Cleveland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
Cleveland WI
9.8/10 Exceptional! (31 reviews)
Delighted from the moment we turned and seen the kitchen, then the beautiful Christmas tree with lights on, what a wonderful way to feel welcome.This was everything we wanted!
Reviewed on Dec 25, 2025
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
Shoreline Serenity - 2 Private Acres
Cleveland WI
9.8/10 Exceptional! (28 reviews)
Condition and provisioning of the property was outstanding, easily the best I have ever experienced. Accommodations were exactly as shown in the pictures, with breathtaking views of Lake Michigan.
Reviewed on Jan 3, 2026
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.
Explore a world of travel with Expedia
- Hotels near Blue Harbor Resort & Conference Center Water Park
- Manitowoc County Hotels
- Luxury Hotels in Sheboygan County
- Sheboygan County Hotels
- Downtown Sheboygan Hotels
- Motels in Haven
- Rv Parks in Haven
- Villas in Haven
- Castles in Howards Grove
- Howards Grove Hotels
- Cabin Rentals in Kohler
- Castles in Kohler
- Beach Hotel Hotels in Kohler
- Cheap Hotels in Kohler
- Golf Hotels in Kohler
- Luxury Hotels in Kohler
- Spa Hotels in Kohler
- Hotel Wedding Venues Hotels in Kohler
- Kohler Hotels
- Lodges in Kohler
- Vacation Homes in Kohler
- Resorts in Kohler
- B&B in Manitowoc County
- Manitowoc Hotels
- B&B in Newton
- Castles in Newton
- Guest Houses in Newton
- Newton Hotels
- Resorts in Newton
- Farmstay in Saint Nazianz
- Castles in Saint Nazianz
- Saint Nazianz Hotels
- Apartments in Sheboygan
- B&B in Sheboygan
- Guest Houses in Sheboygan County
- Adults Only Resorts & in Sheboygan
- Beach Hotel Hotels in Sheboygan
- Cheap Hotels in Sheboygan
- Hotels with a Pool in Sheboygan
- Hotels with Free Breakfast in Sheboygan
- Luxury Hotels in Sheboygan
- Oceanfront Hotels in Sheboygan
- Pet-Friendly Hotels in Sheboygan
- Spa Hotels in Sheboygan
- Waterpark Hotels in Sheboygan
- Sheboygan Hotels
- Motels in Sheboygan
- Resorts in Sheboygan
- Valders Hotels
- Hotels near Whistling Straits Golf Course
- Flights to Kohler
- Flights to Manitowoc
- Flights to Sheboygan
- Flights from Valders
- Flights from Newton
- Flights from Sheboygan
- Flights from Kohler
- Flights from Columbus (CMH) to Sheboygan (SBM)
- Flights from Indiana (IDI) to Sheboygan (SBM)
- Flights from Minneapolis (MSP) to Sheboygan (SBM)
- Flights from Chicago (ORD) to Sheboygan (SBM)
- Flights from Savannah (SAV) to Sheboygan (SBM)
- Flights from Orlando (SFB) to Sheboygan (SBM)
- Flights from Edmonton (YXD) to Sheboygan (SBM)
- Algoma Vacations
- Appleton Vacations
- Bay Beach Amusement Park
- Belgium Vacations
- Blue Harbor Resort & Conference Center Water Park
- Cabela's
- Erin Hills Golf Course
- Green Bay Botanical Garden
- Green Bay Packers Hall of Fame
- Green Bay Vacations
- Hamburger Hall of Fame
- Harley Davidson Factory
- Jackson Vacations
- Visit Johnsonville
- Kimberly Vacations
- Lambeau Field
- Larson's Famous Clydesdales
- Luxemburg Vacations
- Mequon Vacations
- Northeast Wisconsin Vacations
- Oostburg Vacations
- Oshkosh Vacations
- Resch Center
- Shalom Wildlife
- Sheboygan Vacations
- Skip Barber Driving School
- The Bull at Pinehurst Farms Golf Course
- University of Wisconsin-Green Bay
- Washington County Fair Grounds
- Whitefish Bay Vacations
- Wisconsin Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
