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.
AmericInn by Wyndham Janesville

AmericInn by Wyndham Janesville

2.5 out of 5
Price was CA $639, price is now CA $584 per person
CA $584
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Madison (MSN)
8/10 Very Good! (1,029 reviews)
Stains on carpet in the room. Worn carpet in the hallway. Just one bar of soap in the room...so I had to move it from the sink to the tub.

Reviewed on Sep. 8, 2025

1810 Emerson House Bed & Breakfast - Adults Only

1810 Emerson House Bed & Breakfast - Adults Only

3.5 out of 5
Price was CA $965, price is now CA $901 per person
CA $901
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Madison (MSN)
9.6/10 Exceptional! (11 reviews)
The hosts were gracious and thorough with amenities. The property was lovely and comfortable. The food was delicious.

Reviewed on Jul. 11, 2024

Microtel Inn by Wyndham Janesville

Microtel Inn by Wyndham Janesville

2 out of 5
Price was CA $595, price is now CA $586 per person
CA $586
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Madison (MSN)
8.2/10 Very Good! (1,006 reviews)
Breakfast was okay, housekeeping did not clean our room for 2 of the days we were there. We had to ask for towels and empty our garbage.

Reviewed on Aug. 17, 2025

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

2 out of 5
Price was CA $597, price is now CA $589 per person
CA $589
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Madison (MSN)
8.8/10 Excellent! (763 reviews)
It was just an overnight stop for us, so it provided bed, shower, breakfast. Breakfast was OK, but has improved from our last Super 8 stay. Room was comfortable, but small with all the furniture in it. Toilet seat was loose, which I reported to the front desk. Few things out of order...ATM and jets on the hot tub.....makes it look like poor maintenance.

Reviewed on Sep. 4, 2025

AmericInn by Wyndham Beloit

AmericInn by Wyndham Beloit

2 out of 5
Price was CA $597, price is now CA $590 per person
CA $590
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Madison (MSN)
8.4/10 Very Good! (78 reviews)
This was a super 8 until 3 months ago. They painted and updated the carpeting and raised the prices but everything else is the same- outdated and cracked tub and sink, old furniture. The staff at check in was so friendly but over all it’s overpriced.

Reviewed on Aug. 24, 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
The price is CA $173 per night from Sep 14 to Sep 15
CA $173
CA $200 total
Sep 14 - Sep 15
includes taxes & fees
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
The price is CA $218 per night from Sep 28 to Sep 29
CA $218
CA $252 total
Sep 28 - Sep 29
includes taxes & fees
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 Oct 5 to Oct 6
CA $142
CA $163 total
Oct 5 - Oct 6
includes taxes & fees
Best Western Premier Park Hotel
See all 366 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Downtown Madison vacation package cost?
Starting from an incredible CA $584, 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 $44
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.