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Enjoy a festive winter holiday in Winchester

Winchester sets the scene for a festive Christmas vacation. Explore historic sites like George Washington's Office and Old Town Winchester. Enjoy cozy amenities such as fireplaces and indoor pools, perfect for the winter season. Travelers can also visit the Shenandoah Valley Discovery Museum or a local market for holiday finds.

Winchester hotels for Christmas vacations

For travelers planning Christmas vacations, Winchester offers historic sites, museums, and areas like Old Town Winchester to explore. The featured hotels provide comfortable stays with amenities like fireplaces and indoor pools, serving as convenient bases for holiday activities.

The George Washington Hotel, A Wyndham Grand Hotel
This hotel is located in Old Town Winchester, making it a central spot for holiday excursions. Travelers can enjoy the bar and a fireplace during their stay. The hotel has a guest rating of 9.4 out of 10.
  • Other amenities: Travelers can also find massage services, a spa, and an indoor pool at this property.
  • Neighborhood: Old Town Winchester
  • Nearby attractions: Bright Box Theater (about a 5-minute walk), Handley Regional Library (about a 5-minute walk), Stonewall Jackson's Headquarters (about a 5-minute walk)
Fairfield Inn & Suites by Marriott Winchester
Travelers can relax by the fireplace or use the indoor pool at this hotel, which are pleasant features for a winter trip. The hotel has a guest rating of 9.2 out of 10.
  • Other amenities: The property also provides free RV, bus, and truck parking, outdoor furniture, and suites for more space.
  • Nearby attractions: Jim Barnett Park (about a 15-minute walk), Apple Blossom Mall (about a 15-minute walk), Abram's Delight (about a 20-minute walk)
Hilton Garden Inn Winchester
This hotel features a bar and a fireplace, offering cozy spots for travelers during the holiday season. The hotel has a guest rating of 9 out of 10.
  • Other amenities: Travelers can also use the fitness center, enjoy room service, and access a terrace.
  • Nearby attractions: Jim Barnett Park (about a 10-minute walk), Patsy Cline Historic House (about a 20-minute walk), Shenandoah Valley Discovery Museum (about a 25-minute walk)
Spark by Hilton Winchester
Travelers can use the fitness center and enjoy the fresh air from a balcony at this property. The hotel has a guest rating of 9.2 out of 10.
  • Other amenities: The hotel provides free breakfast, free cribs, and rollaway beds for travelers.
  • Nearby attractions: Jim Barnett Park (about a 5-minute walk), Apple Blossom Mall (about a 10-minute walk), George Washington's Office (about a 25-minute walk)
TownePlace Suites by Marriott Winchester
This hotel offers a fitness center and an outdoor pool for travelers. It is also conveniently located near Winchester Gateway, a market. The hotel has a guest rating of 8.8 out of 10.
  • Other amenities: Travelers can find a rooftop garden, a snack bar, and sofa beds at this property.
  • Nearby attractions: Winchester Gateway (about a 5-minute walk), Eastgate Plaza Shopping Center (about a 15-minute walk), Nalls Farm Market (about a 15-minute walk)

Frequently Asked Questions

What amenities should I look for when booking hotels for Christmas in Winchester?

When booking hotels for Christmas in Winchester, consider properties that offer a fireplace for a cozy atmosphere. You might also look for a private hot tub or a jetted bathtub to relax during your winter holiday.

What is the weather like in Winchester at Christmas?

In Winchester during December, the weather typically sees daytime highs around 40°F. Travelers visiting for Christmas can expect cool temperatures.

What types of food can I find in Winchester during a Christmas trip?

During a Christmas trip to Winchester, you can find a variety of European and Mediterranean food options. Italian cuisine is especially prominent in Winchester, offering travelers many choices for dining.

What are some places to visit in Winchester during a Christmas trip?

For a Christmas trip to Winchester, travelers can visit several places. Explore the Patsy Cline Historic House or discover exhibits at the Shenandoah Valley Discovery Museum. Travelers can also spend time outdoors at Jim Barnett Park or play a round at Rock Harbor Golf Course. The Apple Blossom Mall, a one-story mall, is another option for travelers.

What are the best hotels to stay in Winchester for Christmas?

For Christmas stays in Winchester, The George Washington Hotel, A Wyndham Grand Hotel, offers a location in Old Town Winchester. This 3.5-star hotel has a 9.4 out of 10 guest rating score and provides a 24-hour front desk for traveler convenience during the holidays.


Other highly-rated options include Fairfield Inn & Suites by Marriott Winchester, a 3.0-star hotel with a 9.2 out of 10 guest rating score. Hilton Garden Inn Winchester, also a 3.0-star property, has a 9 out of 10 guest rating score. Both hotels feature a 24-hour business center.

Are there family-friendly hotels in Winchester for Christmas travel?

Yes, several hotels in Winchester offer family-friendly amenities for Christmas travel. Holiday Inn Winchester Se-Historic Gateway by IHG, a 3-star hotel with a 9 out of 10 guest rating, provides free cribs for younger travelers.


Spark by Hilton Winchester, rated 9.2 out of 10, is another 3-star option that includes free cribs. La Quinta Inn & Suites by Wyndham Winchester, also a 3-star property with a 9.2 out of 10 guest rating, makes free cribs available.

Are there hotels for Christmas in Winchester with a fireplace?

Yes, several hotels in Winchester offer a fireplace for travelers during Christmas. The 3.5-star The George Washington Hotel, A Wyndham Grand Hotel, located in Old Town Winchester, has a guest rating of 9.4 out of 10.


Country Inn & Suites by Radisson, Winchester, VA, a 3-star property, also provides a fireplace and has an 8.8 out of 10 guest rating. Fairfield Inn & Suites by Marriott Winchester, with a 9.2 out of 10 guest rating, is another 3-star option featuring a fireplace.

Are there hotels for Christmas in Winchester near the Patsy Cline Historic House?

Yes, several hotels in Winchester are near the Patsy Cline Historic House, offering convenient options for travelers. These properties provide easy access to the landmark, whether you prefer walking or a short drive.


Spark by Hilton Winchester, a 3-star hotel, is about a 20-minute walk from the Patsy Cline Historic House and has a guest rating of 9.2 out of 10. Hilton Garden Inn Winchester, also a 3-star property, is about a 20-minute walk away and has a guest rating of 9 out of 10.


For a quicker trip, La Quinta Inn & Suites by Wyndham Winchester is about a 5-minute drive from the Patsy Cline Historic House. This 3-star hotel also has a guest rating of 9.2 out of 10.

Are all taxes and fees included in the prices shown for in Winchester on Expedia?

Yes, with Expedia’s upfront pricing you can compare in Winchester, see what you’ll pay before booking, and choose the right stay for your trip. Whether you’re planning a family vacation or a premium escape, clear pricing helps you plan your trip with ease.

Can I cancel my booking for on Expedia?

Yes, you can—many Expedia hotel reservations offer free cancellation, provided that you cancel before the hotel's cancellation deadline. This is often within 24–48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's “Fully refundable property” filter during your search to find the right in Winchester.

Can I find Expedia discounts for in Winchester?

To look for discounts on in Winchester, join One Key™—our free travel rewards program. One Key members get instant discounts with Member Prices and can earn OneKeyCash™* on eligible bookings. You can also save by bundling your hotel and flights together on Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Can I save money by booking flights and in Winchester as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build a travel package. *Savings vary and are not available on all flight and hotel bookings.

How much does it cost to book in Winchester?

Prices for in Winchester vary, but you can find deals from $73 on Expedia. To find great prices, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to find our lowest rates.