Luxury Hotels & Resorts in Winchester from NZ$107

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Check availability on Winchester Luxury Hotels

Best Winchester Luxury Hotels

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1004)
"Friendly staff, spotless rooms, safe property and location. Great place for those traveling with pets."
The price is NZ$135
includes taxes & fees
13 Oct - 14 Oct
Motel 6 Winchester, VA

Travelodge by Wyndham Winchester

2.5 star property
8.6 out of 10, Excellent, (1082)
"Excellent staff"
The price is NZ$131
includes taxes & fees
19 Oct - 20 Oct
Travelodge by Wyndham Winchester

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (407)
"Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again."
The price is NZ$232
includes taxes & fees
13 Oct - 14 Oct
Wayside Inn

Hotel Strasburg

3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (525)
"Great pool and quiet area to stay in"
The price is NZ$161
includes taxes & fees
13 Oct - 14 Oct
Twi-Lite Inn

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1014)
"Very nice hotel "
The price is NZ$251
includes taxes & fees
19 Oct - 20 Oct
The George Washington Hotel, A Wyndham Grand Hotel

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1006)
"Staff was very respectful and friendly "
The price is NZ$107
includes taxes & fees
1 Nov - 2 Nov
Red Roof Inn Winchester, VA

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1016)
"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "
The price is NZ$226
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Winchester-University/Mall Area

Clarion Inn & Conference Center

2.5 star property
7.8 out of 10, Good, (952)
"Great location and staff... spacious and clean will definitely be back "
Clarion Inn & Conference Center

Sleep Inn & Suites Winchester near University

2.5 star property
7.8 out of 10, Good, (1005)
"Great stay offered a haven on a long trip!"
The price is NZ$144
includes taxes & fees
2 Nov - 3 Nov
Sleep Inn & Suites Winchester near University
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 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

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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 Winchester Little Theater. If you have extra time while you're in the area, you might want to see Patsy Cline Historic House and Museum of the Shenandoah Valley.