Berryville Vacations from $479

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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!

The Latest Berryville vacation packages

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

The Knolls

2 out of 5
Price was $566, price is now $479 per person
$479
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Washington (IAD)
9.8/10 Exceptional! (75 reviews)
It was located near to the activities that we were interested in - Antietam and other historical sites

Reviewed on Oct 19, 2025

Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
Price was $702, price is now $501 per person
$501
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Washington (IAD)
8.6/10 Excellent! (932 reviews)
Very clean and smelled great!

Reviewed on Oct 21, 2025

Comfort Inn Aikens Center

Comfort Inn Aikens Center

2.5 out of 5
Price was $717, price is now $640 per person
$640
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Washington (IAD)
9/10 Wonderful! (969 reviews)
Nice rooms, good breakfast and friendly staff.

Reviewed on Oct 24, 2025

Hillside Inn & Suite

Hillside Inn & Suite

2.5 out of 5
Price was $555, price is now $504 per person
$504
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Washington (IAD)
7.6/10 Good! (45 reviews)
Room was very clean and staff is very friendly

Reviewed on Oct 6, 2025

Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV

3 out of 5
Price was $667, price is now $631 per person
$631
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Washington (IAD)
9.8/10 Exceptional! (484 reviews)
Great place to stay, the staff is great , and the rooms are nice. Plenty of dining options close by

Reviewed on Oct 21, 2025

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Discover the most popular places to visit in Berryville

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

Mackintosh Fruit Farm

5/5(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.

Mackintosh Fruit Farm

612 Vineyard

You can enjoy a tasting or tour at 612 Vineyard during your travels to Berryville. While you're in the area, find time to visit its casinos.

612 Vineyard

Berryville Hotel Deals

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
$69 nightly
The price is $75 total per night from Nov 2 to Nov 3
$75 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,102 reviews)
Clean room. Good breakfast

Reviewed on Oct 21, 2025

Travelodge by Wyndham Winchester
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
$103 nightly
The price is $112 total per night from Oct 29 to Oct 30
$112 total
Oct 29 - Oct 30
Total with taxes and fees
9.2/10 Wonderful! (2,200 reviews)
Clean room, friendly staff

Reviewed on Oct 21, 2025

La Quinta Inn & Suites by Wyndham Winchester
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Nov 2 to Nov 3
$100 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (1,034 reviews)
Great hotel. 70's decor could use some updating but it was clean. Great location to get to Harpers Ferry National Park. Very reasonable. Would recommend.

Reviewed on Oct 23, 2025

Clarion Inn Harpers Ferry - Charles Town
See all 907 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 from $479 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.