Waterloo Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Waterloo Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Valued Stay Aloha
Carpenter Ridgeway
CA $951
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
7.6/10 Good! (370 reviews)
If you like a nice looking property and clean rooms don’t stay here. Also the managers wife is very rude and can not control her anger or frustration. They will also charge your card for random stuff. This was by far the worst hotel I’ve ever stayed at. It was disgusting and not worth it at all.
Reviewed on Aug 4, 2026
Graduate by Hilton Madison
Downtown Madison
CA $1,988
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,004 reviews)
Roxanne was wonderful, checking us in and getting us a room when our original booking wasn’t ready. I love the decor at the Graduate brands, reflecting local campus traditions, and this was no exception. Walkable to State Street with many dining and bar options. Would definitely stay here again!
Reviewed on Aug 7, 2026
AmericInn by Wyndham Madison South
Monona
CA $1,283
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9/10 Wonderful! (1,002 reviews)
Wonderful stay!
The pool and hot tub are super clean, always attentive front desk, and very quiet place with multiple restaurants within feet.
Reviewed on Aug 8, 2026
Courtyard by Marriott Madison West Middleton
CA $1,192
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.2/10 Wonderful! (1,002 reviews)
The bistro pricing posted on signage did not match the pricing in the menus. I was informed the menus needed to be updated but the lower pricing was not honoured.
Reviewed on Aug 1, 2026
Ready to book your vacation to Waterloo?
Waterloo Hotel Deals
DoubleTree by Hilton Madison East
4402 E Washington Ave Madison WI
CA $136
CA $157 total
Sep 6 - Sep 7
includes taxes & fees
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
Fully refundableReserve now, pay when you stay
CA $74
CA $85 total
Sep 3 - Sep 4
includes taxes & fees
La Quinta Inn & Suites by Wyndham Madison American Center
5217 E Terrace Dr Madison WI
CA $87
CA $100 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very good! (1,423 reviews)
"Older hotel barely maintained. Two of three nights, only part of our trash was removed from the room and beds were left unattended."
Reviewed on Aug 7, 2026
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.
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.
Frequently asked questions
How much does a Waterloo vacation package cost?
You can pick up a vacation package to this top destination from CA $951 on Expedia. However, how much your vacation to Waterloo costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Waterloo?
January, February and November are the best times to search for cheap Waterloo vacation packages. Opting to travel in less busy periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Waterloo?
The ideal length for your Waterloo vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to go to all the major sights and explore some hidden gems along the way.
How to find the best Waterloo package deals?
Finding a cheap Waterloo package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Waterloo package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Waterloo vacation as a package?
You can enjoy significant savings on your next Waterloo getaway by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Waterloo?
Score incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Waterloo trip.
How to plan a trip to Waterloo?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Waterloo.
- Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Waterloo.
- Determine how many days away: Start by listing all the attractions you'd like to experience in Waterloo. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Waterloo vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
