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Wisconsin flight + hotel vacation packages

The Willows Hotel

The Willows Hotel

3 out of 5
Lake View East
Price was $1,157, price is now $785 per person
per person
Jun 24 - Jun 26
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Business travelers can take advantage of the laundry service.
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
River North
Save 100% on your flightPrice was $1,200, price is now $902 per person
per person
Aug 12 - Aug 16
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 14 conference rooms, 24-hour business center, and valet parking. Enjoy the a rooftop terrace and perks like free WiFi.
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
The Loop
Price was $940, price is now $738 per person
per person
Aug 4 - Aug 8
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the laundry service and valet parking. A restaurant, a 24-hour front desk, and concierge services are also provided.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Lakeshore East
Price was $1,156, price is now $917 per person
per person
Jul 1 - Jul 4
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
The LaSalle Chicago, Autograph Collection

The LaSalle Chicago, Autograph Collection

4 out of 5
Theatre District
Save 100% on your flightPrice was $2,038, price is now $1,634 per person
per person
Jul 12 - Jul 19
Roundtrip flight included
New York (NYC) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 6 conference rooms, free WiFi in public areas, and valet parking. Self parking, a lobby fireplace, and express check-in are also offered.

Top Wisconsin hotels deals

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI, 53147
The price is $169 per night
This smoke-free aparthotel features a golf course, free water park access, and a full-service spa. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, children's pool, and kid-friendly dining.
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI, 53965
Free Cancellation
Reserve now, pay when you stay
The price is $30 per night
Free water park access and a restaurant are featured at this smoke-free resort. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street, Milwaukee, WI, 53233
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
This smoke-free hotel features a casino and 3 restaurants. Traveling on business? Take advantage of the 10 conference rooms and free valet parking. Free self parking, a coffee shop, and luggage storage are also offered.
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI, 53147
Free Cancellation
Reserve now, pay when you stay
The price is $115 per night
This hotel features an outdoor pool, an indoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

3 out of 5
1840 N 6th St, Milwaukee, WI, 53212
Free Cancellation
Reserve now, pay when you stay
The price is $69 per night
This hotel doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free area shuttle. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.
The VUE Boutique Hotel

The VUE Boutique Hotel

2.5 out of 5
1015 River Rd, Wisconsin Dells, WI, 53965
The price is $64 per night
This hotel features an indoor pool, a spa tub, and a restaurant. Enjoy a day at the beach water skiing, or relax with sun loungers. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
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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.

Popular places to visit in Wisconsin

Image for Milwaukee County Zoo

Milwaukee County Zoo

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Image for Milwaukee Art Museum

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum
Image for Harley-Davidson Museum

Harley-Davidson Museum

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum

Where to stay in Wisconsin: Best areas for travelers

  • Milwaukee: Put all your worries behind you at a comfortable hotel like The Pfister Hotel, the Marriott Milwaukee Downtown or the Hotel Metro. Then, roam around renowned sights like Milwaukee Art Museum.
  • Wisconsin Dells: If you're traveling with the little ones, this is a fantastic stop to add to your Wisconsin travel itinerary. Family-friendly sights here include Top Secret, Wizard Quest and Pirate's Cove Adventure Golf. Lost Temple, Knuckleheads Bowling and Family Entertainment Center and ADare Go Carts will also keep everyone on the hop. All that sightseeing will tire you out, so kick back and relax at the River Road Motel, the White Rose Motel or the Alpine Motel.
  • Madison: With famous sights such as Camp Randall Stadium to explore, Madison attracts visitors by the thousands. Like to find some great hotels in this destination? We'd suggest you start by taking a look at the Canterbury Inn, the Hampton Inn & Suites Madison / Downtown and the Graduate Madison.
  • Rhinelander: With so many unique things to see and do here, you'll have earned your rest by the time the sunlight has faded away. The Days Inn & Suites by Wyndham Rhinelander, the Quality Inn Rhinelander or the Rodeway Inn are some of the most comfortable places to unwind and recharge after exploring Nicolet National Forest and Lake of the Torches Casino. Be sure to check out Wildwood Wildlife Park and Nature Center, Three Lakes Center for the Arts, Minocqua Winter Park and Nordic Center and Eagle River Golf Course too.
  • Eau Claire: Do you like staying in the city center but also crave access to nature too? Some of the places you should stop by during your stay here are Wakanda Park and Lake Wissota State Park. If you're yearning for more time around nature, you won't want to miss Lake Menomin, Point Comfort Park, Hoffman Hills State Recreation Area and Stoddard Park either. All that sightseeing and darting around will tire you out, so get some shut-eye at someplace comfortable like The Lismore Hotel Eau Claire - a DoubleTree by Hilton Hotel, the Ramada Eau Claire Hotel and Conference Center or The Oxbow Hotel.