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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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
Milwaukee

Downtown Milwaukee

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotel + flight trips in Downtown Milwaukee

Our pick of the best Five Fields Hotel Deals

Hilton Milwaukee City Center
Hilton Milwaukee City Center
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 22 Dec to 23 Dec
AU$168
includes taxes & fees
22 Dec - 23 Dec
8/10 Very Good! (1,021 reviews)
"Loved Millie and Katie Miller Pub and Grill was very welcoming Superb location"

Reviewed on 19 Nov. 2024

Hilton Milwaukee City Center
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$234 per night from 22 Dec to 23 Dec
AU$234
includes taxes & fees
22 Dec - 23 Dec
9.6/10 Exceptional! (1,970 reviews)
"The art and ambiance are unlike any hotel I've stayed at. Loved the record player, the colored pencils/butcher paper, all of it. Fantastic staff as well."

Reviewed on 21 Nov. 2024

Saint Kate - The Arts Hotel
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$243 per night from 5 Dec to 6 Dec
AU$243
includes taxes & fees
5 Dec - 6 Dec
9.4/10 Exceptional! (1,524 reviews)
1000 stars
"The Pfister never disappoints. Hotel is managed well as you always see the same friendly faces year after year. Special shout out to Dimorco, Dragonica, and Vlad. Super comfortable beds, quiet, and clean!"

Reviewed on 19 Nov. 2024

The Pfister Hotel
See all 1,310 properties in Five Fields
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

Milwaukee Public Museum featuring interior views

Milwaukee Public Museum

Get acquainted with ancient civilizations, space travel and all the mysteries of Mother Nature at Milwaukee’s oldest museum.

Milwaukee Public Museum

Activities

Milwaukee 1-Day Tour from Chicago

Milwaukee,Harley-Davidson Museum Day Trip from Chicago

AU$171
Per adult
Milwaukee,Harley-Davidson Museum Day Trip from Chicago
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

AU$30
Per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

AU$8
Per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
See all activities in Milwaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.