Book Exclusive Wisconsin Vacation Packages

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A modern architectural structure with a curved roof and glass facade.

Milwaukee

Vacations
Milwaukee

Wisconsin flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
Downtown Chicago
Price was CA $1,139, price is now CA $819 per person
CA $819
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,505, price is now CA $1,026 per person
CA $1,026
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Price was CA $1,336, price is now CA $991 per person
CA $991
per person
Dec 26 - Jan 2
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,437, price is now CA $1,069 per person
CA $1,069
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $2,402, price is now CA $1,815 per person
CA $1,815
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this 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

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
The price is CA $166 per night
CA $166
CA $192 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this 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
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
The price is CA $74 per night
CA $74
CA $83 total
Oct 29 - Oct 30
includes taxes & fees
Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the clean rooms in our reviews. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
Pool
Restaurant
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $118 per night
CA $118
CA $139 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this 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 American Family Field and Fiserv Forum are located nearby.
Pet-friendly
Free WiFi
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $141 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mayfair Mall and Brookfield Square Mall are located nearby.
Pool
Pet-friendly
Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse

2.5 out of 5
1015 River Rd Wisconsin Dells WI
The price is CA $95 per night
CA $95
CA $122 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
Pool
Hot tub
Oneida Casino Hotel

Oneida Casino Hotel

3.5 out of 5
2040 Airport Dr Green Bay WI
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $148 total
Nov 3 - Nov 4
includes taxes & fees
Book a stay at this business-friendly hotel in Green Bay. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lambeau Field and Resch Center are located nearby.
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.

Stay near popular Wisconsin attractions

A coastal landscape with autumn foliage, a beach, and a building.

Kalahari Indoor Waterpark

8.8/10 (445 reviews)
Have a fun-filled day at Kalahari Indoor Waterpark and see why people love this amusement park in Baraboo. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.
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Photos of local treasures

Browse Wisconsin vacation photos for more inspiration

A modern architectural building with a unique design, featuring a prominent tower and curved structures.
A cactus against a geometric glass structure.
A modern architectural structure with a curved roof and glass facade.
A modern cylindrical building with a glass facade and a curved roof structure.
A waterfront promenade with a river, a bridge, and a distant building.

Frequently asked questions

How much are vacation packages to Wisconsin?
Your vacation dreams can be realized in Wisconsin from as little as CA $819. Packages include flights and hotels, so organizing everything should be easy as pie. All you'll have to concentrate on is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Wisconsin?
You can't beat Travelocity when it comes to putting together your Wisconsin package deal. There are at least 400 air carriers and 1,000,000 properties around the world to select from. Secure your trip now and get ready to tick another amazing destination off your bucket list.
Why should I purchase my Wisconsin vacation package via Travelocity?
We've got 24/7 customer support, first-rate service and a Price Match Guarantee. Life is all about the journey — and we have amazing destinations for you to journey to all over the world. Wander with us and make your hip pocket happy.
Will I save money on my Wisconsin car rental if I combine it with hotels and flights?
You sure can with our Wisconsin vacation packages. With one of these, there are plenty of ways to stretch your budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings pile up. With your own set of wheels, all the landmarks in and around Wisconsin are an unforgettable road trip away.
Which airport is best for Wisconsin?
Dane County Regional Airport (MSN), Appleton Intl. Airport (ATW) and Austin Straubel Intl. Airport (GRB) are the most popular airports for people jetting to and from Wisconsin.
What is there to do in Wisconsin?
Wisconsin has hidden surprises around every turn, but make sure you get to Gardens of the Fox Cities and University of Wisconsin-Madison during your stay. These attractions should be on your to-do list.

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