Find Luxury Hotels in Winchester, VA

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Check availability on Winchester Luxury Hotels

Our top choices for Winchester luxury hotels

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is ¥32,763
¥36,136 total
includes taxes & fees
Feb 22 - Feb 23
L'Auberge Provencale Inn & Restaurant

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is ¥15,342
¥16,923 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Lansdowne Resort and Spa

Lansdowne Resort and Spa
4.0 star property
Leesburg
8.8 out of 10, Excellent, (1,002 reviews)
"Great place"
United States
Joyce
The price is ¥28,229
¥38,679 total
includes taxes & fees
Feb 17 - Feb 18
Lansdowne Resort and Spa

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is ¥23,248
¥29,969 total
includes taxes & fees
Feb 16 - Feb 17
Hillbrook Inn

Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (49 reviews)
"It was a delightful quaint exclusive country inn - a real treat to stay. "
United States
Amanda
The price is ¥59,586
¥81,908 total
includes taxes & fees
Feb 11 - Feb 12
Goodstone Inn & Restaurant

Salamander Resort And Spa

Salamander Resort And Spa
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (379 reviews)
"Room was awesome, amazing experiences at the resort and really great customer service"
United States
Anwar
The price is ¥93,546
¥114,807 total
includes taxes & fees
Mar 1 - Mar 2
Salamander Resort And Spa

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (151 reviews)
"Super friendly staff. The hotel is nice, cozy and very clean."
United States
Alejandra
White Moose Inn

Hotel Burg

Hotel Burg
4.0 star property
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (50 reviews)
"Wonderful quaint hotel. "
United States
Evette
The price is ¥42,931
¥53,891 total
includes taxes & fees
Mar 1 - Mar 2
Hotel Burg

The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (424 reviews)
"Amazing hotel, very cozy cottages"
United States
Babak
The Red Fox Inn & Tavern

Inn of the Shenandoah

Inn of the Shenandoah
4.0 star property
Luray
9.8 out of 10, Exceptional, (40 reviews)
"It was an awesome place to stay!!"
United States
Eileen
The price is ¥47,559
¥57,216 total
includes taxes & fees
Feb 11 - Feb 12
Inn of the Shenandoah
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.

Find out more about Winchester

Winchesterand its attractions for luxury travelers

For luxury travelers visiting Winchester, Virginia, the area's rich history and vibrant culture provide a perfect backdrop for an upscale getaway. Start your journey at the Museum of the Shenandoah Valley, where you can explore exquisite art collections and beautifully landscaped gardens that are ideal for a leisurely stroll. Next, indulge in wine tasting at the nearby winery, Shenandoah Valley, which offers picturesque views and exquisite selections—perfect for a romantic afternoon. History enthusiasts will appreciate a guided tour of the historic Old Town, featuring charming boutiques and gourmet restaurants nestled in restored 18th-century buildings. For a unique experience, the Handley Library's stunning architecture and serene reading rooms provide a peaceful retreat for book lovers. Finally, unwind at one of the luxurious hotels in the Historic District, where you can enjoy personalized service, elegant rooms, and convenient access to local attractions. This area not only offers the best of Winchester's cultural experiences but also ensures that your stay is filled with comfort and sophistication.

Find the best luxury hotels and resorts in Winchester

For those seeking an indulgent getaway in Winchester, Virginia, these hotels offer a blend of elegance, comfort, and top-tier amenities to enhance your stay.

The George Washington Hotel, A Wyndham Grand Hotel

  • Why it's great for a luxury retreat: The George Washington Hotel stands out as a premier luxury destination in Old Town Winchester, an impressive guest review rating of 9.4. This exquisite hotel features valet parking and a dedicated concierge service, ensuring that guests receive personalized attention throughout their stay. Premium bedding in each room guarantees restful nights, while the onsite spa offers treatments designed to rejuvenate and pamper travelers seeking relaxation.
  • Other amenities: Guests can enjoy the indoor pool for a refreshing swim or take advantage of the 24-hour fitness facilities to maintain their workout routine. The hotel showcases beautiful Georgian architecture, providing a charming backdrop to your visit. For those looking to explore, nearby skiing and golfing options are available, while daily housekeeping ensures a tidy and comfortable environment. Enjoy complimentary internet access and convenient services like early check-in and late check-out, making every aspect of your stay effortless.
  • Neighborhood: Old Town Winchester
  • Nearby attractions: Handley Regional Library - 0.25 miles, Bright Box Theater - 0.22 miles, Old Court House Civil War Museum - 0.22 miles

Top Winchester Hotel Reviews

Frequently asked questions

Are you looking for a luxury hotel for your Winchester vacation?
Expedia can help you arrange a flight to Martinsburg, WV (MRB-Eastern West Virginia Regional) airport or Washington Dulles Intl. Airport (IAD) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Winchester has to offer. During your visit, you might want to enjoy the great views and shopping which Winchester is known for.
When can I expect good weather in Winchester?
Planning for the weather is a good way to make your trip to Winchester relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What's there to see and do in Winchester?
Enjoy all that Winchester has to offer and visit Bright Box Theater, Shenandoah Valley Discovery Museum, and Patsy Cline Historic House. If you have extra time while you're in the area, you might want to see Museum of the Shenandoah Valley and Jim Barnett Park.

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