Five Fields Vacations from $346

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Your Five Fields Vacation

Planning your next adventure just got a whole lot easier with a vacation package to Five Fields. Take in the very best this neighborhood 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 vacation to Five Fields, Expedia will help get you there.

The Latest Five Fields Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Milwaukee Airport by IHG

Candlewood Suites Milwaukee Airport by IHG

2.5 out of 5
Price was $382, price is now $346 per person
$346
per person
Nov 14 - Nov 17
found 6 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
8.6/10 Excellent! (414 reviews)
clean room great staff

Reviewed on Oct 9, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $704, price is now $605 per person
$605
per person
Dec 26 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Milwaukee (MKE)
9.6/10 Exceptional! (411 reviews)
Fun location. Fun interior. Bay View has a strip of stores, lots of food options and one right downstairs. Room was fun though TV would not turn off unless you unplugged (and I was traveling with high tech daughter so it wasn’t just me). Also a fan blew constantly even when air off and no call for heat. Okay for white noise if that’s your thing:) I do love reimagining older buildings so yes, would stay again if in Milwaukee.

Reviewed on Oct 13, 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $744, price is now $657 per person
$657
per person
Dec 26 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Milwaukee (MKE)
9.4/10 Exceptional! (298 reviews)
Loved the additional spaces to gather and hang out. We also loved the proximity to the Third Ward and MSOE. The room was quiet and well equipped.

Reviewed on Oct 12, 2025

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $755, price is now $676 per person
$676
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
8.4/10 Very Good! (1,000 reviews)
Ice machine wasn’t working on our floor

Reviewed on Oct 3, 2025

Holiday Inn Express Milwaukee West Allis by IHG

Holiday Inn Express Milwaukee West Allis by IHG

2.5 out of 5
President Heights
Price was $547, price is now $514 per person
$514
per person
Dec 26 - Dec 28
found 9 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Milwaukee (MKE)
9/10 Wonderful! (837 reviews)
The late night desk guy was awesome super nice and funny. More plain flavored bagels at breakfast.

Reviewed on Sep 29, 2025

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

Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.

Find hotels in Downtown Milwaukee

Five Fields Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $183 total per night from Nov 3 to Nov 4
$183 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (1,369 reviews)
"The variety of food options were very nice to have ."

Reviewed on Oct 13, 2025

Potawatomi Hotel & Casino
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
$110 nightly
The price is $130 total per night from Nov 2 to Nov 3
$130 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (1,938 reviews)
"Everything was easy. Check in/Check out, breakfast, room was clean and comfortable. Staff was awesome. Parking was easy. Close to everything. Glenn was great at the desk."

Reviewed on Oct 14, 2025

Drury Plaza Hotel Milwaukee Downtown
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $102 total per night from Oct 22 to Oct 23
$102 total
Oct 22 - Oct 23
Total with taxes and fees
7.4/10 Good! (1,719 reviews)
"Great place to stay close to what we needed"

Reviewed on Oct 9, 2025

Sonesta Milwaukee West Wauwatosa
See all 1,244 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Five Fields

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(337 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
Milwaukee County Zoo featuring interior views and zoo animals as well as a small group of people

Milwaukee County Zoo

4.5/5(217 reviews)

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Milwaukee Art Museum

Milwaukee Art Museum

4.5/5(400 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Things to do

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

$9
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
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

$26
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Private Professional Photoshoot in Milwaukee

Private Professional Photoshoot in Milwaukee

$220
per adult
Private Professional Photoshoot in Milwaukee
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.