Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham Janesville
Price was $618, price is now $527 per person
$527
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Madison (MSN)
Book a stay at this business-friendly hotel in Janesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Janesville Mall and Riverside Park are located nearby.
Graduate by Hilton Madison
Save 100% on your flight
Price was $1,799, price is now $1,224 per person
$1,224
per person
Oct 12 - Oct 19
found 2 days ago
Roundtrip non-stop flight included
Phoenix (PHX) 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 Capitol Square are located nearby.
The Edgewater
Save 100% on your flight
Price was $8,394, price is now $6,390 per person
$6,390
per person
Oct 12 - Oct 19
found 2 days ago
Roundtrip non-stop flight included
Phoenix (PHX) 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 Capitol Square and Kohl Center are located nearby.
Days Inn by Wyndham Madison NE/Windsor
Price was $715, price is now $588 per person
$588
per person
Oct 12 - Oct 19
found 2 days ago
Roundtrip non-stop flight included
Phoenix (PHX) to Madison (MSN)
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Towne Mall and Mousehouse Cheesehaus are located nearby.
Rust stains in the toilet bowl in the bathroom, Dirt spots on the carpet. The Mini fridge made a rattling noise when it was running. Very competitive price. We played Mini Golf on the property.
Reviewed on Jul 31, 2026
Country Inn & Suites by Radisson, Madison Southwest, WI
Price was $808, price is now $674 per person
$674
per person
Oct 12 - Oct 19
found 2 days ago
Roundtrip non-stop flight included
Phoenix (PHX) 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.
Nice quiet hotel in Fitchburg, WI with a unique restaurant next door called Quivys, with good food, Madison minutes away. The hotel is a little older but everything was nice and the pool and hot tub a nice ending to a long day. The beds were a bit firm for me and air conditioner a bit loud but it kept the room cool and I did get to sleep. Breakfast was a plus to get your day going, staff was very friendly and helpfull
Reviewed on Jul 27, 2026
Bluegreen Odyssey Dells
Price was $734, price is now $618 per person
$618
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Madison (MSN)
Book a stay at this family-friendly condo in Wisconsin Dells. Enjoy free water park access, a fitness center, and a 24-hour front desk. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Clean room. Easy check in. Great location.
Reviewed on Jul 28, 2026
Hampton Inn & Suites Madison / Downtown
Price was $1,525, price is now $1,297 per person
$1,297
per person
Oct 12 - Oct 19
found 2 days ago
Roundtrip non-stop flight included
Phoenix (PHX) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kohl Center and Capitol Square are located nearby.
Dellshire Resort
Price was $778, price is now $665 per person
$665
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windsor 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.
Sat, Oct 10 - Fri, Oct 23
DEN
Denver Intl.
MSN
Dane County Regional
$190 Roundtrip, found 6 days ago
$190
Roundtrip
found 6 days ago
Sat, Nov 14 - Mon, Nov 16
BOS
Logan Intl.
MSN
Dane County Regional
$260 Roundtrip, found 6 days ago
$260
Roundtrip
found 6 days ago
Fri, Sep 11 - Fri, Sep 11
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Thu, Aug 20 - Sun, Aug 23
LAX
Los Angeles Intl.
MSN
Dane County Regional
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Discover Other Travel Deals
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