Cleveland Vacations

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Find the Best Cleveland Vacation Packages

Cleveland Hotel Deals

NEW! Shoreline Serenity

NEW! Shoreline Serenity

Cleveland
9.8/10 Exceptional! (8 reviews)
Group Trip
"The property was great. Everything was very clean. We had 7 people in our group and there was plenty of space for us. The kitchen had everything we needed to cook. The view of the lake was amazing."

Reviewed on Jul 29, 2025

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

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

Cleveland
10/10 Exceptional! (22 reviews)
"Everything was great. 5 star could not think of one thing to improve upon!"

Reviewed on Jul 26, 2025

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

Harbor Town Inn

2.5 out of 5
4004 Calumet Ave., Manitowoc, WI
The price is ￥11,834 per night from Aug 11 to Aug 12
￥11,834
￥13,432 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"."

Reviewed on Aug 7, 2025

Harbor Town Inn
See all 577 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.

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.

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