Downtown Madison Vacation Packages

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Top Holiday Package Deals in Downtown Madison

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 CA $1,318, price is now CA $1,231 per person
CA $1,231
per person
Nov 14 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.4/10 Exceptional! (2,992 reviews)
Great location. Convenient transportation from airport and around city. Very nice common areas. Room service for breakfast was timely and very good. I received no benefit for VIP access, even though upgrade to Governor's Club was available. Didn't seem 5 star if you were not part of Governor's Club. The rooms have very little toiletries. There is no water. They do not clean the hotel rooms unless you stay three nights.

Reviewed on Aug. 23, 2025

Madison Marriott South

Madison Marriott South

3.5 out of 5
Price was CA $1,504, price is now CA $1,361 per person
CA $1,361
per person
Nov 14 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (511 reviews)
Great location along the lake and trails

Reviewed on Aug. 10, 2025

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was CA $1,525, price is now CA $1,413 per person
CA $1,413
per person
Nov 14 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.2/10 Wonderful! (1,002 reviews)
Lightning in Bathroom was not very good

Reviewed on Aug. 19, 2025

Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was CA $1,367, price is now CA $1,268 per person
CA $1,268
per person
Nov 14 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
Clean facilities, friendly staff, quiet, great location.

Reviewed on Aug. 3, 2025

Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was CA $1,431, price is now CA $1,342 per person
CA $1,342
per person
Nov 14 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.6/10 Excellent! (1,002 reviews)
WiFi was terrible, very slow

Reviewed on Aug. 12, 2025

Where to stay in Downtown Madison

Find the best Downtown Madison areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Madison
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Monona

Situated on Lake Monona's southeastern shore, this Madison suburb boasts the historic Indian Mounds Park, a site on the National Register of Historic Places.

Find hotels in Monona

Downtown Madison Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 31 to Sep 1
CA $173
CA $200 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (2,997 reviews)
"The only complaint was the long wait for the elevators!"

Reviewed on Aug. 21, 2025

The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

4 out of 5
525 West Johnson Street, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Aug 31 to Sep 1
CA $199
CA $229 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Close to everthing, very walkable."

Reviewed on Aug. 18, 2025

DoubleTree by Hilton Madison Downtown
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
22 S Carroll Street, Madison, WI
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Sep 14 to Sep 15
CA $142
CA $163 total
Sep 14 - Sep 15
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Property was nice rooms were great biggest drawback. They only have one working elevator. The weekend held a few weddings so going up and down from your room or back to your room was treacherous. Besides that the staff was amazing valet staff was kind and quick"

Reviewed on Aug. 17, 2025

Best Western Premier Park Hotel
See all 364 properties in Downtown Madison
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.
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Frequently asked questions

How much does a Downtown Madison vacation package cost?
Starting from an incredible CA $1,231, you can custom build your Downtown Madison package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
How do I get a cheap travel package to Downtown Madison?
Just imagine all the wonderful things you could do in Downtown Madison with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Downtown Madison vacation package. You have plenty of choice when you book with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 hotels globally. Whether you're enjoying a break with the whole family or surprising your special someone, planning a getaway to Downtown Madison is better with a package.
How far in advance should I book my Downtown Madison vacation?
While not all air carriers advertise tickets early, you can normally look up international flights on Expedia up to 12 months in advance. This is the time you can nab some incredible deals. If you're booking at the last minute, you might still be in luck. Sometimes the lowest prices emerge only weeks prior to departure.
What does an Expedia Downtown Madison travel package include?
Hotels, rental cars and flights, or any combination of them — the choice is yours. Whether you're venturing to Downtown Madison on a family road trip or traveling with your friends, there's a package to match your budget and style. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Downtown Madison travel package?
Booking all the parts of your getaway together is a smart way to save. Combine your flights, car rentals and hotels into one little package. But you're not limited to hotels. Expedia has all kinds of properties, including vacation rentals like mountain cabins and city apartments. You've got loads of choices!
Can I choose my airline with a Downtown Madison Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to choose from across the world. With so many choices, finding the perfect carrier to whisk you away to Downtown Madison won't be difficult.
If I'm not able to travel, can I cancel my Downtown Madison vacation package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Downtown Madison vacation package at no cost if you've booked in the last 24 hours. For older bookings, you can still make changes, but your car rental company, airline or hotel may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Things to do

Haunted Madison Capitol Building on Madison Ghosts Haunted Walking Tour

Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

CA $36
per adult
Madison Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
Trolley Pub Public Tour

Trolley Pub Public Tour

CA $62
per adult
Trolley Pub Public Tour
The Original Madison Ghost Walk - State Street

The Original Madison Ghost Walk - State Street

CA $41
per adult
100% of travellers recommend
The Original Madison Ghost Walk - State Street
See all activities in Madison
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.