Berryville Vacations

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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!

Discover the most popular places to visit in Berryville

NA; Canada; British Columbia; Okanagan Valley; Mac Apples

Mackintosh Fruit Farm

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.

Mackintosh Fruit Farm
Happy children, eating breakfast and watermelon in the morning in front of a tent in a campsite in the forest in Norway, morning

Watermelon Park Campground

You can take time to visit Watermelon Park Campground during your travels to Berryville. While in this trendy area, you can savor the wineries and coffeehouses.

Watermelon Park Campground
gate in the countryside

Veramar Vineyard

You can enjoy a tasting or tour at Veramar Vineyard during your travels to Berryville. You can enjoy the wineries while in the area.

Veramar Vineyard

Berryville Hotel Deals

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from Jun 22 to Jun 23
$88 total
Jun 22 - Jun 23
Total with taxes and fees
9/10 Wonderful! (1,016 reviews)
"Clean room, friendly staff. A light breakfast that wasn't anything really special. Traffic in the area around the hotel can be intense, especially if you need to make a left turn on S. Pleasant Valley Road on the way out."

Reviewed on May 29, 2026

Spark by Hilton Winchester
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
$628 nightly
The price is $716 total per night from Jun 8 to Jun 9
$716 total
Jun 8 - Jun 9
Total with taxes and fees
9.2/10 Wonderful! (398 reviews)
"Beautiful stay all around!"

Reviewed on May 29, 2026

Salamander Resort And Spa
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
$104 nightly
The price is $113 total per night from Jun 30 to Jul 1
$113 total
Jun 30 - Jul 1
Total with taxes and fees
9/10 Wonderful! (897 reviews)
"The rooms here have a bright, cheerful look, very clean, comfy beds, hot shower, lots of pillows. Love the large TV screen. There was a long padded bench to hold more than two suitcases!! All the bathroom toiletries are pump bottles, very hygienic. There were many hooks for clothes in the bathroom ..."

Reviewed on May 30, 2026

TRU By Hilton Winchester
See all 952 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.

Find the Best Berryville Vacation Packages

Berryville Essential Information

Language
English
Currency
U.S dollars
Population
4,300
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Bluemont Vineyard, Dinosaur Land and Twin Oaks Tavern Winery

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Frequently asked questions

How much does a Berryville vacation package cost?
You'll find cheap prices on Expedia for your Berryville break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Berryville costs.
What are the cheapest months to go to Berryville?
You can typically find lower prices and greater availability in January, May and July. Browse our cheap Berryville vacation packages and you could land some excellent off-season deals.
How many days is enough for Berryville?
The ideal length of your Berryville vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to go to all the main sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Berryville?
Well known for its history and home to popular attractions like The Fire House Gallery, a Berryville vacation is sure to leave an impression. Another top sight to check out? Don't miss Barns of Rose Hill.
How to find the best Berryville package deals?
Finding a cheap Berryville package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Berryville package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Berryville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Berryville vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Berryville?
If you're planning a spur-of-the-moment Berryville getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Berryville vacation packages?
Set off on your ideal getaway to Berryville with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until the next payday — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up travel deals before they sell out.

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