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.
Comfort Suites Madison West - Middleton
Save 100% on your flight
per person
Oct 1 - Oct 6
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
This hotel features an indoor pool and a hot tub. Families will appreciate the arcade/game room and onsite laundry facilities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free area shuttle.
Graduate by Hilton Madison
Downtown Madison
Save 100% on your flight
per person
Oct 1 - Oct 6
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
AmericInn by Wyndham Madison South
Monona
per person
Oct 1 - Oct 6
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like full breakfast and free self parking.
Hampton Inn & Suites Madison-West
per person
Oct 1 - Oct 6
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 hot tub and free perks like buffet breakfast and free self parking.
Hotel Indigo Madison Downtown by IHG
Marquette
per person
Oct 1 - Oct 6
found 6 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a terrace, and a snack bar/deli are also offered.
Top Windsor hotels deals
Days Inn by Wyndham Madison NE/Windsor
6311 Rostad Dr, I-90/94 and Hwy 19, Windsor, WI
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $68 total per night
$68 total
Aug 24 - Aug 25
Total includes 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
Aug 31 - Sep 1
Total includes 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
AmericInn by Wyndham Madison West
516 Grand Canyon Dr, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $94 total per night
$94 total
Aug 31 - Sep 1
Total includes taxes and fees
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 hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $79 total per night
$79 total
Sep 1 - Sep 2
Total includes 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
Baymont Inn & Suites by Wyndham Madison
2810 Coho Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $68 total per night
$68 total
Sep 15 - Sep 16
Total includes taxes and fees
This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Breakfast included
Motel 6 Madison, WI - East
4202 E Towne Blvd, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $69 total per night
$69 total
Aug 31 - Sep 1
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on offer.
Pet friendly
Parking included
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.
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.
Monona Terrace Community and Convention Center
Learn about the events happening at Monona Terrace Community and Convention Center during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Frequently asked questions
Photos of local treasures
Browse Windsor vacation photos for more inspiration
