Southwest Wisconsin flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 6 - Sep 9
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
A nightclub, a 24-hour gym, and a restaurant 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. You'll appreciate the a rooftop terrace, bar/lounge, and limo/town car service.
W Chicago - Lakeshore
Downtown Chicago
Save 100% on your flight
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-in are also provided.
Congress Plaza Hotel
Downtown Chicago
Save 100% on your flight
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Dry cleaning and a safe deposit box are also provided.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Sep 6 - Sep 9
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.
Top Southwest Wisconsin hotels deals
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
The price is $30 per night
$30
per night
Jun 17 - Jun 18
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
The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Jun 17 - Jun 18
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
Atlantis Family Waterpark Hotel, Ascend Hotel Collection
1570 Wisconsin Dells Pkwy, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
The price is $69 per night
$69
per night
Jun 17 - Jun 18
This smoke-free hotel's free water park and 3 indoor pools are some of the highlights. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Natura Treescape Resort
400 County Road A, Wisconsin Dells, WI
The price is $69 per night
$69
per night
Jun 18 - Jun 19
A private beach, 2 indoor pools, and 2 spa tubs are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
On private beach
Pool
Chula Vista Resort, Trademark Collection by Wyndham
2501 River Rd, PO Box 30, Wisconsin Dells, WI
The price is $180 per night
$180
per night
Jun 23 - Jun 24
This resort features a golf course, free water park access, and 5 restaurants. There's fun for all ages with a lazy river and mini golf, and barbecue grills are available on site. Enjoy the 3 spa tubs and perks like free WiFi.
Pool
Hot Tub
Days Inn & Suites by Wyndham Wisconsin Dells
2504 Wisconsin Dells Parkway, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
The price is $60 per night
$60
per night
Jun 23 - Jun 24
This hotel features an indoor pool and a gym. Families will appreciate the mini golf and onsite laundry facilities. Enjoy the spa tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
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See all available properties in Southwest Wisconsin
View all propertiesLowest 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
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.
Mt. Olympus Water and Theme Park
4/5(146 reviews)
Enjoy the rides and games at Mt. Olympus Water and Theme Park and see why this is a favorite amusement park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.
Devil's Lake State Park
4.5/5(185 reviews)
Explore the great outdoors at Devil's Lake State Park, a lovely green space in Wisconsin Dells. Stroll along the lakeside or visit the fun-filled waterparks in this family-friendly area.
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