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

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 2 Jul to 3 Jul
S$96
2 Jul - 3 Jul
includes taxes & fees
8.2/10 Very Good! (1,110 reviews)
No frills, but clean
"The hotel room was clean no frills, the floor was wet when we got in there. It was a dark brown linoleum. I don’t know why it was wet. Room is acceptable just as stated no-frills."

Reviewed on 28 Jun, 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$133 per night from 13 Jul to 14 Jul
S$133
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Service at reception and in dining room was great, as was the food. I thought the hotel was brand new and found out it was 16 years old. It was also very quiet and the bed had a comfortable mattress. Tina’s service in the dining room was outstanding despite her being alone. She deserves a raise!"

Reviewed on 26 Jun, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
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$144 per night from 6 Jul to 7 Jul
S$144
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (2,067 reviews)
"Easy to get to, quiet, kind staff, clean rooms, great for a quick stop."

Reviewed on 25 Jun, 2025

La Quinta Inn & Suites by Wyndham Winchester
See all 392 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.

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.

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

* 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.