Waldo Holidays

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Top hotels in Waldo

Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is S$227 per night from 5 Jul to 6 Jul
S$227
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (581 reviews)
"The hotel was beautiful with a great outdoor seating area to enjoy the river view. The owners were on site and attentive to our needs. Breakfast was great and had a good variety of items. It was nice to feel welcomed and cared for by the owners. The customer service was the best I have had in the ..."

Reviewed on 2 Jul, 2026

Watershed Hotel
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundable
The price is S$835 per night from 19 Jul to 20 Jul
S$835
19 Jul - 20 Jul
includes taxes & fees
9.6/10 Exceptional! (253 reviews)
"AMAZING stay, can't wait to come back!!"

Reviewed on 28 Jun, 2026

The American Club
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 S$157 per night from 8 Jul to 9 Jul
S$157
8 Jul - 9 Jul
includes taxes & fees
8.4/10 Very good! (1,002 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 3 Jul, 2026

AmericInn by Wyndham Sheboygan
See all 579 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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday packages. Keep in mind that school holiday 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Waldo holiday as a package?
Expedia holiday 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 personalised Waldo holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 holiday.
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 accommodation 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 accommodation: Once you've settled on your trip dates and duration, lock in the perfect Waldo holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.