Deals on vacations and trips to Frederick County

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A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Winchester

Vacations
Winchester

Frederick County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
ROOST White House

ROOST White House

2.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,042, price is now $736 per person
$736
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Luggage storage and concierge services are also provided.
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,595, price is now $1,015 per person
$1,015
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Save 100% on your flight
Price was $2,463, price is now $1,664 per person
$1,664
per person
Sep 23 - Sep 28
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $2,281, price is now $1,636 per person
$1,636
per person
Sep 23 - Sep 28
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A library, luggage storage, and laundry facilities are also on offer.
The Waypoint

The Waypoint

2 out of 5
West Rehoboth
Price was $1,476, price is now $1,081 per person
$1,081
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Baltimore (BWI)
A bar/lounge and a virtual front desk are featured at this hotel, along with free self parking. WiFi in public areas is free. Luggage storage is also provided.

Top Frederick County hotels deals

TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $73 total per night
$73 total
Jul 26 - Jul 27
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
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
Free Cancellation
$86 nightly
The price is $95 total per night
$95 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
Jul 19 - Jul 20
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this Georgian hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $102 total per night
$102 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free Cancellation
$101 nightly
The price is $112 total per night
$112 total
Aug 10 - Aug 11
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
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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

A brick pathway leading to a central lawn area, surrounded by trimmed hedges and trees.
Photo by Tina McClelland
Open 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.
See properties

Photos of local treasures

Browse Frederick County vacation photos for more inspiration

A building with a green roof and ornate architectural details.
A brick pathway leading to a central lawn area, surrounded by trimmed hedges and trees.
A sign reading "Dinosaur Land" with a backdrop of trees and grass.
A red brick church with a blue door and a clock tower.
A lake surrounded by forested hills and a small town.

Frequently asked questions

How much are vacation packages to Frederick County?
With vacation packages available from as low as $736, there's no need to empty your piggy bank to travel to Frederick County. Travelocity can help. Bundle your experiences, hotels and flights into a package and score exciting discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Frederick County?
There are fantastic Frederick County package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 worldwide properties? Keep this in mind the next time you're ready to cross another destination off your must-see list.
Why should I purchase my Frederick County vacation bundle via Travelocity?
Fantastic savings, countless enticing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.
Can I save on my Frederick County car rental if I bundle it with hotels and flights?
You sure can with our Frederick County vacation packages. With one of these, there are lots of ways to stretch your budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings pile up. With your own set of wheels, all the key sights in and around Frederick County are a fun road trip away.
Which airport is best for Frederick County?
Your Frederick County getaway will most likely begin at Washington Dulles Intl. Airport (IAD) or Hagerstown Regional Airport (HGR).
What is there to do in Frederick County?
You'll be happy to know Frederick County is teeming with terrific photo-ops, however Shenandoah University and Shenandoah Valley Discovery Museum are right up there with the very best.

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