Berryville Packages (Flight + Hotel)

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Top hotels in Berryville

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
The price is ฿2,341 per night from 2 Aug to 3 Aug
฿2,341
฿2,582 total
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,043 reviews)
"W"

Reviewed on 31 Jul 2026

Travelodge by Wyndham 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 ฿19,560 per night from 1 Sept to 2 Sept
฿19,560
฿24,166 total
1 Sept - 2 Sept
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 Jul 2026

Salamander Resort And Spa
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 ฿2,484 per night from 19 Aug to 20 Aug
฿2,484
฿2,814 total
19 Aug - 20 Aug
includes taxes & fees
Spark by Hilton Winchester
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 holiday 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 holiday 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 holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Berryville?
With a well-organised 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 holiday for longer.
Is it worth booking a holiday package to Berryville?
From leading attractions such as The Fire House Gallery and Barns of Rose Hill to its epic history, a Berryville holiday offers a vibrant mix of experiences. With so much to do and see, find out for yourself why Berryville is such a good holiday 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 customise your search by "Property class," "Number of bedrooms," "Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Berryville holiday as a package?
Expedia holiday 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 customised Berryville holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 accommodation: Once you've settled on your travel dates and duration, book the right Berryville holiday package for you.

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