Waupun Trips (flight + hotel)

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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 P4,939 per night from Jun 29 to Jun 30
P4,939
P5,606 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (429 reviews)
"we have stayed here before and will stay again. the staff is friendly, rooms are clean, and they offer a pretty good breakfast."

Reviewed on Jun 18, 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 P3,985 per night from Jul 1 to Jul 2
P3,985
P4,523 total
Jul 1 - Jul 2
includes taxes & fees
7.4/10 Good! (415 reviews)
"Everything was good."

Reviewed on Jun 17, 2025

Baymont by Wyndham Waupun
Inn Town Motel
Inn Town Motel
2 out of 5
27 South State Street, Waupun, WI
The price is P4,002 per night from Jun 23 to Jun 24
P4,002
P4,867 total
Jun 23 - Jun 24
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 Feb 19, 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 vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation 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 vacation. But if you prefer to have time to kick back or take day tours, consider extending your trip.
Is it worth booking a vacation package to Waupun?
During your Waupun vacation, 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 customize 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can personalize 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 vacation 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 traveling on a whim.
How to plan a trip to Waupun?

  1. Pick the ideal time to travel: Your schedule, favorite 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 vacation. 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 vacation package that brings all your bookings together.

Popular places to visit

End of the Trail Statue

Find out about the history of Waupun when you take a trip to 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 with a stop at 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.