Waterloo Vacations from $487

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Your Waterloo Vacation

When you book a Waterloo vacation package, you can relax and enjoy your adventure to the fullest. Discover the best things about this fascinating city knowing that all your travel needs have been organized before you go. Your trip to Waterloo wouldn't be complete without checking out some major attractions, like Holzhueter Farm State Park. Browse Expedia's extensive range of travel options and begin planning your ideal vacation to Waterloo now.

The Latest Waterloo vacation packages

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 $607, price is now $487 per person
$487
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
9.4/10 Exceptional! (3,531 reviews)
They treated us like royalty! When we checked in, Mathieu immediately upgraded our room and we had a bathtub big enough for four people. It was very luxurious and came with bath salts and fine soaps. Mathieu also sent us a bottle of champagne to the room for my husband’s birthday. It was lovely. The food and the governor’s club was world class! We will definitely be back.

Reviewed on Mar 10, 2026

Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Save 100% on your flight
Price was $1,786, price is now $1,390 per person
$1,390
per person
May 6 - May 9
found 6 hours ago
Roundtrip flight included
New York (LGA) to Madison (MSN)
9/10 Wonderful! (1,002 reviews)
Meh. I had much higher hopes for this property. It seems very outdated. No access to online streaming services. We had to watch cable television with endless commercial commercials. On the plus side, the lady that checked us in and the valet guy was very friendly. I also found the valet prices to be a bit steep.

Reviewed on Mar 8, 2026

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $790, price is now $669 per person
$669
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Madison (MSN)
9.2/10 Wonderful! (1,004 reviews)
Beautiful, luxury hotel right on the lake with breathtaking views and a world class spa. The rooms are large and loaded with luxurious touches.

Reviewed on Mar 7, 2026

Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

2.5 out of 5
Junction Ridge
Price was $791, price is now $673 per person
$673
per person
May 6 - May 9
found 6 hours ago
Roundtrip flight included
New York (LGA) to Madison (MSN)
8/10 Very Good! (475 reviews)
Staff was great. Rooms nice and spacious! Good location.

Reviewed on Mar 7, 2026

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Waterloo Hotel Deals

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Mar 15 to Mar 16
$122 total
Mar 15 - Mar 16
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Fabulous

Reviewed on Mar 9, 2026

DoubleTree by Hilton Madison East
Moxy Madison Downtown

Moxy Madison Downtown

3.5 out of 5
823 East Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $134 total per night from Mar 18 to Mar 19
$134 total
Mar 18 - Mar 19
Total with taxes and fees
9.2/10 Wonderful! (425 reviews)
Great

Reviewed on Mar 11, 2026

Moxy Madison Downtown
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $86 total per night from Mar 25 to Mar 26
$86 total
Mar 25 - Mar 26
Total with taxes and fees
8.2/10 Very Good! (1,432 reviews)
Great place to stay, just wish they would reopen the bar and have shuttle service. Great staff

Reviewed on Mar 11, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
See all 374 properties in Waterloo
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.

Find the Best Waterloo Vacation Packages

Waterloo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
3,300

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Frequently asked questions

How much does a Waterloo vacation package cost?
Offering great value package deals from $487 on Expedia, you'll be pleasantly surprised at how much a vacation to Waterloo costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Waterloo?
September, November and December are the best times to look for cheap Waterloo vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Waterloo?
The ideal duration of your Waterloo vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Waterloo package deals?
Use Expedia's handy filters to find some unbeatable Waterloo package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Waterloo package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Waterloo vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize your Waterloo escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Waterloo?
If you've got your Waterloo travel dates finalized, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Waterloo vacation packages?
Jet off on your perfect escape to Waterloo with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.