Southern Wisconsin Vacation Packages 2025/2026 from $560

Southern Wisconsin flight + hotel vacation packages

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

Amber's Inn & Suites

$560

per person

Oct 28 - Oct 31

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Madison (MSN)

This motel features a seasonal outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Christmas Mountain Campground

$651

per person

Oct 28 - Oct 31

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Madison (MSN)

This resort features a golf course, ski-in/ski-out access, and a restaurant. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, waterslide, and playground.

Bluegreen Odyssey Dells

$626

per person

Oct 28 - Oct 31

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Madison (MSN)

Free water park access and a gym are featured at this smoke-free condo. Families will appreciate the waterslide and onsite laundry facilities. The front desk is staffed around-the-clock and concierge services are on offer.

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

$670

per person

Oct 28 - Oct 31

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Madison (MSN)

A golf course and an indoor pool are featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.

AmericInn by Wyndham Wisconsin Dells

$593

per person

Oct 28 - Oct 31

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Madison (MSN)

A water park, 3 indoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Bring the family and enjoy the lazy river, children's pool, and waterslide. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Top Southern 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

$139 nightly

$161 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. 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 coffee shop are also provided.

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr, Madison, WI

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$83 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road, Wisconsin Dells, WI

Free Cancellation

Reserve now, pay when you stay

$55 nightly

$62 total

Sep 24 - Sep 25

Total with taxes and fees

Free water park access and a lazy river are featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and playground. There's a restaurant and a bar/lounge for dining and drinks, and also a seasonal outdoor pool on site.

The VUE Boutique Hotel & Boathouse

1015 River Rd, Wisconsin Dells, WI

$65 nightly

$73 total

Oct 5 - Oct 6

Total with taxes and fees

A marina and an indoor pool are featured at this smoke-free hotel. Enjoy a day at the beach water skiing, or relax with sun loungers. Enjoy a meal from the restaurant and perks like free WiFi.

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way, Lake Geneva, WI

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$199 total

Oct 22 - Oct 23

Total with taxes and fees

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.

Natura Treescape Resort

400 County Road A, Wisconsin Dells, WI

$64 nightly

$72 total

Sep 27 - Sep 28

Total with taxes and fees

A private beach, 2 indoor pools, and 2 hot tubs are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the seasonal outdoor pool and perks like free WiFi.

Don't see what you're looking for?

See all available properties in Southern Wisconsin

View all properties

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

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.

Mt. Olympus Water and Theme Park

Enjoy the rides and games at Mt. Olympus Water and Theme Park and see why this is a favorite amusement park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.

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.

Frequently asked questions

How much are vacation packages to Southern Wisconsin?

Prepare to be pleasantly surprised — you can recharge your batteries in Southern Wisconsin for just $560. Allow Travelocity to save you time and money with our excellent vacation packages. With flights, hotels and tours all ready to go, why wait any longer?

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

With at least 400 airlines and 1,000,000 properties all over the world, it's hard to go past Travelocity. Make the most of our comprehensive range and create your dream Southern Wisconsin package deal. Isn't it great when trip planning is that easy?

Why should I book my Southern Wisconsin vacation bundle via Travelocity?

We have experiences and destinations for every type of traveler, top-quality service and 24/7 support. In addition to that, we'll match any cheaper price you discover with our Price Match Guarantee.

Can I save money on my Southern Wisconsin car rental if I combine it with my hotel or flight?

Combining your bookings into a Southern Wisconsin vacation package will leave you with some serious savings. Bundle a flight and car; a flight, hotel and car; or a car and hotel. There's no better way to discover the greater Southern Wisconsin area than with your own rental car. You can also add tours and experiences to your Travelocity package.

Which airport is best for Southern Wisconsin?

The top airports for Southern Wisconsin are General Mitchell Intl. Airport (MKE) and Dane County Regional Airport (MSN).

What is there to do in Southern Wisconsin?

Southern Wisconsin boasts hidden gems around every turn, however ensure you get to Gardens of the Fox Cities and American Family Field while you're here. These attractions are a must-see.