Frederick County Holidays
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Top hotels in Frederick County
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
€67
28 Sept - 29 Sept
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
€130
4 Oct - 5 Oct
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Beautiful lobby. Wonderful pool and hot tub. Clean exercise area with current technology features on the equipment. Room layout and ambiance 👍. Spacious bathroom and shower."
Reviewed on 26 Sept 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
€110
28 Sept - 29 Sept
includes taxes & fees
9.2/10 Wonderful! (2,269 reviews)
"Hotel is great. It was hard to get in touch with the front desk. Expedia sit didn't provide the phone number. When I finally got the number from the Expedia information desk it went unanswered without any way to leave a message."
Reviewed on 26 Sept 2026
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.
Frequently asked questions
How much does a Frederick County holiday package cost?
Browse and book everything in one place with our Frederick County holiday packages, which start from only . Select the flights and hotels that match your travel plans. Then, add on a couple of sightseeing activities for a one-of-a-kind adventure.
How do I get a cheap travel package to Frederick County?
Bundle your hotels and flights, toss in extras such as activities or a rental car, and save with a Frederick County holiday package. You won't just walk away with impressive discounts on your escape — you'll have a world of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 properties around the world. Your unforgettable holiday starts right here, right now!
What are the top hotels in Frederick County?
For hotels in Winchester with friendly service and comfy beds, you can't top La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. If you're visiting Stephens City as well, you can look forward to a relaxing night's sleep at Country Inn & Suites by Radisson, Winchester, VA or Comfort Inn & Suites.
How far in advance should I book my Frederick County holiday?
Savvy travellers book early. Air carriers typically release flight tickets up to a year prior to departure, and this is an excellent opportunity to land some of the lowest prices. Boss just told you to use up all your holiday days next week? Don't fret. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Frederick County travel package include?
You can choose from a combination of rental cars, flights and hotels. Once you've made your booking, you can add some experiences and tours. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to planning your ideal Frederick County escape.
What should I know before booking a Frederick County travel package?
Whether it's relaxation or adventure you're seeking, a Frederick County holiday package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Frederick County Expedia holiday package?
With a holiday package, you're in charge. Whether you'd prefer to fly to Frederick County in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Frederick County holiday package?
If your holiday plans in Frederick County have been upended, it's good to know that you can cancel or amend your booking. If you booked in the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. To learn more, check our Customer Service Portal.
Stay near popular Frederick County attractions
Photo by Tina McClelland
Museum of the Shenandoah Valley
8.8/10 (129 reviews)
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Photo by Stephanie Sutton
Belle Grove Plantation
8.4/10 (8 reviews)
Find out about the history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.
Shenandoah University
8.8/10 (276 reviews)
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Apple Blossom Mall
8.2/10 (315 reviews)
You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Patsy Cline Historic House
8.4/10 (104 reviews)
You can find out about the history of Winchester with a stop at Patsy Cline Historic House. While in this walkable area, you can savour the top-notch restaurants.
Shenandoah Valley Discovery Museum
8.6/10 (78 reviews)
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Cedar Creek Battlefield Foundation
8.6/10 (7 reviews)
After visiting Cedar Creek Battlefield Foundation, make a plan to see the other sights and activities in Middletown. Amble around this vibrant area's riverfront or experience its entertainment venues.
Rock Harbor Golf Course
7.6/10 (49 reviews)
Enjoy a round of golf in Winchester at Rock Harbor Golf Course. While in this walkable area, you can savour the top-notch restaurants.
What to do in Frederick County
Shenandoah National Park Self-Guided Driving Audio Tour
€15
per traveller
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
