Five Fields Holidays

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Your Five Fields Holiday

Planning your next adventure just got a whole lot easier with a holiday package to Five Fields. Take in the very best this neighbourhood has to offer while making beautiful memories you'll remember for years. Your trip to Five Fields wouldn't be complete without exploring popular attractions nearby such as Pewaukee Lake Beach, Pewaukee Golf Club and Two Brothers Wines. Stop dreaming and start doing. When you're ready to book your ideal holiday to Five Fields, Expedia will help get you there.

Our guide on where to stay in Five Fields

Find the best Five Fields areas and neighborhoods for the activities you enjoy most. Learn more about Five Fields

Our pick of the best Five Fields Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is AU$362 per night from 28 Feb to 1 Mar
AU$362
28 Feb - 1 Mar
includes taxes & fees
9.4/10 Exceptional! (1,930 reviews)
Amazing as always

Reviewed on 3 Feb 2026

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 3 Mar to 4 Mar
AU$247
3 Mar - 4 Mar
includes taxes & fees
9.6/10 Exceptional! (2,550 reviews)
Everything about our stay deserves 5 Stars....from the moment we walked in to the moment we left and everything in between. The staff people we interacted with were nothing short of pleasant & eager to help, the room was not only comfortable, but fun & unique and the art galleries added a special ...

Reviewed on 6 Feb 2026

Saint Kate - The Arts Hotel
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 AU$166 per night from 16 Feb to 17 Feb
AU$166
16 Feb - 17 Feb
includes taxes & fees
9.6/10 Exceptional! (2,056 reviews)
Great hotel!

Reviewed on 9 Feb 2026

Drury Plaza Hotel Milwaukee Downtown
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 Five Fields holiday package cost?
From as low as . Yes, you read that right. Our Five Fields packages are the best way to make your budget stretch further. Combine your flights, hotels and rental car and discover this popular destination.
How do I get a cheap travel package to Five Fields?
Lock in flights that fit in with your schedule, add a hotel room to your booking and watch the savings rack up with a Five Fields holiday package. It's as easy as that! From hotels and flights to tours and rental cars, Expedia is where your cheap holiday begins. And with more than 550 partner airlines and 1 000 000 properties worldwide to pick from, you won't be short of choice.
Where should I stay in Five Fields?
With interesting attractions like Pewaukee Lake Beach and Pewaukee Golf Club in this neighbourhood, try to find a hotel situated near either one. Two Brothers Wines is another sight in Five Fields that draws the crowds.
How far in advance should I book my Five Fields holiday?
Travellers are generally able to look up international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to purchase an affordable ticket only weeks before your journey.
What does an Expedia Five Fields travel package include?
Hotels, rental cars and flights — we have them well covered. With Expedia, you can shape your Five Fields package the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Five Fields travel package?
When you book your flights, hotels and car rentals together, you'll pick up awesome discounts. Whether you're planning a rural escape in a cottage or would rather stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Five Fields Expedia holiday package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines across the globe, so you can tailor your Five Fields adventure according to your budget and style.
If I'm not able to travel, can I cancel my Five Fields holiday package?
Don't stress if you're rethinking your Five Fields holiday package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We get that your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Five Fields

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.