Hotels in Winchester, VA

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Winchester, VA, United States
4 Apr — 5 Apr2
Winchester, VA, United States
Thu 4/4
Fri 5/4
...and more

Tips for booking hotels in Winchester, VA

Gain useful insights and advice for booking the perfect stay in Winchester, VA. Price data is based on averages over the past 12 months and was last updated on 28 March 2024.
Cheapest month:January
Most expensive month:September
Average price in Winchester:£77/night
Cheapest price found:£38/night
Cheapest day:Tuesday
Most expensive day:Thursday
£50 - £101
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
£49 - £99
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Top-rated Winchester, VA hotels

Browse through properties in Winchester, VA that have received the highest ratings from guests. There are currently 46 properties in Winchester, VA and data was last updated on 28 March 2024.
Some of the very best Winchester hotels as rated by our users. Narrow down your search by reading user reviews, hotel descriptions, and amenities.
Show all 46 hotels
141 Kernstown Commons Boulevard, Winchester, VA, United States
4.8 mi from city centre
Pool
Free Wi-Fi
Parking
£72
Avg. per night
991 Millwood Pike, Winchester, VA, United States
1.8 mi from city centre
Free Wi-Fi
Parking
£50
Avg. per night
160 Front Royal Pike, Winchester, VA, United States
1.7 mi from city centre
Free Wi-Fi
Parking
£51
Avg. per night

Hotel prices in Winchester, VA

Get a sense of the average price and most popular properties to stay in Winchester to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Winchester at attractive prices. Price data was last updated on 28 March 2024.
Hotels located in the Winchester area sorted by price and hotel class. You'll also find the most popular and best value properties within each hotel class.
2 stars
2 stars and under
160 Front Royal Pike, Winchester, VA, United States
991 Millwood Pike, Winchester, VA, United States
3 stars
3 stars

Best prices found by HotelsCombined users in the past 24 hours.

Where to stay in Winchester, VA

Explore different neighbourhoods and areas within Winchester to find the perfect location for your stay. Map data was last updated on 28 March 2024.
Use the map to find hotels in Winchester that are close to the points of interest you'll be frequenting. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

About Winchester, VA

Tucked within the pastoral Shenandoah Valley and surrounded by apple orchards, Winchester is the “Apple Capital of Virginia”. With a quaint Old Town centre and variety of historic walking tours, it’s easy to fall back into yesteryear elegance at Winchester.

Things to do in Winchester

Discover the graceful hospitality of Winchester in the Old Town area and its Loudoun Street Pedestrian Mall lined with eateries, antiques and locally-owned shops. Take guided tours to see period furniture and decor at Abram’s Delight museum as well as Civil War relics at Stonewall Jackson’s Headquarters.

The arts take centre stage at venues, such as Bright Box Theatre and Magic Lantern Theatre, which present drama productions, live music, comedy and entertainment. After the show, walk through the historic district for craft beer and wine tasting.

Explore the country’s agricultural roots at the region's family-owned farms and produce stands, such as Freight Station Farmers Market. You can go apple picking, sample freshly-pressed apple cider and take a hay-cart ride.

At Valerie Hill Vineyard and Winery, you can roam through spellbinding architecture from the early 1800s while enjoying live music and small-bite food pairings and wine tasting. As the weather turns colder, cuddle up for Firepit Fridays or sign up for a “History and Hauntings” dinner. Veramar Vineyard plays host to outdoor movie nights, Friday “wine downs” and special culinary events.

Getting around Winchester

The Old Town area is pedestrian-friendly and the Winchester public transit system operates bus routes. Taxis are available or you can rent a car at nearby Winchester Regional Airport. Washington Dulles Airport is about one hour away by car.

Facts about staying in Winchester, VA

Find useful tips and insights about staying in Winchester to help you make the most of your experience. FAQs were last updated on 28 March 2024.
  • What are the best hotels in Winchester?

    Travelodge by Wyndham Winchester is a very popular hotel in Winchester, with a score of 7.1 from 1,457 reviews. Hilton Garden Inn Winchester (8.8 from 140 reviews) and Holiday Inn Winchester Se-Historic Gateway (8.6 from 591 reviews) are also highly rated Winchester hotels based on recent feedback from HotelsCombined users.

  • What is a good hotel near Apple Blossom Mall?

    La Quinta Inn & Suites by Wyndham Winchester is a hotel near Apple Blossom Mall that is popular with HotelsCombined users, scoring 8.6 across 1,805 reviews.

  • What is a good hotel in Winchester near Winchester Medical Center?

    Courtyard by Marriott Winchester Medical Center is rated 8.5 from 175 reviews and is close to Winchester Medical Center.

  • Is there a good hotel near Shenandoah Valley Discovery Museum?

    Close to Shenandoah Valley Discovery Museum you will find The George Washington - A Wyndham Grand Hotel, which has a rating of 8.8 over 714 HotelsCombined reviews.

See more FAQs

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