Deals on vacations and trips to Windsor
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Windsor flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Janesville
Price was $668, price is now $558 per person
$558
per person
Jul 9 - Jul 15
found 19 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Madison (MSN)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
1810 Emerson House Bed & Breakfast - Adults Only
Price was $1,164, price is now $967 per person
$967
per person
Jul 9 - Jul 15
found 19 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Madison (MSN)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and concierge services are also provided.
Dellshire Resort
Price was $1,162, price is now $1,037 per person
$1,037
per person
Jul 23 - Jul 26
found 11 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Madison (MSN)
This smoke-free hotel features 3 restaurants, 3 indoor pools, and a hot tub. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Hotel Goodwin
Price was $691, price is now $621 per person
$621
per person
Jul 24 - Jul 27
found 19 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Madison (MSN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking and dry cleaning are also offered on site.
Wingate by Wyndham Wisconsin Dells Waterpark
Price was $1,165, price is now $1,046 per person
$1,046
per person
Jul 23 - Jul 26
found 11 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Madison (MSN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Top Windsor hotels deals
Days Inn by Wyndham Madison NE/Windsor
6311 Rostad Dr Windsor WI
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $72 total per night
$72 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $161 total per night
$161 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Hot Tub
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $113 total per night
$113 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $75 total per night
$75 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Madison Marriott South
706 John Nolen Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $136 total per night
$136 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Parking included
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $92 total per night
$92 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Pet friendly
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
Enjoy the collegiate vibe around University of Wisconsin-Madison, a top college in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Camp Randall Stadium
Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Capitol Square
You can find out about the history of Madison with a visit to Capitol Square. Visit the area's shops, or simply enjoy its restaurants.
Frequently asked questions
Photos of local treasures
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