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Windsor Vacation Packages

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Windsor Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
Price was $651, price is now $571 per person
$571
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and West Towne Mall are located nearby.
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Price was $1,920, price is now $1,498 per person
$1,498
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Stay at this 3.5-star luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
Price was $1,191, price is now $1,007 per person
$1,007
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Stay at this 4-star business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Towne Mall and Olbrich Botanical Gardens are located nearby.
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

2.5 out of 5
Price was $1,015, price is now $873 per person
$873
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Alliant Energy Center and Camp Randall Stadium are located nearby.
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Price was $1,094, price is now $943 per person
$943
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
Stay at this 4-star business-friendly hotel in Madison. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Price was $1,285, price is now $1,116 per person
$1,116
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
Stay at this 4-star business-friendly hotel in Madison. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Comfort Inn & Suites Madison East Interstate I-90

Comfort Inn & Suites Madison East Interstate I-90

2.5 out of 5
Price was $943, price is now $824 per person
$824
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Alliant Energy Center and Ho-Chunk Gaming Madison are located nearby.
Quality Inn Madison West Near University Area

Quality Inn Madison West Near University Area

2.5 out of 5
Price was $866, price is now $764 per person
$764
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.

Windsor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

2.5 out of 5
Price was $1,015, price is now $873 per person
$873
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $1,920, price is now $1,498 per person
$1,498
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
Price was $1,191, price is now $1,007 per person
$1,007
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was $1,094, price is now $943 per person
$943
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)

Windsor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Madison

Days Inn & Suites by Wyndham Madison

2 out of 5
Price was $940, price is now $818 per person
$818
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Madison (MSN)
Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was $1,857, price is now $1,635 per person
$1,635
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Madison (MSN)
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
Price was $1,261, price is now $1,115 per person
$1,115
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Madison (MSN)
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $1,833, price is now $1,669 per person
$1,669
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Madison (MSN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Fri, Oct 31 - Mon, Nov 3
DEN
Denver Intl.
MSN
Dane County Regional
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Denver Intl. to Dane County Regional, returning Mon, Nov 3, priced at $182 found 3 days ago
Delta
Wed, Dec 3 - Sat, Dec 13
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 3 from Minneapolis - St. Paul Intl. to Dane County Regional, returning Sat, Dec 13, priced at $199 found 1 day ago
Bargain Flight
Tue, Oct 14 - Wed, Oct 15
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$225 Roundtrip, found 11 hours ago
$225
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Tue, Oct 14 from Ronald Reagan Washington National to Dane County Regional, returning Wed, Oct 15, priced at $225 found 11 hours ago
American Airlines
Wed, Dec 24 - Wed, Dec 31
LAS
Harry Reid Intl.
MSN
Dane County Regional
$229 Roundtrip, found 20 hours ago
$229
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Dec 24 from Harry Reid Intl. to Dane County Regional, returning Wed, Dec 31, priced at $229 found 20 hours ago