler offers easy access to recreational areas and beautiful lakes and beaches. Choosing Kohler for your stay ensures a perfect blend of relaxation and exploration.

Manitowoc

If you are a traveler seeking a blend of outdoor adventure and cultural experiences, look no further than Manitowoc, Wisconsin. This charming city offers a variety of attractions, including the Wisconsin Maritime Museum, the Rahr West Art Museum, and the beautiful West of the Lake Gardens, perfect for family outings or romantic strolls. Located about 13 miles by car from Cleveland, Manitowoc's seasonal appeal makes it an inviting destination year-round, ensuring a memorable stay. With its scenic views and vibrant community, Manitowoc is an excellent choice for your vacation.

Haven

Haven stands out as a prime spot for families and nature enthusiasts interested in a weekend getaway. With easy access to beautiful lakes, a sandy beach, and the picturesque Dairyland Park, visitors can enjoy a variety of outdoor activities. The Kohler Design Center and the John Michael Kohler Arts Center offer enriching experiences for art and design lovers. Located about 5 miles from Cleveland, Haven is a smart choice for those looking to immerse themselves in Wisconsin's natural beauty and vibrant culture.

Newton

Travelers visiting the Cleveland area will find Newton to be the ideal base for their vacation, featuring a perfect blend of outdoor adventures and family-friendly attractions. Explore the scenic beauty at nearby Fischer Creek State Recreation Area or enjoy a day at the beach. The Farm Wisconsin Discovery Center and Wisconsin Maritime Museum also offer unique experiences. With Newton just 6 miles away from Cleveland, it’s an excellent choice for a relaxing weekend getaway or romantic retreat.

Discover the most popular places to visit in Cleveland

Cleveland Hotel Deals

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.

Frequently Asked Questions

How much does a Cleveland vacation package cost?

You can pick up a vacation package to this top destination from $744 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.

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