Berryville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

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?

 

Choose your dates

Berryville Hotel Deals

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
The price is CA $129 per night from Jul 19 to Jul 20
CA $129
CA $144 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Staff was really great!!"

Reviewed on Jul 3, 2026

TRU By Hilton Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jul 26 to Jul 27
CA $123
CA $139 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"This newly renovated, squeaky clean hotel is a favorite of ours as a stop off on our I-81 journeys. It is at an excellent location, quiet, clean, and the rooms are spacious. Hotel gym, breakfast, and pool are excellent additions to our stay here. They are also pet friendly and have a nice spot to ..."

Reviewed on Jun 28, 2026

Spark by Hilton Winchester
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is CA $760 per night from Jul 12 to Jul 13
CA $760
CA $941 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (403 reviews)
"Staff were very nice and knowledgeable about the history of the resort. My stay was very relaxing. I also enjoyed the zip-line tour. I recommend trying one of the salamander adventure activities."

Reviewed on Jul 3, 2026

Salamander Resort And Spa
See all 963 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
Family Vacations
Family Vacations

Stay near popular Berryville attractions

A close-up of red apples on a tree branch with green leaves.

Mackintosh Fruit Farm

10.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Mackintosh Fruit Farm during your travels in Berryville. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

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.

Explore a world of travel with Expedia

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