Waldo Trips (flight + hotel)

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Top hotels in Waldo

The Harborview, Ascend Hotel Collection

The Harborview, Ascend Hotel Collection

3 out of 5
135 E Grand Ave, Port Washington, WI
Fully refundableReserve now, pay when you stay
The price is P7,366 per night from Aug 10 to Aug 11
P7,366
P9,895 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (528 reviews)
Great family get away!
"We absolutely loved this hotel. Was close to all restaurants, shopping and a quick walk to the lake. Was clean food in the attached restaurant was great, customer service was wonderful. If I had to complain my only issue would be the rooms by the road are loud. So make sure to ask for a water view. ..."

Reviewed on Jul 30, 2025

The Harborview, Ascend Hotel Collection
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is P7,910 per night from Aug 24 to Aug 25
P7,910
P8,978 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (952 reviews)
"Loved my stay and the room was great! The room was a little muggy and humid though."

Reviewed on Jul 25, 2025

Grandstay Residential Suites Hotel - Sheboygan
The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 out of 5
600 N Main St, Sheboygan Falls, WI
The price is P4,135 per night from Aug 24 to Aug 25
P4,135
P4,570 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (275 reviews)
"Massive flight delay leaving to get here. Nick called at 1:45AM to check on us and make sure we were still coming. All Staff was very courteous and helpful."

Reviewed on Jul 29, 2025

The Oasis Hotel & Bar
See all 559 properties in Waldo
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 Waldo vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Waldo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Waldo?
Plan your trip for the off-season and you're likely to score cheap Waldo vacation packages. Keep in mind that school vacation periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Waldo?
The ideal length of your Waldo vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to visit all the main sights and discover some hidden treasures along the way.
How to find the best Waldo package deals?
Use Expedia's filters to find some terrific Waldo 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 look for Waldo package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Waldo vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Waldo vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Waldo?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Waldo vacation.
How to plan a trip to Waldo?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Waldo.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to flights and activities. Your accommodations will likely be the largest expense during your trip to Waldo.
  3. Decide how long to go for: Now that you know more about Waldo, you can work out the perfect length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Waldo vacation package for you.

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