Berryville Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by KM Moore

Top hotels in Berryville

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
The price is 2.713.873 ₫ per night from 1 Sept to 2 Sept
2.713.873 ₫
2.952.694 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,119 reviews)
"It's been pretty good to us so far!"

Reviewed on 10 Aug 2025

La Quinta Inn & Suites by Wyndham Winchester
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 2.438.553 ₫ per night from 17 Aug to 18 Aug
2.438.553 ₫
2.731.966 ₫ total
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Very nice staff, clean. Restaurant on premises with good bkfst"

Reviewed on 11 Aug 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is 2.076.703 ₫ per night from 2 Sept to 3 Sept
2.076.703 ₫
2.259.454 ₫ total
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (1,322 reviews)
"This was the perfect spot for an overnight stop on a recent road trip! Very clean and updated….beyond what we expected for the price!"

Reviewed on 9 Aug 2025

Microtel Inn & Suites by Wyndham Winchester
See all 913 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.

Popular places to visit

Watermelon Park Campground

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

Watermelon Park Campground

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

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

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.