Search vacation packages deals in Wisconsin's top destinations
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Wisconsin flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston
per person
Jan. 31 - Feb. 3
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clark Street Beach and Halim Time & Glass Museum are located nearby.
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
per person
Mar. 3 - Mar. 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Mar. 2 - Mar. 6
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb. 3 - Feb. 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk 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 $199 per night
CA $199
CA $230 total
includes taxes & fees
22 Dec - 23 Dec
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 Wisconsin Veterans Museum are located nearby.
Pool
Hot tub
The Pfister Hotel
424 E Wisconsin Ave, Milwaukee, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $248 total
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Pool
Spa
Saint Kate - The Arts Hotel
139 E Kilbourn Ave, Milwaukee, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
CA $217 total
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fiserv Forum and Milwaukee Art Museum are located nearby.
Pet-friendly
Free WiFi
Hyatt Regency Milwaukee
333 W Kilbourn Ave, Milwaukee, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
CA $159 total
includes taxes & fees
23 Dec - 24 Dec
Stay at this 4-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Pet-friendly
Free WiFi
Hilton Milwaukee
509 W Wisconsin Ave, Milwaukee, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $132 per night
CA $132
CA $155 total
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this historic hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Pet-friendly
Free WiFi
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $28 per night
CA $28
CA $105 total
includes taxes & fees
19 Dec - 20 Dec
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the convenient parking and the clean rooms in our reviews. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park 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.
Harley-Davidson Museum
5/5(13 reviews)
You can spend an afternoon studying the exhibits at Harley-Davidson Museum in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
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