
Southwest Wisconsin Vacation Packages
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4.0-star property
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
8.6/10 Excellent! (1,009 reviews)
Jan 5 - Jan 10
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $569, price is now $337 per person
$337
per person
found 1 day ago
Roman everything was clean everything was made that was all and it was very
Reviewed on Nov 4, 2026

4.0-star property
The Emily Hotel
Downtown Chicago
9.2/10 Wonderful! (1,358 reviews)
Dec 24 - Dec 29
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $830, price is now $507 per person
$507
per person
found 1 day ago
Our stay at The Emily Hotel was outstanding! The entire property was well-maintained and the customer service provided by Leo and his team was excellent! We thoroughly enjoyed the offerings at Flora and were able to experience a Rooftop Cinema event! The hotel is conveniently located in walking distance to great restaurants and the L. I highly recommend The Emily Hotel and look forward to my stay during my next visit to Chicago!
Reviewed on Nov 4, 2026


4.0-star property
Level Chicago Fulton Market
Downtown Chicago
9.2/10 Wonderful! (591 reviews)
Jan 5 - Jan 10
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Price was $639, price is now $403 per person
$403
per person
found 1 day ago
If you are looking to stay in a condo type setting, this may be your spot. I checked in which you need to go through a process that takes 15 minutes, (do it before) and they automatically add a $25 per night fee for their gym and roof top. This was NOT published on Hotels.com or any other site. A total rip off as this is not a spa.
There was no housekeeping.
Checking in took 15 minutes in which there was little to no Wifi, so I had to go do this outside (crazy?). Do the check-in before you arrive!
There is no lobby, no where in the hotel to hang, no vibe. You are literally staying in a condo and have to exit the building and walk a few blocks to be anywhere. Maybe this is the new hotel experience, but for me, I still like some ammenities.
The room was fine
T
Reviewed on Nov 4, 2026
Top rated hotels for your Southwest Wisconsin vacation package

The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Free Cancellation
Reserve now, pay when you stay
41.95 mi from city center
$127 nightly
The price is $146 total per night
$146 total
Nov 9 - Nov 10
Total with taxes and fees
Guests of The Madison Concourse Hotel and Governor's Club have access to an indoor pool, a gym, and a sauna. If you drive, self parking is USD 20 per night, or you can take advantage of the free airport shuttle (available on request). Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

Natura Vue Resort & Boathouse
1015 River Rd Wisconsin Dells WI
18.07 mi from city center
$85 nightly
The price is $95 total per night
$95 total
Nov 5 - Nov 6
Total with taxes and fees
Guests of Natura Vue Resort & Boathouse enjoy a marina, an indoor pool, and a children's pool. Limited parking is available. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and concierge services. Other amenities at this beach hotel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
Free Cancellation
43.09 mi from city center
$44 nightly
The price is $51 total per night
$51 total
Nov 19 - Nov 20
Total with taxes and fees
Motel 6 Madison, WI - East features free WiFi in public areas, express check-in, and express check-out. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities and a vending machine.
Pet friendly
Parking included
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View all propertiesLowest 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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