Berryville Trips (flight + hotel)

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Top hotels in Berryville

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 P4,987 per night from Jul 19 to Jul 20
P4,987
P5,550 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"Good location but floor was sticky in room and no closets, just open hooks."

Reviewed on Jul 4, 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 P5,115 per night from Jul 19 to Jul 20
P5,115
P5,795 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,003 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
The price is P32,761 per night from Jul 9 to Jul 10
P32,761
P40,538 total
Jul 9 - Jul 10
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.

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)
Harvest your own seasonal bounty at this sustainable family farm nestled in Virginia's countryside. Savor farm-to-table meals from the kitchen while exploring the market's locally-sourced treasures.
See properties

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?
The off-season is the best time to head to Berryville if you're hoping to keep costs down. Another tip for finding cheap Berryville vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for Berryville?
With a well-organized schedule, you can easily hit the most popular Berryville sights in a few days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Berryville vacation for longer.
Is it worth booking a vacation package to Berryville?
From leading attractions such as The Fire House Gallery and Barns of Rose Hill to its epic history, a Berryville vacation offers a vibrant mix of experiences. With so much to do and see, find out for yourself why Berryville is such a good vacation destination.
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.
How to plan a trip to Berryville?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Berryville.
  2. Budget wisely: In addition to the cost of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that may arise during your trip to Berryville.
  3. Work out your trip length: Think about how long you want to spend exploring Berryville. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, book the right Berryville vacation package for you.

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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.