Berryville Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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

Find the Best Berryville Vacation Packages

Berryville Hotel Deals

Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
The price is AEDĀ 2,185 per night from Aug 19 to Aug 20
AEDĀ 2,185
AEDĀ 2,697 total
19 Aug - 20 Aug
includes taxes & fees
9.2/10 Wonderful! (410 reviews)
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!!"

Reviewed on 21 July 2026

Salamander Resort And Spa
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
The price is AEDĀ 305 per night from Aug 16 to Aug 17
AEDĀ 305
AEDĀ 351 total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"It was convenient and a typical Holiday Inn. I got in late and slept well."

Reviewed on 27 July 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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
Fully refundableReserve now, pay when you stay
The price is AEDĀ 449 per night from Aug 13 to Aug 14
AEDĀ 449
AEDĀ 508 total
13 Aug - 14 Aug
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
See all 946 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.

Stay near popular Berryville attractions

A camping scene by a lake with tents and a table with food.

Watermelon Park Campground

Nestled along the Shenandoah River since 1939, this family-owned campground offers a peaceful escape for outdoor enthusiasts. Enjoy tubing, kayaking, and fishing while surrounded by the stunning Blue Ridge Mountains.
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 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," "Traveler 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.