Deals on vacations and trips to Southwest Wisconsin

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Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $625, price is now $388 per person
$388
per person
May 25 - May 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $994, price is now $552 per person
$552
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $782, price is now $446 per person
$446
per person
Apr 30 - May 3
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $669, price is now $404 per person
$404
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $886, price is now $549 per person
$549
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Top Southwest Wisconsin hotels deals

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
Mar 15 - Mar 16
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
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $56 total per night
$56 total
Mar 1 - Mar 2
Total with taxes and fees
Free water park access and a lazy river are featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and playground. There's a restaurant and a bar/lounge for dining and drinks, and also a seasonal outdoor pool on site.
Pool
Restaurant
Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
1400 Great Wolf Dr Baraboo WI
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $167 total per night
$167 total
Mar 2 - Mar 3
Total with taxes and fees
Free water park access, 3 restaurants, and 6 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and arcade/game room. Enjoy the 2 hot tubs and seasonal outdoor pool, and unwind with a drink at the bar/lounge.
Pool
Hot Tub
Polynesian Hotel & Suites Wisconsin Dells/Lake Delton

Polynesian Hotel & Suites Wisconsin Dells/Lake Delton

3 out of 5
857 N Frontage Rd Wisconsin Dells WI
Get rates
This hotel features an indoor pool and a lazy river. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Pet friendly
Natura Treescape Resort

Natura Treescape Resort

2.5 out of 5
400 County Road A Wisconsin Dells WI
$60 nightly
The price is $67 total per night
$67 total
Mar 1 - Mar 2
Total with taxes and fees
A private beach, 2 indoor pools, and 2 hot tubs are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the seasonal outdoor pool and perks like free WiFi.
On private beach
Pool
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

4 out of 5
525 West Johnson Street Madison WI
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $124 total per night
$124 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a terrace are also offered.
Free airport shuttle
Free WiFi
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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
Slidewheel water at a water park.

Mt. Olympus Water and Theme Park

4/5(146 reviews)

Bring the kids to Mt. Olympus Water and Theme Park and have a fun-filled day at this amusement park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.

Mt. Olympus Water and Theme Park
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

Frequently asked questions

How much are vacation packages to Southwest Wisconsin?
Vacation packages, which include hotels and flights in Southwest Wisconsin, start from $388. Turn your travel dreams into reality and book your trip with Travelocity today.
Where can I get the best vacation package deals for Southwest Wisconsin?
There are terrific Southwest Wisconsin package deals waiting for you with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties in all corners of the globe? Keep this in mind the next time you're ready to check another destination off the old bucket list.
Why should I purchase my Southwest Wisconsin vacation bundle with Travelocity?
We've got 24/7 customer support, excellent service and a Price Match Guarantee. Life is one big journey — and we have amazing destinations for you to journey to in all four corners of the globe. Roam with us and your wallet will thank you for it.
Can I save on my Southwest Wisconsin car rental if I combine it with my hotel or flight?
You can with our Southwest Wisconsin vacation packages. With one of these, there are lots of ways to make your travel budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings start to pile up. With a rental car, all the popular attractions around Southwest Wisconsin are just a road trip away.
Which airport is best for Southwest Wisconsin?
Southwest Wisconsin has two main hubs — Dane County Regional Airport (MSN) and La Crosse Municipal Airport (LSE).
What is there to do in Southwest Wisconsin?
Southwest Wisconsin has hidden gems around every corner, but make sure you get to Mt. Olympus Water and Theme Park and The House on the Rock during your stay. These attractions are very popular with visitors to the region.

Photos of local treasures

Browse Southwest Wisconsin vacation photos for more inspiration

Devil's lake state park in Wisconsin! The "The Ice Age Scenic trail loop", a short part of the National scenic trail. If you're around the area,make sure to put this park and specifically this trail on your check list! It is a beautiful hike,with a very special view of a range of deep to light colors of blue lake surrounding by 500 foot high quartzite bluffs,which was created by glacier. This trail is 14 mile trek with many offered amenities; such as fishing, boat ramp, swimming, and bird watching, there is plenty to keep everyone having fun. Best of all-this park is pet friendly! #hiking #travel #crosscountry #devilslake #wisconsin #statepark #backpacking
Devil's lake state park in Wisconsin! The "The Ice Age Scenic trail loop", a short part of the National scenic trail. If you're around the area,make sure to put this park and specifically this trail on your check list! It is a beautiful hike,with a very special view of a range of deep to light colors of blue lake surrounding by 500 foot high quartzite bluffs,which was created by glacier. This trail is 14 mile trek with many offered amenities; such as fishing, boat ramp, swimming, and bird watching, there is plenty to keep everyone having fun. Best of all-this park is pet friendly! #hiking #travel #crosscountry #devilslake #wisconsin #statepark #backpacking
Ice castle at Wi Dells.
Along the CCC Trail, east wall.
Madison Union terrace. Madison has so many things to do- rent out some boats, canoes, go hiking, walk the trails, or sit by the water and enjoy the beauty!

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