Search Deals onMiddleton Vacation Packages
Middleton Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Madison
Price was $529, price is now $498 per person
$498
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
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. Popular attractions Alliant Energy Center and East Towne Mall are located nearby.
Good deal overall.
Would recommend if on a tight budget.
Reviewed on Nov 10, 2026
The Edgewater
Price was $699, price is now $635 per person
$635
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) 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 Camp Randall Stadium and Alliant Energy Center are located nearby.
The Madison Concourse Hotel and Governor's Club
Price was $626, price is now $580 per person
$580
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
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 in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Hyatt Place Madison / Verona
Price was $603, price is now $562 per person
$562
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
Book a stay at this business-friendly hotel in Verona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wisconsin Brewing Company and Verona Ice Arena are located nearby.
Best Western Premier Park Hotel
Price was $623, price is now $583 per person
$583
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Hyatt Place Madison Downtown
Price was $628, price is now $591 per person
$591
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
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 helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Great property with parking attached. Staff was friendly and helpful.
Reviewed on Nov 9, 2026
Hilton Madison Monona Terrace
Price was $797, price is now $750 per person
$750
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Camp Randall Stadium and Alliant Energy Center are located nearby.
Courtyard by Marriott Madison East
Price was $600, price is now $568 per person
$568
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
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 property condition in our reviews. Popular attractions East Towne Mall and Olbrich Botanical Gardens are located nearby.
Middleton Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Middleton Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Jan 4 - Sat, Jan 16
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$224 Roundtrip, found 2 hours ago
$224
Roundtrip
found 2 hours ago
Tue, Dec 15 - Sun, Dec 20
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$265 Roundtrip, found 5 hours ago
$265
Roundtrip
found 5 hours ago
Sat, Nov 14 - Tue, Nov 17
BOS
Logan Intl.
MSN
Dane County Regional
$308 Roundtrip, found 1 hour ago
$308
Roundtrip
found 1 hour ago
Fri, Dec 11 - Sat, Jan 16
SEA
Seattle - Tacoma Intl.
MSN
Dane County Regional
$332 Roundtrip, found 7 hours ago
$332
Roundtrip
found 7 hours ago
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