A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Luxury Hotels & Resorts in Winchester from NZ$153

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Check availability on Winchester Luxury Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Winchester luxury hotels

1. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
NZ$226
includes taxes & fees
24 Sept - 25 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows

2. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
Boyce
NZ$413
includes taxes & fees
30 Aug - 31 Aug
L'Auberge Provencale Inn & Restaurant

3. Hillbrook Inn

Hillbrook Inn
Charles Town
NZ$313
includes taxes & fees
1 Sept - 2 Sept
Hillbrook Inn

4. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
NZ$997
includes taxes & fees
27 Aug - 28 Aug
Goodstone Inn & Restaurant

5. Hotel Burg

Hotel Burg
Leesburg's Old and Historic District
NZ$437
includes taxes & fees
30 Aug - 31 Aug
Hotel Burg

6. White Moose Inn

White Moose Inn
Washington
NZ$545
includes taxes & fees
28 Aug - 29 Aug
White Moose Inn

7. Lansdowne Resort and Spa

Lansdowne Resort and Spa
Leesburg
  • Unwind at Leesburg's renovated resort with golf, tennis courts, and spa for a luxurious escape.
NZ$462
includes taxes & fees
13 Sept - 14 Sept
Lansdowne Resort and Spa

8. The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
Downtown
NZ$881
includes taxes & fees
30 Aug - 31 Aug
The Red Fox Inn & Tavern

9. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
  • Indulge in five-star luxury at this historical district resort featuring 14 treatment rooms, two gourmet restaurants, and hot springs.
NZ$1,404
includes taxes & fees
7 Sept - 8 Sept
Salamander Resort And Spa
View all properties

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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"This is where I stayed for one night on my way to my destination. It was close to the exit, so it was convenient for setting off the next day."
Mu Hyuk 1-night trip
Posted 5 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"The hotel and room were the cleanest place I have stayed at in a long time! Definitely would recommend it to anyone."
James 1-night trip
Posted 1 day ago
Spark by Hilton Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"Great clean place"
Charlotte 1-night trip
Posted 2 days ago
Lansdowne Resort and Spa
Skyland

Skyland

10/10 Excellent
"Everything thing we needed they had available. Food was good, room was clean and the staff was very friendly and helpful."
Thomas 3-night trip
Posted 3 days ago
Skyland

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 Shenandoah Valley Discovery Museum, Winchester Little Theater 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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