
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.

Polynesian Hotel & Suites Wisconsin Dells/Lake Delton
Price was $1,304, price is now $1,053 per person
$1,053
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Madison (MSN)
This hotel features an indoor pool and a lazy river. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. Staff at the 24-hour front desk can provide around-the-clock assistance.

Christmas Mountain Campground
Price was $1,667, price is now $1,323 per person
$1,323
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Madison (MSN)
This resort features a golf course, ski-in/ski-out access, and a restaurant. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, waterslide, and playground.

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort
Price was $1,667, price is now $1,360 per person
$1,360
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Madison (MSN)
A golf course and an indoor pool are featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.

Dells Park Motel
Downtown Wisconsin Dells
Price was $1,536, price is now $1,333 per person
$1,333
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Madison (MSN)
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden is also provided.

Super 8 by Wyndham Wisconsin Dells
Price was $1,298, price is now $1,143 per person
$1,143
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) 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 on-the-go breakfast and 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
$62 nightly
The price is $65 total per night
$65 total
Feb 8 - Feb 9
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
Feb 8 - Feb 9
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
$106 nightly
The price is $122 total per night
$122 total
Feb 8 - Feb 9
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

La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $87 total per night
$87 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.
Pool
Hot Tub

Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $58 total per night
$58 total
Feb 26 - Feb 27
Total with 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

Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $69 total per night
$69 total
Feb 11 - Feb 12
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
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(872 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(309 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.

Capitol Square
4.5/5(710 reviews)
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.
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Photos of local treasures
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