Southwest Wisconsin Holiday Deals

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Top Southwest Wisconsin holiday deals

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
Downtown Chicago
Price was AU$849, price is now AU$735 per person
AU$735
per person
28 Dec - 30 Dec
found 17 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
With a stay at Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel, you'll be centrally located in Chicago, steps from Pontiac Building and within a 5-minute walk of Old Colony Building.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$994, price is now AU$818 per person
AU$818
per person
28 Dec - 30 Dec
found 17 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
With a stay at Pendry Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 3 minutes by foot from Chicago Riverwalk.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was AU$959, price is now AU$821 per person
AU$821
per person
28 Dec - 30 Dec
found 17 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
With a stay at The Emily Hotel in Chicago (Downtown Chicago), you'll be within a 5-minute drive of United Center and Chicago Riverwalk.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was AU$868, price is now AU$748 per person
AU$748
per person
28 Dec - 30 Dec
found 17 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
With a stay at Arlo Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and Millennium Park.
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
Downtown Chicago
Price was AU$1,296, price is now AU$1,126 per person
AU$1,126
per person
28 Dec - 30 Dec
found 17 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
With a stay at Nobu Hotel Chicago in Chicago (Downtown Chicago), you'll be within a 5-minute drive of United Center and Chicago Riverwalk.

Top hotels for your Southwest Wisconsin holiday

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
With a stay at The Madison Concourse Hotel and Governor's Club, you'll be centrally located in Madison, within a 5-minute drive of University of Wisconsin-Madison ...
I have stayed at this hotel 4 times now. It is really nice…clean, quiet, and w good accessibility to the UW campus by foot. Also there is a Starbucks attached! My only recommendation would be to somehow allow streaming from your personal devices onto the TVs in the rooms as there are limited channel ...

Reviewed on 26 Oct 2025

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Opens in a new windowThe Madison Concourse Hotel and Governor's Club
Aloha Beach Resort

Aloha Beach Resort

2.5 out of 5
1370 E Hiawatha Dr, Wisconsin Dells, WI
With a stay at Aloha Beach Resort in Wisconsin Dells (Lake Delton), you'll be within a 5-minute drive of Mt. Olympus Water and Theme Park and Noah's Ark ...
The view was wonderful,. The room had to many ladybugs and flies in it😔

Reviewed on 25 Oct 2025

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Opens in a new windowAloha Beach Resort
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$124 per night from 10 Nov to 11 Nov
AU$124
10 Nov - 11 Nov
includes taxes & fees
With a stay at Baymont by Wyndham Madison West/Middleton WI West in Madison (Junction Ridge), you'll be within a 15-minute drive of University of Wisconsin-Madison ...
My room was clean and comfortable.

Reviewed on 28 Oct 2025

Opens in a new windowBaymont by Wyndham Madison West/Middleton WI West
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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

University of Wisconsin-Madison

University of Wisconsin-Madison

4/5(1 review)

Enjoy the student vibe around University of Wisconsin-Madison, a top university in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Madison
Mt. Olympus Water and Theme Park

Mt. Olympus Water and Theme Park

Have a fun-filled day at Mt. Olympus Water and Theme Park and see why people love this theme park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.

Mt. Olympus Water and Theme Park
Devil's Lake

Devil's Lake

Commune with nature and explore the great outdoors at Devil's Lake during your travels in Baraboo. Discover the entertainment venues in this family-friendly area or seek out its hiking trails.

Devil's Lake

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.