Cleveland Vacations

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Find the Best Cleveland Vacation Packages

Cleveland Hotel Deals

Lighthouse Inn

Lighthouse Inn

2.5 out of 5
1515 Memorial Dr Two Rivers WI
Fully refundableReserve now, pay when you stay
The price is ₩156,949 per night from Jul 12 to Jul 13
₩156,949
₩178,136 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"This was one our favorite hotels of all the states we have visited. (25 states). It was a little dated, but that was what made the place so charming. The wooden furniture was older but was so comfortable. There were lots of surfaces to set things in our room. We had a window in our room with a view ..."

Reviewed on Jul 4, 2026

Lighthouse Inn
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

2.5 out of 5
4004 Calumet Ave. Manitowoc WI
Fully refundableReserve now, pay when you stay
The price is ₩121,166 per night from Jul 12 to Jul 13
₩121,166
₩137,524 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"This was hotel was a nice surprise. The bed was probably the most comfortable hotel bed I haven slept in. The staff was friendly and inviting."

Reviewed on Jul 4, 2026

Harbor Town, BW Signature Collection
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is ₩163,833 per night from Jul 12 to Jul 13
₩163,833
₩185,968 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Overall a good experience. Good breakfast with hot food options. The bathtub had grime in it tho. It was also missing shampoo but someone brought some on request."

Reviewed on Jul 3, 2026

AmericInn by Wyndham Sheboygan
See all 607 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.

Stay near popular Cleveland attractions

Fischer Creek State Recreation Area

You can take time to visit Fischer Creek State Recreation Area during your travels to Cleveland.
See properties

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?
To score cheap Cleveland vacation packages, plan your trip outside of busy periods such as school holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Cleveland?
The ideal length of your Cleveland vacation depends on what you'd like to do. Typically, a few days to a week will give you time to tick off all the major sights and explore some hidden treasures along the way.
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.
How to plan a trip to Cleveland?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Cleveland.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodations will probably be the largest expense during your trip to Cleveland.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Cleveland. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Cleveland vacation package that brings all your bookings together.

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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.