Madison Holiday Packages

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Holidays To Madison

Madison, Wisconsin, is a combination college town and political hub, with nearly 30,000 students and probably just as many aides and lobbyists.

Thanks to this unique dynamic, you can find everything from dive bars and late-night diners to break-the-bank steakhouses and snazzy piano bars. In short, Madison packages have something for everyone!

Things to Do in Madison

Madison holidays can have you rubbing elbows with America’s royalty: politicians. The Capitol Building, in between Lake Mendota and Lake Monona on the isthmus, is full of surprises. It’s made from 43 types of stone from six different countries, and the dome is the only one made of granite in the U.S. Pro Tip: Real fossils are embedded in the marble throughout the building. Make your own scavenger hunt and see if you can find the starfish, coral, gastropod and more.

Your Madison holiday is jam-packed with activities in every season. With four major lakes, there’s plenty of aquatic fun. Rent a boat on Lake Mendota, the largest, and enjoy fishing, water skiing and more or take it slow with kayaking and windsurfing. In the winter, there’s ice skating, ice fishing, ice hockey…well, you get the idea. Outdoorsy Madisonites aren’t about to stay inside, and neither should you!

Shopping, Dining & Nightlife

It’s a good thing our Madison deals leave you with plenty of cash, because you have some serious shopping to do. Start off on Monroe Street, which runs southwest from the University of Wisconsin–Madison (UW). This 2 km stretch is filled with specialty shops (you know you have to buy some Wisconsin cheese), boutiques and art that’s sure to impress your mother-in-law. More of an upscale shopper? State Street Pedestrian Mall is your new playground.

Keep the swanky vibe going with dinner near the Capitol Building, where you’ll find farm-to-fork fine dining and Italian ristorantes that will knock your fedora off. For cheap eats, go Badger—the UW Badgers, that is. On Regent Street, south of campus, diners and delis reign supreme. Madison has great deep-dish pizza too, thanks to its super-fresh cheese but if you’ve got a layover in the “Windy City”, definitely check out Wotif’s Chicago packages and chow down in the place where it all began.

Wherever you make your home away from home with Madison holiday packages, it’s the right place for live music—in this college town, it’s everywhere. Walk around the Capitol neighbourhood and you’ll hear eclectic tunes from jazz to polka and duelling pianos through the doorways. Prefer your music with a ticket? Catch a performance of the Madison Symphony Orchestra or a concert at the Orpheum Theatre. Near UW, you’re in the zone for sports bars and hopping night clubs.

What’s Next?

Cheese curds, kringles and chicken booyah are next, if you know what’s good for you. (Trust us, all those things are delicious.) Mix and match your airfares and accommodation with Wotif’s incredible deals, then add on one of our Madison car hire options to really motor around. You’ll have more time for the finer things in life: beer, food and dancing the night away.

Top Madison hotels

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is NZ$242 per night from 24 May to 25 May
NZ$242
24 May - 25 May
includes taxes & fees
Stay at this luxury hotel in Madison. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the breakfast and the pool in their ...
Quiet & comfortable spot in Madison

Reviewed on 9 May 2026

Opens in a new windowThe Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is NZ$189 per night from 17 May to 18 May
NZ$189
17 May - 18 May
includes taxes & fees
Stay at this business-friendly hotel in Madison. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
I arrived after midnight and they lock doors after a certain hour do very safe. They buzzed me in and got my room quickly. It was quiet and clean

Reviewed on 12 May 2026

Opens in a new windowDoubleTree by Hilton Madison East
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is NZ$155 per night from 18 May to 19 May
NZ$155
18 May - 19 May
includes taxes & fees
Stay at this business-friendly hotel in Madison. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Yes.

Reviewed on 11 May 2026

Opens in a new windowTru by Hilton Madison West, WI
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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.

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