Southeast Wisconsin Vacation Packages 2025 from $392

Southeast Wisconsin flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Virgin Hotels Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A nightclub, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the a rooftop terrace, bar/lounge, and coffee shop.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A restaurant is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. There's a 24-hour gym on site, and a coffee shop and a snack bar/deli are also provided.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

La Banque Hotel

Save 100% on your flight

per person

Jun 25 - Jun 29

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Top Southeast Wisconsin hotels deals

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$130

includes taxes & fees

$110 per night

May 11 - May 12

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Pool

Hot Tub

The Pfister Hotel

424 E Wisconsin Ave, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$242

includes taxes & fees

$205 per night

May 26 - May 27

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.

Pool

Spa

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way, Lake Geneva, WI

Free Cancellation

Reserve now, pay when you stay

$160

includes taxes & fees

$143 per night

May 26 - May 27

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 lazy river, mini golf, and kid-friendly dining.

Pool

Hot Tub

Fairfield Inn & Suites by Marriott Milwaukee West

4229 W NATIONAL AVENUE, Milwaukee, WI

Free Cancellation

Reserve now, pay when you stay

$107

includes taxes & fees

$92 per night

May 11 - May 12

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a convenience store are also provided.

Breakfast included

Parking included

Crowne Plaza Milwaukee South by IHG

6401 S 13th Street, Milwaukee, WI

Free Cancellation

$93

includes taxes & fees

$79 per night

May 11 - May 12

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Pool

Hot Tub

Sonesta Select Milwaukee Brookfield

16865 W Bluemound Rd, Brookfield, WI

Free Cancellation

Reserve now, pay when you stay

$85

includes taxes & fees

$74 per night

May 11 - May 12

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a snack bar/deli are also offered.

Pool

Pet friendly

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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

Harley-Davidson Museum

4.5/5(337 reviews)

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.

Milwaukee County Zoo

4.5/5(217 reviews)

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

Lake Geneva Cruise Line

4.5/5(109 reviews)

Explore the waterfront of Lake Geneva Cruise Line and enjoy other activities such as boating in Lake Geneva. Stroll along the lakeside in this family-friendly area, or seek out the golf courses.

Frequently asked questions

How much are vacation packages to Southeast Wisconsin?

Starting at just $392, flight and hotel packages are a fabulous way to make your travel budget stretch further. Southeast Wisconsin, here you come!

Where can I get the best vacation package deals for Southeast Wisconsin?

With around 400 airline partners and 1,000,000 properties around the world, it’s hard to top Travelocity. Take advantage of our extensive range and score an incredible Southeast Wisconsin package deal. Isn’t it great when vacation planning is that easy?

Why should I purchase my Southeast Wisconsin vacation package via Travelocity?

From our 24/7 customer support to our range of exhilarating destinations, we are committed to giving you the vacation of a lifetime. All you need to do is click and book — our Price Match Guarantee will make sure you score the best deal.

Can I save money on my Southeast Wisconsin car rental if I bundle it with hotels and flights?

You certainly can with our Southeast Wisconsin vacation packages. With one of these, there are lots of ways to make your travel budget go further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to grow. With a rental car, all the popular sights in and around Southeast Wisconsin are a fun road trip away.

Which airport is best for Southeast Wisconsin?

Book an airfare to General Mitchell Intl. Airport (MKE) or Dane County Regional Airport (MSN). They are the main options for those traveling in and out of Southeast Wisconsin.

What is there to do in Southeast Wisconsin?

A vibrant and lively destination, Southeast Wisconsin offers some wonderful tourist attractions. American Family Field and Mitchell Park Horticultural Conservatory are two of the favorites.