Waterloo Vacations from $582

Book a Hotel + Flight or Car together to unlock savings

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.
1810 Emerson House Bed & Breakfast - Adults Only

1810 Emerson House Bed & Breakfast - Adults Only

3.5 out of 5
Price was $660, price is now $582 per person
$582
per person
Aug 3 - Aug 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Madison (MSN)
9.6/10 Exceptional! (13 reviews)
Simply the BEST stay! Tony and Beth are the kindest hosts! The space is cozy and intimate; perfect for special occasions. My husband and I have had the privilege of staying here 3 times, and this will always be one of our favorite spots for a getaway! We highly recommend this gem!

Reviewed on Mar 22, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was $964, price is now $821 per person
$821
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
9/10 Wonderful! (81 reviews)
The property and staff were wonderful however the pools are very small for the hotel size.

Reviewed on Jul 2, 2026

Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
Price was $771, price is now $679 per person
$679
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9/10 Wonderful! (1,001 reviews)
easy to find. checked in very quickly...lovely room...great bed...staff was wonderful. AND...a really good price!! MN

Reviewed on Jul 2, 2026

Embassy Suites By Hilton Madison Downtown

Embassy Suites By Hilton Madison Downtown

3.5 out of 5
Downtown Madison
Price was $912, price is now $811 per person
$811
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
New York (NYC) to Madison (MSN)
9.8/10 Exceptional! (645 reviews)
The hotel and room was super clean, beautiful, and comfortable. The staff was so helpful and friendly.

Reviewed on Jun 25, 2026

Best Western Ambassador Inn & Suites

Best Western Ambassador Inn & Suites

2.5 out of 5
Price was $908, price is now $809 per person
$809
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
8.6/10 Excellent! (1,004 reviews)
The property was clean the staff was so helpful. I had asked about a place to eat and the young lady at the front desk was knowledgeable about what was around.

Reviewed on Jul 1, 2026

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Stay near popular Waterloo attractions

Holzhueter Farm State Park

6.0/10 (1 review)
You can take time to visit Holzhueter Farm State Park during your travels to Waterloo.
See properties

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
$98 nightly
The price is $113 total per night from Jul 5 to Jul 6
$113 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,015 reviews)
"Very impressed with the cleanliness and overall room amenities. Plenty of outlets, drawers, space, comfy beds, large bathrooms, fridge, etc. Only thing missing is a microwave, but I feel most hotels are removing them from rooms now. Great location, as well. We will definitely stay here again if we ..."

Reviewed on Jun 29, 2026

DoubleTree by Hilton Madison East
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Jul 12 to Jul 13
$69 total
Jul 12 - Jul 13
Total with taxes and fees
6.6/10 (1,002 reviews)
"Very poor experience. The room had a bad smell and I found cockroaches. This is not hygienic, unacceptable, and not safe."

Reviewed on Jun 30, 2026

Motel 6 Madison, WI - East
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
$70 nightly
The price is $81 total per night from Jul 26 to Jul 27
$81 total
Jul 26 - Jul 27
Total with taxes and fees
8.2/10 Very Good! (1,421 reviews)
"Very friendly staff and clean room. My flight was delayed so I appreciated the flexibility with late check in as well."

Reviewed on Jul 2, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
See all 378 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 $582 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.