Frederick County Holidays

Photo by Tina McClelland

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Top destinations in Frederick County

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Winchester

Winchester

The Annual Holiday Sale

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Top hotels in Frederick County

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 S$126 per night from 15 Mar to 16 Mar
S$126
15 Mar - 16 Mar
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
very nice hotel,very clean

Reviewed on 7 Mar, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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 S$157 per night from 10 Mar to 11 Mar
S$157
10 Mar - 11 Mar
includes taxes & fees
9.2/10 Wonderful! (2,290 reviews)
Excellent

Reviewed on 7 Mar, 2026

La Quinta Inn & Suites by Wyndham Winchester
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
The price is S$177 per night from 15 Mar to 16 Mar
S$177
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Room was clean but a lil noisy. We didn't have the best room location. Must have been close to a staff area

Reviewed on 2 Mar, 2026

The George Washington Hotel, A Wyndham Grand Hotel
See all 1,490 properties in Frederick County
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.