Luxury Hotels & Resorts in Winchester from NZ$179

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Our top choices for Winchester luxury hotels

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, (1,000 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 NZ$179
includes taxes & fees
15 Mar - 16 Mar
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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 NZ$352
includes taxes & fees
3 Mar - 4 Mar
L'Auberge Provencale Inn & Restaurant

Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (50 reviews)
"Unfortunately we did not get to spend lots of time on the property (other than sleeping and breakfast), but everything was great and we will definitely try to come back and spend more time at the Goodstone. "
United States
Conny
Goodstone Inn & Restaurant

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 NZ$321
includes taxes & fees
12 Mar - 13 Mar
Hillbrook Inn

Salamander Resort And Spa

Salamander Resort And Spa
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (384 reviews)
"Room was awesome, amazing experiences at the resort and really great customer service"
United States
Anwar
The price is NZ$1,217
includes taxes & fees
4 Mar - 5 Mar
Salamander Resort And Spa

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 NZ$410
includes taxes & fees
4 Mar - 5 Mar
Lansdowne Resort and Spa

Hotel Burg

Hotel Burg
4.0 star property
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (51 reviews)
"Wonderful quaint hotel. "
United States
Evette
The price is NZ$578
includes taxes & fees
5 Mar - 6 Mar
Hotel Burg

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (153 reviews)
"Super friendly staff. The hotel is nice, cozy and very clean."
United States
Alejandra
White Moose Inn

The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (425 reviews)
"Amazing hotel, very cozy cottages"
United States
Babak
The price is NZ$1,403
includes taxes & fees
28 Mar - 29 Mar
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 NZ$607
includes taxes & fees
3 Mar - 4 Mar
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.

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Find out more about Winchester

Winchesterand its attractions for luxury travelers

For luxury travellers seeking an enriching experience in Winchester, Virginia, the historic charm of the town is complemented by several exquisite attractions. Begin your exploration at the picturesque Old Town, where cobblestone streets are lined with boutique shops and gourmet restaurants, perfect for indulging in fine dining or unique shopping. The Museum of the Shenandoah Valley offers a stunning blend of art and history, with beautiful gardens and engaging exhibits that provide a glimpse into the region's rich past. For those who enjoy the great outdoors, the serene beauty of the nearby Shenandoah National Park invites leisurely hikes and breathtaking views, enhancing your stay with nature's splendour. A visit to the Apple Blossom Mall offers a touch of retail therapy, featuring high-end brands and designer stores that cater to discerning shoppers. After a day of exploration, unwind in one of Winchester's luxury hotels, such as the George Washington Hotel, which boasts elegant rooms, a full-service spa, and fine dining options, ensuring a pampered experience. Staying in the heart of Old Town not only allows you to easily access these attractions but also provides a vibrant atmosphere that captures the essence of Winchester, making your visit both memorable and luxurious.

Find the best luxury hotels and resorts in Winchester

For discerning travellers seeking a touch of elegance in Winchester, these luxurious hotels offer a sophisticated retreat with exceptional amenities and services.

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 for travellers in Winchester, an impressive guest review rating of 9.4. This exquisite hotel offers valet parking and a dedicated concierge service, ensuring a seamless and personalised experience for each guest. The premium bedding guarantees restful nights, while the onsite spa and indoor pool provide the perfect escape for relaxation and rejuvenation.
  • Other amenities: Guests can indulge in a range of additional features, including a 24-hour fitness centre, complimentary internet, and early check-in or late check-out options for added convenience. The hotel showcases its Georgian hotel design, exuding historical charm while accommodating modern luxuries. With daily housekeeping, free toiletries, and in-room massage services, every detail is thoughtfully catered to enhance your stay. For those who enjoy outdoor activities, the hotel is ideally located near skiing, golfing, and hiking opportunities.
  • Neighborhood: Old Town Winchester
  • Nearby attractions: Handley Regional Library - 0.4 km, Bright Box Theater - 0.4 km, Old Court House Civil War Museum - 0.4 km

Top Winchester Hotel Reviews

Frequently asked questions

Are you looking for a luxury hotel for your Winchester holiday?
Expedia can help you arrange a flight to Martinsburg, WV (MRB-Eastern West Virginia Regional) airport or Washington Dulles International 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'd like 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 temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
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 Apple Blossom Mall.

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