Waukesha Vacations

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Find the Best Waukesha Vacation Packages

Waukesha Hotel Deals

Tru By Hilton Milwaukee Brookfield
Tru By Hilton Milwaukee Brookfield
2.5 out of 5
20925 Watertown Road, Waukesha, WI
Fully refundableReserve now, pay when you stay
The price is AED 340 per night from Apr 24 to Apr 25
AED 340
AED 385 total
includes taxes & fees
24 Apr - 25 Apr
8.8/10 Excellent! (633 reviews)
"Very nice hotel, bed wasnt very comfortable, but everything was very clean and well taken care of. It was well lit out front and along the side that is shared with a Home2Suites hotel, but the back isn't as well lit where the dog potty area is, and since i was traveling with my dogs, that was important ..."

Reviewed on 13 April 2025

Tru By Hilton Milwaukee Brookfield
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AED 406 per night from Apr 22 to Apr 23
AED 406
AED 478 total
includes taxes & fees
22 Apr - 23 Apr
9.6/10 Exceptional! (1,603 reviews)
"Great place with great customer service"

Reviewed on 16 April 2025

Drury Plaza Hotel Milwaukee Downtown
Crowne Plaza Milwaukee South by IHG
Crowne Plaza Milwaukee South by IHG
3.5 out of 5
6401 S 13th Street, Milwaukee, WI
Fully refundable
The price is AED 290 per night from May 14 to May 15
AED 290
AED 342 total
includes taxes & fees
14 May - 15 May
8/10 Very Good! (1,007 reviews)
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Reviewed on 16 April 2025

Crowne Plaza Milwaukee South by IHG
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 Waukesha vacation package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a vacation to Waukesha costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Waukesha?
January, February and November are great times to look for cheap Waukesha vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodations.
How to find the best Waukesha package deals?
Start your search for a Waukesha package deal by entering your preferred travel dates and destination under our “Packages” tab. Then add some filters, like “Guest rating” and “Property type,” to tailor the results to your exact needs. You can also sort by “Package discount” and discover offers that come with big savings. If you don’t find the perfect Waukesha package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Waukesha adventure underway.
Is it cheaper to book a Waukesha vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You’ll usually land a better deal than booking each component separately. And you’ll still have the flexibility to create a tailored Waukesha vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Waukesha?
If you’re planning an impromptu Waukesha vacation, check out our last-minute deals that can be booked up to one week before you take off. Don’t want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Waukesha?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Waukesha.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Waukesha.
  3. Decide your trip length: Consider how much time you want to spend exploring Waukesha. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Waukesha vacation package.

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