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.
The Edgewater
Downtown Madison
Save 100% on your flight
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Midland (MAF) to Madison (MSN)
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.
AmericInn by Wyndham Columbus Wisconsin
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Midland (MAF) 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. Guests will appreciate freebies like full breakfast and free self parking.
Hilton Garden Inn Madison Sun Prairie
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Midland (MAF) to Madison (MSN)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
Evansville inn and suites
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Midland (MAF) to Madison (MSN)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Laundry facilities are provided for your convenience.
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
$61 nightly
The price is $65 total per night
$65 total
Jun 2 - Jun 3
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
Jun 1 - Jun 2
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
DoubleTree by Hilton Madison East
4402 E Washington Ave, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $136 total per night
$136 total
Jun 1 - Jun 2
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 and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Best Western Plus InnTowner Madison
2424 University Avenue, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $162 total per night
$162 total
May 31 - Jun 1
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and free self parking. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $71 total per night
$71 total
Jun 15 - Jun 16
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
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
Jun 1 - Jun 2
Total includes 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
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.
Monona Terrace Community and Convention Center
4.5/5(164 reviews)
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.
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.
Photos of local treasures
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