Boutique Hotels Winchester

Not Just Any Hotel – Only the Best Boutique Hotels Winchester , Selected for You!

Winchester

Mar 30, 2025 - Mar 31, 2025

2 adults, 1 room

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United States Hotels

Virginia Hotels

Boutique Hotels Winchester

Price per night: Price / night

Up to $100

$100 - 200

From $200

Rating: Guest rating

Excellent 9+

Very good 8+

Good 7+

All ratings

Star rating: Star rating

5-stars

4-stars

3-stars

Unrated

8.2

Very good (62)

Comfort Inn & Suites

View map · 5.0 mi City Centre

From

103US$ /per night

8.4

Very good (213)

Country Inn & Suites By Radisson, Winchester, Va

View map · 4.8 mi City Centre

From

85US$ /per night

Very good (99)

Sleep Inn & Suites

View map · 2.0 mi City Centre

From

80US$ /per night

8.6

Excellent (63)

Holiday Inn Express And Suites Winchester, An Ihg Hotel

View map · 1.9 mi City Centre

From

118US$ /per night

8.4

Very good (76)

Quality Inn

View map · 2.5 mi City Centre

From

95US$ /per night

8.2

Very good (171)

La Quinta By Wyndham Winchester

View map · 1.9 mi City Centre

From

107US$ /per night

8.4

Very good (63)

Courtyard By Marriott Winchester Medical Center

View map · 2.0 mi City Centre

From

119US$ /per night

8.6

Excellent (86)

Candlewood Suites Winchester, An Ihg Hotel

View map · 2.0 mi City Centre

From

108US$ /per night

8.2

Very good (99)

Travelodge By Wyndham Winchester

View map · 1.7 mi City Centre

From

61US$ /per night

Very good (108)

Motel6 Winchester, Va

View map · 3.1 mi City Centre

From

68US$ /per night

8.4

Very good (82)

Holiday Inn Winchester Southeast-Historic Gateway, An Ihg Hotel

View map · 2.1 mi City Centre

From

94US$ /per night

Very good (68)

Super 8 By Wyndham Winchester Va

View map · 1.9 mi City Centre

From

67US$ /per night

8.2

Very good (114)

Red Roof Inn Winchester, Va

View map · 1.8 mi City Centre

From

52US$ /per night

8.4

Very good (94)

Hilton Garden Inn Winchester

View map · 1.4 mi City Centre

From

142US$ /per night

Very good (70)

Days Inn By Wyndham Winchester

View map · 2.5 mi City Centre

From

61US$ /per night

8.4

Very good (48)

Microtel Inn & Suites By Wyndham Winchester

View map · 2.4 mi City Centre

From

131US$ /per night

8.4

Very good (56)

Hampton Inn Winchester-University/ Mall

View map · 1.4 mi City Centre

From

117US$ /per night

8.4

Very good (96)

Spark By Hilton Winchester

View map · 1.4 mi City Centre

From

106US$ /per night

8.2

Very good (39)

Springhill Suites Winchester

View map · 3.1 mi City Centre

From

149US$ /per night

8.2

Very good (51)

Fairfield Inn And Suites By Marriott Winchester

View map · 2.0 mi City Centre

From

106US$ /per night

8.2

Very good (72)

Hampton Inn Winchester

View map · 1.2 mi City Centre

From

124US$ /per night

7.6

Very good (2)

Executive Suites

View map · 3.1 mi City Centre

From

475US$ /per night

8.2

Very good (52)

Towneplace Suites Winchester

View map · 1.7 mi City Centre

From

117US$ /per night

8.4

Very good (36)

Tru By Hilton Winchester, Va

View map · 2.6 mi City Centre

From

101US$ /per night

7.6

Very good (34)

Apm Inn And Suites

View map · 1.3 mi City Centre

From

46US$ /per night

8.6

Excellent (137)

The George Washington - A Wyndham Grand Hotel

View map · 0.0 mi City Centre

From

109US$ /per night

8.6

Excellent (34)

Ans Inn & Suites

View map · 2.6 mi City Centre

From

70US$ /per night

Discover Your Perfect Stay

Nestled in the center of Virginia, Winchester is a city steeped in rich history and picturesque landscapes, making it an ideal destination for both relaxation and exploration. Among its many charms, boutique hotels in Winchester offer travelers a unique opportunity to experience the city’s distinctive character and personalized service. From beautifully restored historic buildings to contemporary chic spaces, these accommodations ensure that your stay is memorable and immersive.

Choosing a boutique hotel in Winchester means immersing yourself in a world of creativity and style, where each property tells its own story. Take, for instance, The George Washington Hotel, a luxurious haven that combines traditional elegance with modern comforts. Alternatively, the charming Corner Cottage Inn invites you to unwind in a cozy, intimate setting that reflects the heart of Winchester's hospitality.

In addition to providing warm and inviting atmospheres, boutique hotels in Winchester often serve as perfect launching points for local adventures. Explore the historic Old Town, filled with boutique shops, artisanal eateries, and cultural landmarks. No matter which boutique hotel you choose, you're guaranteed an unforgettable experience that highlights the charm and warmth of Winchester, allowing you to make lasting memories during your visit.

Name of hotel	Accommodation Rating	Price, $
The Ashby Inn & Restaurant	9.6 / 10 (17 Reviews)	From 437US$
The George Washington Hotel	9.0 / 10 (645 Reviews)	From 109US$
L’Auberge Provencale	8.7 / 10 (65 Reviews)	From 369US$
The Winchester Hotel	7.6 / 10 (428 Reviews)	From 68US$
Hotel Strasburg	7.6 / 10 (436 Reviews)	From 128US$

The Ashby Inn & Restaurant

692 Federal St

The Ashby Inn & Restaurant is a charming boutique hotel that offers an intimate atmosphere characterized by rustic elegance. Situated in a restored 19th-century building, the inn is surrounded by picturesque countryside views that create a peaceful retreat. Each room is tastefully decorated with cozy furnishings and an inviting ambiance, allowing guests to relax and unwind after a day of exploration. The onsite restaurant is a culinary gem, presenting seasonal menus that showcase the best of local offerings. Guests can also partake in various nearby outdoor activities, including hiking and wine tasting, adding excitement to their stay. At The Ashby Inn & Restaurant, you are sure to experience the warmth and personality of boutique hotels in Winchester.

From

437US$ /per night

The George Washington Hotel

103 East Piccadilly Street

As mentioned earlier, The George Washington Hotel is not only a historic gem but also a culinary delight with its acclaimed restaurant, George’s Food & Spirits. The restaurant features farm-to-table dishes that utilize local ingredients, allowing guests to experience the rich culinary heritage of Winchester. With elegant dining spaces and a diverse menu, it's a must-visit for anyone staying at this boutique hotel. Additionally, the hotel frequently hosts wine tastings and culinary events, enhancing the gastronomic experience for its guests. The George Washington Hotel’s blend of historical significance and culinary excellence makes it one of the standout boutique hotels in Winchester. Here, guests can indulge in both fine dining and the charm of Winchester’s past.

From

109US$ /per night

Historic Boutique Hotels Winchester

For those drawn to the allure of Winchester's rich history, the city offers a remarkable selection of boutique hotels that showcase its storied past. Historic boutique hotels in Winchester not only provide comfortable accommodations but also allow guests to immerse themselves in the city's heritage. These hotels often feature restored architecture and period decor, blending the nostalgia of yesteryear with modern comforts. By choosing one of these hotels, you will enjoy both unique aesthetics and the convenience of being located near historic attractions. From antique furnishings to original artwork, each hotel tells its own historical narrative. Experience the charm of these accommodations while exploring the depths of Winchester's fascinating history.

L’Auberge Provencale

13630 Lord Fairfax Highway

Although slightly outside of Winchester provides an exquisite culinary experience worth highlighting. This charming French country inn reflects the essence of Provence, combining rustic elegance with gourmet dining. The onsite restaurant offers a seasonal menu highlighting the best in local Virginia flavors, crafted under the guidance of celebrated chefs. Guests can also join cooking classes or participate in wine tastings, all while surrounded by the stunning countryside. This intimate setting creates the perfect atmosphere for food lovers looking to elevate their culinary adventures. Staying at L’Auberge Provencale ensures that your culinary journey around Winchester will be unforgettable.

From

369US$ /per night

The Winchester Hotel

2951 Valley Ave

The Winchester Hotel presents a modern flair within the historic fabric of the city, making it a fantastic choice for those seeking a blend of contemporary style and local charm. Following a recent renovation, the hotel features sleek interiors and comfortable accommodations equipped with the latest technology. The inventive design incorporates local art and decor, creating an inviting yet stylish atmosphere. Guests can enjoy a complimentary breakfast and access to shared spaces that foster a sense of community. Its convenient location near downtown attractions allows easy exploration of Winchester’s vibrant culture and heritage. At The Winchester Hotel, modern elegance meets local tradition, creating an exceptional boutique experience.

From

68US$ /per night

Chic Boutique Hotels Winchester

Chic boutique hotels in Winchester are designed for travelers who appreciate stylish aesthetics combined with luxury and comfort. These hotels prioritize modern design and unique décor, ensuring that your stay is both enjoyable and visually stimulating. With an emphasis on artistic expression, each hotel brings a fresh perspective to the boutique experience. Guests can expect amenities that cater to a sophisticated lifestyle, including upscale dining options and inviting communal spaces. Selecting a chic boutique hotel gives you access to a vibrant and dynamic atmosphere, perfectly suited for both relaxation and exploration. Experience the charm of Winchester while indulging in the modern comforts these hotels uniquely provide.

Hotel Strasburg

213 S. Holliday Street

Hotel Strasburg is a delightful blend of boutique elegance and modern sophistication that makes it a standout choice in Winchester. Carefully designed interiors feature a contemporary flair while maintaining a nod to Winchester's historic roots. Accommodations include elegantly appointed rooms with plush bedding and artistic touches that reflect the local culture. Guests can enjoy an exceptional dining experience at the onsite restaurant, acclaimed for its farm-to-table menu sourced from local ingredients. The hotel’s prime location allows easy access to popular attractions in the area, making it a perfect base for exploring. By staying at Hotel Strasburg, visitors can relish the artistic spirit of boutique hotels in Winchester while soaking in the vibrant atmosphere of the city.

From

128US$ /per night

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