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Madison Vacation Packages

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Madison Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
Price was $562, price is now $521 per person
$521
per person
Dec 30 - Jan 1
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Very odd room, it didn't have a window to the outside. The one window in the room was next to the bed, but when you opened the curtains it over looked a hallway and workout facility. So never wanted to leave the curtains open because people could see me, which was especially awkward at night and in the morning, but just weird all around. And it was a really expensive room as well.

Reviewed on Oct 22, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was $795, price is now $657 per person
$657
per person
Jan 2 - Jan 5
found 1 hour ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park 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 $623, price is now $539 per person
$539
per person
Dec 30 - Jan 1
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this 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.

All Star Inn & Suites

All Star Inn & Suites

2 out of 5
Price was $1,962, price is now $1,700 per person
$1,700
per person
Jan 2 - Jan 5
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this family-friendly motel in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
Wonderful stay! Clean, cozy, and well taken care of.

Reviewed on Oct 20, 2026

The Edgewater

The Edgewater

4.5 out of 5
Price was $939, price is now $863 per person
$863
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Madison (MSN)
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.

Club Wyndham Tamarack

Club Wyndham Tamarack

3.5 out of 5
Price was $742, price is now $690 per person
$690
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Madison (MSN)
Stay at this hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Kalahari Indoor Waterpark and Noah's Ark Waterpark are located nearby.
Great

Reviewed on Sep 21, 2026

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
Price was $721, price is now $671 per person
$671
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Madison (MSN)
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Pleasant View Golf Course are located nearby.
It’s very clean and well served breakfast at our stay thanks and we will for sure come again.

Reviewed on Oct 20, 2026

Edge-O-Dells Resort - 21 and Older

Edge-O-Dells Resort - 21 and Older

2.5 out of 5
Price was $615, price is now $577 per person
$577
per person
Jan 2 - Jan 5
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Stay at this holiday park in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chula Vista Waterparks and Mt. Olympus Water and Theme Park are located nearby.

Madison Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 $719, price is now $622 per person
$622
per person
Jan 2 - Jan 5
found 1 hour ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was $795, price is now $657 per person
$657
per person
Jan 2 - Jan 5
found 1 hour ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
All Star Inn & Suites

All Star Inn & Suites

2 out of 5
Price was $1,962, price is now $1,700 per person
$1,700
per person
Jan 2 - Jan 5
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $939, price is now $863 per person
$863
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Madison (MSN)

Madison Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Madison East

Courtyard by Marriott Madison East

3 out of 5
Price was $732, price is now $621 per person
$621
per person
Jan 1 - Jan 6
found 5 hours ago
Roundtrip flight included
Denver (DEN) 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 $819, price is now $643 per person
$643
per person
Jan 1 - Jan 6
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was $785, price is now $643 per person
$643
per person
Jan 1 - Jan 6
found 5 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)

Top Flight Deals

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

Bargain Flight
Wed, Nov 11 - Sat, Nov 14
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$231 Roundtrip, found 9 hours ago
$231
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Wed, Nov 11 from Minneapolis - St. Paul Intl. to Dane County Regional, returning Sat, Nov 14, priced at $231 found 9 hours ago
Bargain Flight
Sat, Nov 14 - Tue, Nov 17
BOS
Logan Intl.
MSN
Dane County Regional
$300 Roundtrip, found 3 hours ago
$300
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Sat, Nov 14 from Logan Intl. to Dane County Regional, returning Tue, Nov 17, priced at $300 found 3 hours ago
Bargain Flight
Wed, Oct 28 - Sun, Nov 1
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$305 Roundtrip, found 11 hours ago
$305
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Wed, Oct 28 from Ronald Reagan Washington National to Dane County Regional, returning Sun, Nov 1, priced at $305 found 11 hours ago
Bargain Flight
Fri, Oct 30 - Fri, Nov 13
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$309 Roundtrip, found 2 hours ago
$309
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Fri, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Fri, Nov 13, priced at $309 found 2 hours ago