Waterloo Holidays

    deals illustration

    Better together

    Save up to S$134 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Waterloo

Hampton Inn by Hilton Gainesville-Haymarket
Hampton Inn by Hilton Gainesville-Haymarket
2.5 out of 5
7300 Atlas Walk Way, Gainesville, VA
Fully refundableReserve now, pay when you stay
The price is S$180 per night from 27 Jul to 28 Jul
S$180
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (906 reviews)
"Everything it good"

Reviewed on 6 Jul, 2025

Hampton Inn by Hilton Gainesville-Haymarket
Baymont by Wyndham Warrenton
Baymont by Wyndham Warrenton
2.5 out of 5
7379 Comfort Inn Drive, U.S. 29, Warrenton, VA
Fully refundableReserve now, pay when you stay
The price is S$95 per night from 20 Jul to 21 Jul
S$95
20 Jul - 21 Jul
includes taxes & fees
6.4/10 (1,001 reviews)
"The staff was excellent. The room was large but not updated. The faucet leaked. We were told Wyndham was planning on tearing it down and replacing the building."

Reviewed on 20 Jun, 2025

Baymont by Wyndham Warrenton
Baymont by Wyndham Culpeper
Baymont by Wyndham Culpeper
2.5 out of 5
791 Madison Road, Culpeper, VA
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 20 Jul to 21 Jul
S$142
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (995 reviews)
"great staff"

Reviewed on 9 Jul, 2025

Baymont by Wyndham Culpeper
See all 196 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.

What to do in Waterloo

Celebrate with a winery tour to some of Virginia's best wineries and vineyards by Spirited Tours.

Private Washington DC Virginia Winery Wine Tasting Tour -Spirited

S$326
per adult
Private Washington DC Virginia Winery Wine Tasting Tour -Spirited
You'll gain a solid knowledge of wine basics, pairing concepts, and tasting techniques, enabling you to explore and savor wines with a newfound expertise. Cheers to a voyage of flavor and discovery!

Wine Bootcamp - Led by our winemaker

S$77
per adult
Wine Bootcamp - Led by our winemaker
Discover the world of wine at Little Washington Winery! A relaxing drive just west of Warrenton. With our Foodie-U Wine School, you'll enjoy fun classes that add to your appreciation of food and wine.

Cheeseology Un-brie-lievable Wine Pairings and Cheesy Wisdom!

S$77
per adult
Cheeseology Un-brie-lievable Wine Pairings and Cheesy Wisdom!
See all activities in Waterloo

Frequently asked questions

How much does a Waterloo holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Waterloo costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Waterloo?
January, February and June are great times to search for cheap Waterloo holiday packages. Choosing to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Waterloo?
Usually, a handful of days is enough to explore the top attractions during your Waterloo holiday. However, if you'd like to have more time to kick back or go on day trips, think about extending your itinerary.
How to find the best Waterloo package deals?
Use Expedia's filter tool to help you find some of the best Waterloo package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Waterloo package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Waterloo holiday as a package?
You can enjoy significant savings on your Waterloo getaway by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Waterloo?
Score fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Waterloo break.
How to plan a trip to Waterloo?

  1. Choose your travel dates: The things you want to do in Waterloo and your preferred season will help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your accommodation will likely be the largest expense during your trip to Waterloo.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to experience in Waterloo. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the perfect Waterloo holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.