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.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $648, price is now $387 per person
$387
per person
Aug 27 - Aug 30
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Baltimore (BWI)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
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 21 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.
The Westin Annapolis

The Westin Annapolis

4 out of 5
Save 100% on your flight
Price was $749, price is now $492 per person
$492
per person
Aug 27 - Aug 30
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Baltimore (BWI)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and snack bar/deli.
The LINE Hotel DC

The LINE Hotel DC

4.5 out of 5
Northwest
Save 100% on your flight
Price was $957, price is now $642 per person
$642
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, dry cleaning, and luggage storage are also on offer.
Landing at Bridge District

Landing at Bridge District

4 out of 5
Southeast
Save 100% on your flight
Price was $1,215, price is now $819 per person
$819
per person
Sep 2 - Sep 9
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. A virtual front desk are provided for your convenience.

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.
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.
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.
Pool
Breakfast included
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.
Breakfast included
Pet friendly
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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 $387, 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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