Frederick County Vacations & Trips from $298
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Your Frederick County Vacation
When adventure calls, answer it with a tailor-made vacation package to Frederick County. Wherever it is you're going and whatever you have planned, get ready to discover a destination that'll make you feel alive. Not sure where to stay first? Winchester is among the most popular cities to explore during your trip to Frederick County. Whether you're traveling for a couple of days or a couple of weeks, Expedia are here to help you tailor-make your next dream Frederick County vacation.
Top destinations in Frederick County
The Latest Frederick County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Arlo Washington DC
Northwest
$301
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,129 reviews)
AC didn’t work, had to send maintenance at 4am. Charged all these extra fees upon arrival. Disappointed for the price we paid.
Reviewed on Oct 12, 2026
Find the Best Frederick County Vacation Packages
Frederick County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Ronald Reagan Washington National Airport (DCA) |
Top Sights | Jim Barnett Park, Rocking S Ranch and Rock Harbor Golf Course |
Frederick County Hotel Deals
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$86 nightly
$96 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (1,442 reviews)
"Check-in and check-out was quick and easy The room was clean and comfortable Amenities were nice and supplied Travelers will find it easily accessible off and on the road"
Reviewed on Oct 12, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$130 nightly
$148 total
Oct 28 - Oct 29
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"The staff was just not welcoming or helpful."
Reviewed on Oct 7, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$103 nightly
$114 total
Oct 13 - Oct 14
Total with taxes and fees
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 Frederick County attractions
Photo by Tina McClelland
Museum of the Shenandoah Valley
8.8/10 (129 reviews)
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
Photo by Stephanie Sutton
Belle Grove Plantation
8.4/10 (8 reviews)
Learn about the local 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 collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
Apple Blossom Mall
8.2/10 (315 reviews)
You can enjoy retail therapy at Apple Blossom Mall during your visit to Winchester. While in this walkable area, you can savor 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 savor 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 savor 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 savor the top-notch restaurants.
What to do in Frederick County
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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.
