Leopold Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Leopold Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Valued Stay Sun Prairie
Price was $637, price is now $516 per person
$516
per person
Apr 17 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Madison (MSN)
Stay at this hotel in Sun Prairie. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Sun Prairie Family Aquatic Center and Sun Prairie Historical Library and Museum are located nearby.
Graduate by Hilton Madison
Downtown Madison
Save 100% on your flight
Price was $1,671, price is now $1,180 per person
$1,180
per person
Apr 17 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kohl Center and Camp Randall Stadium are located nearby.
The Edgewater
Downtown Madison
Save 100% on your flight
Price was $9,766, price is now $7,550 per person
$7,550
per person
Apr 17 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Madison (MSN)
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kohl Center and Camp Randall Stadium are located nearby.
Valued Stay Aloha
Carpenter Ridgeway
Price was $756, price is now $594 per person
$594
per person
Apr 17 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Madison (MSN)
Stay at this motel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Kohl Center and Camp Randall Stadium are located nearby.
Hampton Inn & Suites Madison-West
Price was $936, price is now $743 per person
$743
per person
Apr 17 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and West Towne Mall are located nearby.
Hilton Madison Monona Terrace
Downtown Madison
Price was $1,183, price is now $945 per person
$945
per person
Apr 17 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kohl Center and Camp Randall Stadium are located nearby.
Top Hotel Deals
Baymont Inn & Suites by Wyndham Madison
2810 Coho Street Madison WI
0.14 km from Leopold
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
5.6 km from Leopold
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
16.21 km from Leopold
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
9.01 km from Leopold
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Moxy Madison Downtown
823 East Washington Ave Madison WI
6.6 km from Leopold
Stay at this hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Kohl Center and Camp Randall Stadium ...
Embassy Suites By Hilton Madison Downtown
231 S. Pinckney Street Madison WI
5.6 km from Leopold
Stay at this hotel in Madison. Enjoy free breakfast, free WiFi, and room service. Popular attractions Kohl Center and Camp Randall Stadium are located ...
DoubleTree by Hilton Madison Downtown
525 West Johnson Street Madison WI
4.91 km from Leopold
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
The Edgewater
1001 Wisconsin Place Madison WI
5.8 km from Leopold
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
13.8 km from Leopold
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
10.29 km from Leopold
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the breakfast and the ...
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
4.77 km from Leopold
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hyatt Place Madison Downtown
333 W Washington Ave Madison WI
5.11 km from Leopold
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Hampton Inn & Suites Madison-West
483 Commerce Dr Madison WI
9.16 km from Leopold
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Mar 25 - Sun, Apr 12
LAX
Los Angeles Intl.
MSN
Dane County Regional
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Wed, Apr 1 - Tue, Apr 21
DEN
Denver Intl.
MSN
Dane County Regional
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Wed, Apr 1 - Tue, Apr 21
DEN
Denver Intl.
MSN
Dane County Regional
$288 Roundtrip, found 3 days ago
$288
Roundtrip
found 3 days ago
Wed, Apr 1 - Tue, Apr 21
DEN
Denver Intl.
MSN
Dane County Regional
$314 Roundtrip, found 3 days ago
$314
Roundtrip
found 3 days ago
Wed, Mar 18 - Wed, Mar 25
SEA
Seattle - Tacoma Intl.
MSN
Dane County Regional
$449 Roundtrip, found 3 days ago
$449
Roundtrip
found 3 days ago