Berryville Vacation Packages

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Your Berryville Vacation

Let our vacation packages to Berryville inspire your next great escape. You'll find a whole lot to love about this captivating city, starting with the neighborhood of Old Town Winchester, which is good for cafes and history. A trip to Berryville is a wonderful opportunity to do a bit of sightseeing. Check out well-known attractions like Mackintosh Fruit Farm, Veramar Vineyard and Barns of Rose Hill. Stop dreaming and start doing. Check out the broad range of options on Expedia today and put your Berryville vacation plans into motion!

Ready to book your vacation to Berryville?

 

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Berryville Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Aug 17 to Aug 18
CA $120
CA $135 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"Great staff, good rates, breakfast included!"

Reviewed on Jul. 22, 2025

Quality Inn
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 CA $142 per night from Jul 27 to Jul 28
CA $142
CA $154 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (2,087 reviews)
"Rooms were clean. Everything was kept in working order. Very nice property"

Reviewed on Jul. 23, 2025

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Aug 24 to Aug 25
CA $112
CA $122 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,318 reviews)
DA BOMB
"IT WAS A VERY NICE HOTEL. GREAT LOCATION & LIKE BRAND NEW (OPEN 3YRS BUT NO WEAR & TEAR).)"

Reviewed on Jul. 21, 2025

Microtel Inn & Suites by Wyndham Winchester
See all 914 properties in Berryville
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Berryville vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation to Berryville costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Berryville?
Plan your getaway for the low season and you're likely to find cheap Berryville vacation packages. Remember that school vacation periods and major festivals and events can have an impact on prices, so do some research before you go.
How many days is enough for Berryville?
The ideal duration of your Berryville vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to visit all the top sights and discover some hidden gems along the way.
Is it worth booking a vacation package to Berryville?
From attractions such as The Fire House Gallery and Barns of Rose Hill to its excellent history, a Berryville vacation delivers big on experiences. With so much to see and do, it's time to find out for yourself why Berryville is such a good vacation destination.
How to find the best Berryville package deals?
Bagging a cheap Berryville package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Berryville package deals. Want a simple trick to score even more 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 Berryville vacation as a package?
You can enjoy significant savings on your Berryville escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a neat 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 Berryville?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Berryville adventure.
How to plan a trip to Berryville?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Berryville.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could arise during your trip to Berryville.
  3. Decide how long to go away for: Now that you know more about Berryville, you can figure out the ideal length of your vacation. Pull together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Berryville vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.