Canterburg Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Canterburg

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 20 Jul to 21 Jul
S$161
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (2,078 reviews)
"Walk in shower convenient. The pillows are uncomfortable, lumpy."

Reviewed on 10 Jul, 2025

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 20 Jul to 21 Jul
S$96
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (1,099 reviews)
"Staff friendly and helpful.. room was clean and bed very comfortable."

Reviewed on 9 Jul, 2025

Travelodge by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is S$128 per night from 27 Jul to 28 Jul
S$128
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Staff was courteous and helpful."

Reviewed on 9 Jul, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 390 properties in Canterburg
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.

Popular places to visit

Valerie Hill Winery

You can enjoy a tasting or tour at Valerie Hill Winery during your travels to Stephens City. While you're here, you can savour the top-notch restaurants.

Valerie Hill Winery

Appleland Sports Center

You can take time to visit Appleland Sports Center during your travels to Stephens City. While you're here, you can savour the top-notch restaurants.

Appleland Sports Center

Frequently asked questions

How much does a Canterburg holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Canterburg costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Canterburg?
January, February and November are great times to search for cheap Canterburg holiday packages. Choosing to travel in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Canterburg?
Usually, a handful of days is enough to tick off the main sights during your Canterburg holiday. But if you prefer to have more time to rest or take day trips, consider extending your trip.
How to find the best Canterburg package deals?
Landing a cheap Canterburg package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Canterburg package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Canterburg holiday as a package?
You can enjoy significant savings on your next Canterburg break by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to view the best flight 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 land a better deal.
When to book a holiday package to Canterburg?
If you're considering a spontaneous Canterburg holiday, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Canterburg?

  1. Pick your travel dates: What you want to do in Canterburg and your preferred season can help you decide when to travel.
  2. Set your budget: Consider costs like flights, meals and transportation when working out how much to put aside for your trip to Canterburg. Then, pick a hotel that matches your budget, whether that's an economical option or a more luxurious retreat.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Canterburg. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your accommodation and airfare: After you've nailed down your travel dates and duration, book the perfect Canterburg 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.