Johnson Woods Vacations from $548

Book a Hotel + Flight or Car together to unlock savings

Photo by Kirsten Christiansen

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Johnson Woods Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

2.5 out of 5
Wauwatosa
Price was $650, price is now $548 per person
$548
per person
Jan 1 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
15.6/10 Exceptional! (1,001 reviews)
Booked the suite, everything was clean and comfortable. The staff were very nice and helpful. It Could use a bigger tv in the living area, and a little better lighting in the bedroom and bathroom. Overall very nice room though.

Reviewed on Nov 22, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $845, price is now $617 per person
$617
per person
Jan 1 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
19.6/10 Exceptional! (2,425 reviews)
Excellent hotel, very clean, pleasant staff

Reviewed on Nov 21, 2025

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,066, price is now $809 per person
$809
per person
Jan 1 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
18/10 Exceptional! (1,357 reviews)
The hotel was beautiful, the room was super clean and the staff were super nice! Very good experience!

Reviewed on Nov 21, 2025

Marriott Milwaukee Downtown

Marriott Milwaukee Downtown

4 out of 5
Downtown Milwaukee
Price was $777, price is now $615 per person
$615
per person
Jan 1 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
18/10 Exceptional! (697 reviews)
The bar was great. The food was awful.

Reviewed on Aug 23, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $827, price is now $662 per person
$662
per person
Jan 1 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
18.4/10 Exceptional! (1,008 reviews)
All was great. Great staff, great room. Would definitely stay there again.

Reviewed on Nov 16, 2025

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Where to stay in Johnson Woods

Find the best Johnson Woods areas and neighborhoods for the activities you enjoy most. Learn more about Johnson Woods
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
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Johnson Woods

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

Milwaukee Morbid Mirrorlight Ghost Tours

$26
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee : Best Street Food Private Tour With A Local Guide

Milwaukee Best Street Food Tour With A Local Guide

$108
per adult
Milwaukee Best Street Food Tour With A Local Guide
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.