
Book Exclusive Wisconsin Vacation Packages
Search vacation packages deals in Wisconsin's top destinations

Milwaukee
Vacations
Wisconsin flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Jun. 28 - Jul. 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Dorothy's
Lakeview
Save 100% on your flight
per person
Jun. 20 - Jun. 25
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
Stay at this 3-star B&B in Chicago. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
per person
Jun. 20 - Jun. 25
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town
Downtown Chicago
per person
Jun. 28 - Jul. 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
per person
May 23 - May 26
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Top Wisconsin hotels deals

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 CA $193 per night
CA $193
CA $223 total
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Pool
Hot tub

Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street, Milwaukee, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $153 per night
CA $153
CA $181 total
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Pool
Hot tub

Crowne Plaza Milwaukee South by IHG
6401 S 13th Street, Milwaukee, WI
Free cancellation
The price is CA $110 per night
CA $110
CA $129 total
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
Pool
Hot tub

Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $169 per night
CA $169
CA $241 total
includes taxes & fees
May 14 - May 15
Stay at this 3.5-star spa aparthotel in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Geneva Cruise Line and Moose Mountain Falls Waterpark are located nearby.
Pool
Hot tub

Great Wolf Lodge Wisconsin Dells
1400 Great Wolf Dr, Baraboo, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $207 per night
CA $207
CA $287 total
includes taxes & fees
Apr 22 - Apr 23
Stay at this 3.5-star family-friendly resort in Baraboo. Enjoy 6 indoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions Kalahari Indoor Waterpark and Noah's Ark Waterpark are located nearby.
Pool
Hot tub

Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $164 per night
CA $164
CA $215 total
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Geneva Cruise Line and Gary Gygax Memorial are located nearby.
Pool
Parking included
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

University of Wisconsin-Madison
4.5/5(7 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.

Lambeau Field
5/5(21 reviews)
Catch an event at Lambeau Field during your trip to Green Bay. Amble around this family-friendly area's riverfront or attend a sporting event.

Mt. Olympus Water and Theme Park
5/5(3 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.
Photos of local treasures
Browse Wisconsin vacation photos for more inspiration
Frequently asked questions
Book a vacation to Wisconsin
Most popular
Hotels
Flights