South Madison Vacation Packages 2026 from $247

South Madison flight + hotel vacation packages

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

Polynesian Hotel & Suites Wisconsin Dells/Lake Delton

$247

per person

Mar 6 - Mar 9

found 6 hours ago

Roundtrip flight included

Chicago (ORD) to Madison (MSN)

This hotel features an indoor pool and a lazy river. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. Staff at the 24-hour front desk can provide around-the-clock assistance.

Madison Marriott South

Save 100% on your flight

$565

per person

Mar 6 - Mar 9

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Madison (MSN)

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

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

$408

per person

Mar 6 - Mar 9

found 17 hours ago

Roundtrip flight included

Chicago (ORD) 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.

MainStay Suites Fitchburg - Madison

$283

per person

Mar 6 - Mar 9

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Madison (MSN)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

The Madison Concourse Hotel and Governor's Club

Downtown Madison

$406

per person

Mar 6 - Mar 9

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Madison (MSN)

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.

Top South Madison hotels deals

Wyndham Garden Madison Fitchburg

2969 Cahill Main Madison WI

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$88 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a grocery/convenience store are also on offer.

Pool

Hot Tub

Comfort Inn & Suites Madison East Interstate I-90

3510 Mill Pond Road Madison WI

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$93 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, conference center, and conference space. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

AmericInn by Wyndham Madison South

101 W Broadway Madison WI

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$89 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like full breakfast and free self parking.

Pool

Hot Tub

Baymont Inn & Suites by Wyndham Madison

2810 Coho Street Madison WI

Free Cancellation

Reserve now, pay when you stay

$54 nightly

$62 total

Jan 27 - Jan 28, 2026

Total with taxes and fees

This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.

Pool

Breakfast included

MainStay Suites Fitchburg - Madison

5421 Caddis Bnd Madison WI

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$85 total

Jan 27 - Jan 28, 2026

Total with taxes and fees

Pool

Breakfast included

Madison Marriott South

706 John Nolen Dr Madison WI

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$155 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Pool

Parking included

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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

Beautiful trees of al sorts..this one is Maple

University of Wisconsin-Madison Arboretum

4.5/5(49 reviews)

Enjoy an outing to University of Wisconsin-Madison Arboretum during your stay in Madison. Stroll along the lakeside or attend a sporting event in the area.

Alliant Energy Center

4.5/5(264 reviews)

Catch an event at Alliant Energy Center during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Ho-Chunk Gaming Madison

3.5/5(95 reviews)

Why not try your luck with a visit to Ho-Chunk Gaming Madison during your visit to Madison? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frequently asked questions

How much are vacation packages to South Madison?

Get ready to be pleasantly surprised — you could find yourself in South Madison for as little as $247. At Travelocity, we save you money and stress with our awesome vacation package deals. With flights, hotels and tours all ready to go, what are you waiting for?

Where can I get the best vacation package deals for South Madison?

Snapping up a great package deal to South Madison is a cinch with Travelocity. With around 400 airlines and 1,000,000 properties worldwide, you're flush with choice when selecting your hotels and flights.

Why should I purchase my South Madison vacation package with Travelocity?

Whether you're planning an epic vacation or a last-minute weekend escape, we have loads of amazing destinations to choose from at a great price. And on top of that, we offer customer support 24/7, high-quality service and a Price Match Guarantee. Save yourself the effort and time and book your dream vacation today.

Can I save on my South Madison car rental if I book it with my hotel or flight?

Sure can. And our South Madison vacation packages are the perfect way to do it. With only a few clicks you can save cash as well as time by combining your bookings. Collect the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Throw some tours or experiences into your package and make savings on those too.

Which airport is best for South Madison?

Your South Madison trip will likely start at Dane County Regional Airport (MSN) or Rockford, IL (RFD-Greater Rockford).

What is there to do in South Madison?

A diverse and lively destination, South Madison is home to some fantastic things to see and do. Lake Waubesa and Capital Springs State Recreation Area are a couple of the favorites.