Milwaukee, WI Vacation Packages
Milwaukee is the largest city in Wisconsin, making it a regional hub for everything from culture to commerce. Milwaukee is a place where 19th-century historic buildings share the same city blocks as 21st-century urban renewal projects. It is one of the beer capitals of the world, and at one time was home to the world`s four largest breweries. Today Milwaukee is famous for beer as well as its budding culinary scene, popular cultural events, and plentiful boating and water sporting activities due to its location on Lake Michigan. Moreover, Milwaukee is famous for the Milwaukee Bucks, the Brewers, some of the United States' largest breweries, and several historic and stunning landmarks.
Best Milwaukee, WI Vacation Packages:
Milwaukee - Door County - Eau Claire - Minneapolis (Self Drive)
7 nights from $910*
A Road Trip adventure to the Upper Midwestern, visiting Wisconsin and Minnesota. Start in Milwaukee (with its famous breweries and Harley-Davidson's motorcycle manufacturer); then, drive to the north, and enjoy a nice stay in Door County (The "Cape Cod of the Midwest"). Don't miss the opportunity to make a stop, like many people do, at the beautiful Green Bay area, coming from Door County. After that, visit Eau Claire (famous for its Dells Mill, one of the most photographed sites in Wisconsin). Your last destination is the most populous city in Minnesota; Minneapolis (known for high-rise office buildings and a vibrant nightlife).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Other Milwaukee, WI Vacation Packages:
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8 nights from $1,131*More details›
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9 nights from $1,159*More details›
Map of Milwaukee
Hotels and Activities
SUGGESTED Milwaukee, WI VACATION PACKAGES:
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Milwaukee and Green Bay (Self Drive)7 nights from $1,463*› - Flight into and out of Milwaukee
- Rental Car for 8 days
- Hotel for 2 nights in Milwaukee
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Door County
- Hotel for 1 night in Milwaukee
Driving Time
Milwaukee - Green Bay : 1 hr. 50 mins. approx.
Green Bay - Door County: 1 hr. 30 mins. approx.
Door County - Milwaukee: 3 hrs. 10 mins. approx.-
Explore North Lake Michigan Self Drive (Green Bay - Mackinac Straits - Traverse City - Holland)10 nights from $1,052*› - Flight into Milwaukee and out of Grand Rapids
- Rental Car for 11 days
- Pick Up: Milwaukee Airport/Drop Off: Grand Rapids Airport
- Hotel for 2 nights in Lake Michigan Shore North
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Mackinac Straits
- Hotel for 2 nights in Traverse City
- Hotel for 2 nights in Holland
Driving Time
Milwaukee Airport - Lake Michigan Shore North Area: 30 - 50 mins. approx.
Lake Michigan Shore North Area - Green Bay: 40 mins - 1 hr. 25 mins. approx.
Green Bay - Mackinac Straits: 4 hrs. 20 mins. approx.
Mackinac Straits - Traverse City: 2 hrs. 10 mins. approx.
Traverse City - Holland: 2 hrs. 45 mins. approx.
Holland - Grand Rapids Airport: 45 mins. approx.-
Southern Wisconsin Lakeshores Self Drive (Lake Geneva - Lake Michigan Shore - Milwaukee)7 nights from $792*› - Flight into and out of Milwaukee
- Rental Car for 8 days
- Hotel for 2 nights in Lake Geneva
- Hotel for 2 nights in Lake Michigan Shore South
- Hotel for 3 nights in Milwaukee
Driving Time
Milwaukee Airport - Lake Geneva: 55 mins. approx.
Lake Geneva - Lake Michigan Shore South: 55 mins. approx.
Lake Michigan Shore South - Milwaukee: 50 mins. approx.-
Milwaukee and the South Lake Michigan Shore (Self Drive)6 nights from $839*› - Flight into and out of Milwaukee
- Rental Car for 7 days
- Hotel for 3 nights in Milwaukee, WI
- Hotel for 3 nights in Lake Michigan Shore South, WI
Driving Time
Milwaukee, WI- Lake Michigan Shore South, WI: 3 hrs. 32 mins. approx.-
Minneapolis - Eau Claire- Green Bay - Lake Winnebago - Milwaukee (Self Drive)9 nights from $1,140*› - Flight into Minneapolis and out of Milwaukee
- Rental Car for 10 days
- Hotel for 2 nights in Minneapolis
- Hotel for 1 nights in Eau Claire
- Hotel for 2 nights in Green Bay
- Hotel for 2 nights in Lake Winnebago
- Hotel for 2 nights in Milwaukee
Driving Time
Minneapolis- Eau Claire: 1 hrs. 33 mins. approx.
Eau Claire- Green Bay: 2 hrs. 59 mins. approx.
Green Bay- Lake Winnebago: 36 mins. approx.
Lake Winnebago - Milwaukee: 1 hrs. 8mins. approx.-
Minneapolis and St Paul - Eau Claire - Wisconsin Dells - Milwaukee (Self Drive)9 nights from $1,057*› - Flight into Minneapolis-Saint Paul and out of Milwaukee
- Rental Car for 10 days
- Hotel for 3 nights in Minneapolis
- Hotel for 2 nights in Eau Claire
- Hotel for 2 nights in Wisconsin Dells
- Hotel for 2 nights in Milwaukee
Driving Time
Minneapolis - Eau Claire: 1 hr. 35 mins. approx.
Eau Claire - Wisconsin Dells: 2 hrs. approx.
Wisconsin Dells - Milwaukee: 1 hr. 50 mins. approx.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
USA Customer Reviews
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Overall, my experience, the trip masters was good, but but I had a problem you couldn’t help. The reason I say this is that we had a problem with a ho ...Traveled on:9/24/2026
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The hotel in Washington DC was very small and the bathroom offered little space and privacy. However, the hotel was eccentric and had fun decorations. ...Traveled on:8/24/2026
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You guys are great! Keep being awesome ...Traveled on:6/12/2026
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It was an excellent trip ...Traveled on:6/5/2026
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I liked the car rental, hotels, flights, and locations. It was quite an adventure! It would have been nice to know of the one-way car rental fee more ...Traveled on:3/29/2026
