Waupun Holidays

Photo by Eric & Kristy's Adventures
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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Waupun

Baymont by Wyndham Waupun
Baymont by Wyndham Waupun
2.5 out of 5
5 Gateway Drive, Waupun, WI
The price is S$101 per night from 27 Jul to 28 Jul
S$101
27 Jul - 28 Jul
includes taxes & fees
7.4/10 Good! (418 reviews)
"Everything was good."

Reviewed on 17 Jun, 2025

Baymont by Wyndham Waupun
AmericInn by Wyndham Waupun
AmericInn by Wyndham Waupun
2.5 out of 5
204 Shaler Drive, Waupun, WI
The price is S$126 per night from 12 Aug to 13 Aug
S$126
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (433 reviews)
"Conveniently located just off the highway. Very clean and welcoming. It was quite comfortable to stay. Nice selection of breakfast foods. Just overall a great experience"

Reviewed on 8 Jul, 2025

AmericInn by Wyndham Waupun
Inn Town Motel
Inn Town Motel
2 out of 5
27 South State Street, Waupun, WI
The price is S$109 per night from 15 Jul to 16 Jul
S$109
15 Jul - 16 Jul
includes taxes & fees
7.4/10 Good! (71 reviews)
"Terrible parking-Seedy clientel"

Reviewed on 4 Jul, 2025

Inn Town Motel
See all 415 properties in Waupun
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 Waupun holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Waupun costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Waupun?
You can generally find lower prices and better availability in January, March and November. Explore our cheap Waupun holiday packages and you could get some great off-season deals.
How many days is enough for Waupun?
Typically, a handful of days is enough to visit the main sights during your Waupun holiday. But if you prefer to have time to kick back or take day tours, consider extending your trip.
Is it worth booking a holiday package to Waupun?
During your Waupun holiday, you can look forward to experiencing some top-notch views and history. Leave enough room in your schedule to discover major attractions like Rock River Country Club and Waupun Heritage Museum.
How to find the best Waupun package deals?
Finding a cheap Waupun package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Waupun package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Waupun holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation separately. Better still, you can personalise your Waupun escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Waupun?
If you have your Waupun travel dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Waupun?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Waupun.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Waupun.
  3. Decide how long to go for: Now that you know more about Waupun, you can work out the ideal length of your holiday. Put together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Waupun holiday 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. 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.