Deals on vacations and trips to Windsor
Save when you book Windsor package deals
Windsor flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
All Star Inn & Suites
Price was $793, price is now $657 per person
$657
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Madison (MSN)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. A seasonal outdoor pool and barbecue grills are also provided.
Madison Marriott South
Price was $1,215, price is now $977 per person
$977
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Madison (MSN)
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.
Fairfield Inn & Suites by Marriott Madison East
Price was $1,093, price is now $894 per person
$894
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Dellshire Resort
Price was $1,222, price is now $1,008 per person
$1,008
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Courtyard by Marriott Madison East
Price was $989, price is now $816 per person
$816
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Madison (MSN)
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 24-hour gym 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
May 25 - May 26
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.
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
May 24 - May 25
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.
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
May 24 - May 25
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
Tru by Hilton Madison West, WI
8102 Watts Rd. Madison WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $93 total per night
$93 total
May 31 - Jun 1
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.
The Edgewater
1001 Wisconsin Place Madison WI
Free Cancellation
Reserve now, pay when you stay
$221 nightly
The price is $255 total per night
$255 total
May 25 - May 26
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Unwind with a drink at one of the 4 bars/lounges and enjoy perks like a free area shuttle.
DoubleTree by Hilton Madison Downtown
525 West Johnson Street Madison WI
$130 nightly
The price is $150 total per night
$150 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a terrace are also offered.
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
4.5/5(895 reviews)
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
4.5/5(313 reviews)
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.
East Towne Mall
4/5(387 reviews)
You can find the perfect gifts to bring home at East Towne Mall during your stay in Madison. Savor the top-notch restaurants and lively bars while in town.
Frequently asked questions
Photos of local treasures
Browse Windsor vacation photos for more inspiration
