Waupun Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Eric & Kristy's Adventures

Top hotels in Waupun

AmericInn by Wyndham Waupun
AmericInn by Wyndham Waupun
2.5 out of 5
204 Shaler Drive, Waupun, WI
Fully refundableReserve now, pay when you stay
The price is 2.259.965 ₫ per night from 29 Jun to 30 Jun
2.259.965 ₫
2.565.062 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (431 reviews)
"It was very clean and the staff was very friendly and welcoming."

Reviewed on 21 Jun 2025

AmericInn by Wyndham Waupun
Baymont by Wyndham Waupun
Baymont by Wyndham Waupun
2.5 out of 5
5 Gateway Drive, Waupun, WI
Fully refundableReserve now, pay when you stay
The price is 1.823.143 ₫ per night from 8 Jul to 9 Jul
1.823.143 ₫
2.069.542 ₫ total
8 Jul - 9 Jul
includes taxes & fees
7.4/10 Good! (415 reviews)
"Everything was good."

Reviewed on 17 Jun 2025

Baymont by Wyndham Waupun
Inn Town Motel
Inn Town Motel
2 out of 5
27 South State Street, Waupun, WI
The price is 1.830.990 ₫ per night from 26 Jun to 27 Jun
1.830.990 ₫
2.226.745 ₫ total
26 Jun - 27 Jun
includes taxes & fees
7.4/10 Good! (69 reviews)
Only choice in a storm
"We had to bail on a drive north because of a really bad snow storm and could barely make it past the next exit so this was our next best option over spending time in a ditch. We booked through hotels.com about 30 mins before we made it there, so I understand not necessarily knowing we were coming. ..."

Reviewed on 19 Feb 2025

Inn Town Motel
See all 410 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.

Popular places to visit

End of the Trail Statue

Find out about the history of Waupun with a stop at End of the Trail Statue. Make some time to visit the shops while you're in the area.

End of the Trail Statue

Waupun Veterans Memorial

You can learn about the history of Waupun when you stop by Waupun Veterans Memorial. Make some time to visit the shops while you're in the area.

Waupun Veterans Memorial

Shaler Memorial Park

Explore the great outdoors at Shaler Memorial Park, a lovely green space in Waupun. Make some time to visit the shops while you're in the area.

Shaler Memorial Park