Deals on vacations and trips to Southern Wisconsin

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Southern Wisconsin flight + hotel vacation packages

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Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $507, price is now $339 per person
$339
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $730, price is now $439 per person
$439
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Stay One Chicago

Stay One Chicago

2 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,941, price is now $1,250 per person
$1,250
per person
Apr 22 - Apr 28
found 13 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and A 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and coffee shop.
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $779, price is now $514 per person
$514
per person
Apr 22 - Apr 28
found 13 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
A gym is featured at this aparthotel, along with free WiFi in public areas and luggage storage. Locker space and concierge services are also provided.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $651, price is now $443 per person
$443
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Top Southern Wisconsin hotels deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $159 total per night
$159 total
Mar 1 - Mar 2
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Spa
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $161 total per night
$161 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Hot Tub
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $142 total per night
$142 total
Feb 9 - Feb 10
Total with taxes and fees
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
Pet friendly
Free WiFi
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $68 total per night
$68 total
Jan 31 - Feb 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $216 total per night
$216 total
Feb 3 - Feb 4
Total with taxes and fees
This smoke-free aparthotel features a golf course, free water park access, and a full-service spa. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the lazy river, mini golf, and kid-friendly dining.
Pool
Hot Tub
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

Twin Lakes WI
Get rates
A water park and an indoor pool are featured at this vacation home. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. There's a hot tub on site, and concierge services and barbecue grills are also offered.
Pool
Hot Tub
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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.

Popular places to visit

Cool street art in Madison, Wisconsin

University of Wisconsin-Madison

4.5/5(872 reviews)

Enjoy the collegiate vibe around University of Wisconsin-Madison, a top college in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Madison
Historic Arched Entry to Camp Randall Stadium

Camp Randall Stadium

4.5/5(309 reviews)

Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Camp Randall Stadium
Outfield sign at miller park

American Family Field

4.5/5(769 reviews)

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

American Family Field

Frequently asked questions

How much are vacation packages to Southern Wisconsin?
Prepare to be pleasantly surprised — you can recharge your batteries in Southern Wisconsin for just $339. Allow Travelocity to save you time and money with our excellent vacation packages. With flights, hotels and tours all ready to go, why wait any longer?
Where can I get the best vacation package deals for Southern Wisconsin?
With at least 400 airlines and 1,000,000 properties all over the world, it's hard to go past Travelocity. Make the most of our comprehensive range and create your dream Southern Wisconsin package deal. Isn't it great when trip planning is that easy?
Why should I book my Southern Wisconsin vacation bundle via Travelocity?
We have experiences and destinations for every type of traveler, top-quality service and 24/7 support. In addition to that, we'll match any cheaper price you discover with our Price Match Guarantee.
Can I save money on my Southern Wisconsin car rental if I combine it with my hotel or flight?
Combining your bookings into a Southern Wisconsin vacation package will leave you with some serious savings. Bundle a flight and car; a flight, hotel and car; or a car and hotel. There's no better way to discover the greater Southern Wisconsin area than with your own rental car. You can also add tours and experiences to your Travelocity package.
Which airport is best for Southern Wisconsin?
The top airports for Southern Wisconsin are General Mitchell Intl. Airport (MKE) and Dane County Regional Airport (MSN).
What is there to do in Southern Wisconsin?
Southern Wisconsin boasts hidden gems around every turn, however ensure you get to Gardens of the Fox Cities and American Family Field while you're here. These attractions are a must-see.

Photos of local treasures

Browse Southern Wisconsin vacation photos for more inspiration

North point light house located in Lake Park , Milwaukee is a historical , maritime "treasure "
North point light house located in Lake Park , Milwaukee is a historical , maritime "treasure "
Beautiful Storm coming...
Nice
Bristol

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