Top Hotels in Winchester, VA

We checked thousands of reviews on and to find the best hotels for your stay
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Ella Rogers

Updated: 07 February 2024 · 2 min

Nestled in the very heart of the Shenandoah Valley, Winchester beckons travelers with its rich history, charming downtown, and scenic landscapes. This picturesque city serves as an ideal base for exploring the surrounding beauty, compelling visitors to seek comfortable and convenient accommodations. The quest for the perfect stay leads many to discover the diverse array of hotels Winchester has to offer, ranging from luxurious retreats to budget-friendly options, each promising a memorable experience.

Selecting the right hotel in Winchester not only enhances your travel experience but also connects you with the city's vibrant culture and history. Whether you're in town to explore the historic Civil War sites, enjoy the local festivals, or savor the flavors of Virginia's apple country, there's a hotel in Winchester that suits every traveler's needs and preferences. By opting for a stay in one of Winchester’s hotels, guests are perfectly positioned to enjoy the best of what the city and its surroundings have to offer, from quaint shops and delightful eateries to picturesque nature trails.

Furthermore, accommodating in Winchester means experiencing Southern hospitality at its finest. The hotels here take pride in making guests feel welcomed, with personalized services and amenities designed to make your stay as comfortable and enjoyable as possible. From the moment you check in until your departure, you'll find that Winchester’s hotels are more than just a place to rest — they're a gateway to an unforgettable Virginia adventure, inviting you to immerse yourself in the local culture, history, and natural beauty.
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Our Top 4

(Sorted by rating & number of reviews)

1. L'Auberge Provencale
2. Fairfield Inn And Suites By Marriott Winchester
3. The George Washington - A Wyndham Grand Hotel
4. Hilton Garden Inn Winchester

Luxury Escapes: Top Boutique and Upscale Hotels in Winchester, VA

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Winchester
Oct 20, 2025 - Oct 21, 2025

L'Auberge Provencale

9.1

Good

(54 Reviews)

+ 163 photos
Situated just outside Winchester in the serene Shenandoah Valley, L'Auberge Provençale brings a slice of French countryside elegance to Virginia. This charming bed and breakfast is set in a beautifully restored farm house, offering a romantic and quaint escape. Guests can indulge in gourmet French cuisine at the on-site restaurant, which sources fresh ingredients directly from the inn's orchards and gardens. Each guest room is individually decorated, capturing the essence of Provencal style, with luxurious linens and antiques that transport visitors to the south of France. L'Auberge Provençale is the quintessential choice for those seeking a serene getaway amidst the beauty of nature, combined with the luxury and hospitality of a top-tier boutique hotel.
Address: 13630 Lord Fairfax Highway
Rating: Good 9.1 (54 Reviews)
Rooms: 14
Price: From 220$

Family-Friendly Stays: Best Hotels in Winchester, VA for All Ages

Traveling with family requires accommodations that cater to the needs of all ages, ensuring both comfort and convenience. In Winchester several hotels stand out for their family-oriented amenities, such as swimming pools, family rooms, and activities geared towards young guests. These establishments understand the essence of family vacations, offering spacious accommodations, child-friendly meals, and easy access to Winchester's top attractions. Whether your family seeks adventure in the Shenandoah Valley or wishes to explore the historic sites of Winchester, these hotels promise a welcoming and enjoyable stay for guests of all ages.

Fairfield Inn And Suites By Marriott Winchester

8.4

Good

(107 Reviews)

+ 52 photos
The Fairfield Inn & Suites by Marriott Winchester offers families a cozy, convenient, and welcoming atmosphere during their stay. Known for its friendly staff and clean, comfortable rooms, the hotel ensures that families have a smooth and relaxed experience. An outdoor pool provides a fun way for kids to unwind after a day of sightseeing, while complimentary breakfast makes mornings easy for everyone. The hotel's strategic location allows easy access to key Winchester attractions, such as the Bright Box Theater and Stonewall Jackson’s Headquarters, offering educational and fun outings for the whole family. With its combination of thoughtful amenities and a prime location, the Fairfield Inn & Suites by Marriott Winchester is a top choice for families visiting the area.
Address: 250 Front Royal Pike
Rating: Good 8.4 (107 Reviews)
Rooms: 85
Price: From 113$

The George Washington - A Wyndham Grand Hotel

8.8

Good

(695 Reviews)

+ 72 photos
Nestled in the historic district of Winchester - A Wyndham Grand Hotel, brings luxury and history together under one elegant roof. Built in 1924, this grand hotel has been beautifully restored, offering guests a blend of colonial charm and modern conveniences. The hotel features a Roman-style indoor pool, a full-service spa, and a distinguished restaurant, making it a premier choice for those seeking an indulgent stay. Each of the 90 guest rooms and suites is appointed with plush bedding, elegant décor, and thoughtful amenities, ensuring a comfortable and memorable experience. The George Washington Hotel is not just a place to stay; it's a cornerstone of Winchester's heritage, inviting guests to immerse themselves in the rich culture and sophistication of this historic city.
Address: 103 East Piccadilly Street
Rating: Good 8.8 (695 Reviews)
Rooms: 90
Price: From 109$

Hilton Garden Inn Winchester

8.9

Good

(138 Reviews)

+ 118 photos
Families looking for a stress-free stay will find the Hilton Garden Inn Winchester perfectly suited to their needs. This hotel offers a range of family-friendly amenities, including an indoor pool where kids can splash around, and a restaurant with options that will please even the pickiest eaters. Rooms are equipped with refrigerators and microwaves, making it easier for families to store snacks and small meals. The hotel's proximity to attractions like the Museum of the Shenandoah Valley and the Old Town Winchester area means that family fun is never far away. The Hilton Garden Inn Winchester stands out for its commitment to making family vacations as enjoyable and comfortable as possible.
Address: 120 Wingate Drive
Rating: Good 8.9 (138 Reviews)
Rooms: 102
Price: From 140$