Canterburg Vacations from $327

Book a Hotel + Flight or Car together to unlock savings

Your Canterburg Vacation

Spend less time planning and more time having thrilling adventures with a Canterburg vacation package. The neighborhood of Old Town Winchester, which is good for cafes and history, will make a wonderful base for your city break. Make your trip to Canterburg even more fun and exciting by including some sightseeing. Valerie Hill Winery, Blue Ridge Shadows Golf Club and Appleland Sports Center are some of the top attractions worth exploring. Expedia will help you escape your routine. Tailor your vacation to Canterburg to suit your style of travel, whatever that may look like.

The Latest Canterburg vacation packages

Price found within the past 48 hours. Click for updated prices.
The River Inn

The River Inn

4 out of 5
Northwest
Save 100% on your flight
Price was $513, price is now $327 per person
$327
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,011 reviews)
I enjoyed the kitchen, the hospitality, the room was clean, big, the staff was very friendly and it really improved my time at Washington DC the hotel is also close to the national mall and it does have a nice restaurant downstairs in the lobby.

Reviewed on Jul 20, 2026

Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,655, price is now $1,005 per person
$1,005
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.6/10 Exceptional! (94 reviews)
Staff went out of their way to help in any way they could.

Reviewed on Jul 19, 2026

Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Save 100% on your flight
Price was $1,064, price is now $646 per person
$646
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,206 reviews)

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Save 100% on your flight
Price was $613, price is now $386 per person
$386
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,776 reviews)

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $618, price is now $390 per person
$390
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (2,971 reviews)
This is a historic hotel. The lobby area seems like it was recently renovated with a cafe and restaurant and plenty of seating. The rooms seem a little outdated. The bed was nice, and the room was fairly clean, however, our room had some patch work done, glue on the ceiling, caulking in the bathroom and shower seems like they were just covering up things. The shower is very small and they retrofitted a shower curtain in place of the old shower rod. AC worked well.

Reviewed on Jul 21, 2026

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Canterburg Hotel Deals

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
$86 nightly
The price is $95 total per night from Aug 2 to Aug 3
$95 total
Aug 2 - Aug 3
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway by IHG
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Jul 30 to Jul 31
$91 total
Jul 30 - Jul 31
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"Exceptionally clean and staff was more than polite and helpful breakfast always great"

Reviewed on Jul 20, 2026

TRU By Hilton Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
$122 nightly
The price is $138 total per night from Jul 30 to Jul 31
$138 total
Jul 30 - Jul 31
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
See all 411 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.

Find the Best Canterburg Vacation Packages

Canterburg Essential Information

Language
English
Currency
U.S dollars
Top Sights
Valerie Hill Winery and Appleland Sports Center

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Frequently asked questions

How much does a Canterburg vacation package cost?
Offering great value package deals from $327 on Expedia, you'll be thrilled with how little a vacation to Canterburg costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Canterburg?
If you're hoping to snag a cheap Canterburg vacation package, consider visiting in December, January and February. You'll generally find lower rates on hotels and airfares during these months — perfect for travelers wishing to save money.
How many days is enough for Canterburg?
Usually, a handful of days is enough to tick off the major sights during your Canterburg vacation. However, if you'd like to have some time to kick back or take day tours, think about extending your itinerary.
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 customize your search by "Amenities," "Property type," "Traveler 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 vacation as a package?
You can enjoy significant savings on your next Canterburg break by booking a tailored vacation 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 vacation package to Canterburg?
If you're considering a spontaneous Canterburg vacation, 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.
Does Expedia offer Book Now, Pay Later Canterburg vacation packages?
Your Canterburg break is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.