Hotels in Winchester

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Winchester, VA, United States
25 Jan — 26 Jan2
Winchester, VA, United States
Tue 25/1
Wed 26/1
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Popular Hotels in Winchester

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Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
7.2 Good
160 Front Royal Pike, Winchester, VA, United States
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2.8 km from city centre, Winchester 
GoodBased on 1,236 reviews
7.2

Boasting an outdoor pool, Travelodge by Wyndham Winchester is located in Winchester and provides comfortable accommodation. It also offers a 24-hour reception, an express check-in and check-out feature and meeting rooms.

Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
8.7 Excellent
1204 Berryville Avenue, Winchester, VA, United States
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1.9 km from city centre, Winchester 
ExcellentBased on 258 reviews
8.7

Hampton Inn Winchester offers 3-star accommodation in Winchester. It also features an outdoor pool and a fitness centre.

Quality Inn
Quality Inn
8.7 Excellent
1601 Martinsburg Pike, Winchester, VA, United States
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3.9 km from city centre, Winchester 
ExcellentBased on 64 reviews
8.7

This comfortable hotel in Winchester offers free wireless internet, as well as an outdoor pool and an express check-in and check-out feature. It also provides a 24-hour reception, meeting rooms and luggage storage.

Sleep Inn & Suites
Sleep Inn & Suites
8.1 Excellent
140 Costello Drive, Winchester, VA, United States
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3.2 km from city centre, Winchester 
ExcellentBased on 799 reviews
8.1

Sleep Inn & Suites Winchester provides a comfortable setting while in Winchester. It features a gym, as well as free Wi-Fi, a safe and an indoor pool.

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
8.5 Excellent
1055 Millwood Pike, Route 50 East, Winchester, VA, United States
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3.0 km from city centre, Winchester 
ExcellentBased on 940 reviews
8.5

La Quinta Inn & Suites Winchester is located in Winchester and features free Wi-Fi and an indoor pool. It also offers meeting rooms, a 24-hour reception and an express check-in and check-out feature.

Red Roof Inn Winchester, Va
Red Roof Inn Winchester, Va
7.4 Good
991 Millwood Pike, Winchester, VA, United States
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2.9 km from city centre, Winchester 
GoodBased on 454 reviews
7.4

Red Roof Inn Winchester provides charming 3-star accommodation in Winchester. Guests can also enjoy complimentary internet throughout the property.

Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
8.7 Excellent
640 East Jubal Early Drive, Winchester, VA, United States
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2.2 km from city centre, Winchester 
ExcellentBased on 127 reviews
8.7

Hampton Inn Winchester-University/ Mall is situated in Winchester and is close to the area's well-known attractions. It also features an outdoor pool and a fitness centre.

Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
8.6 Excellent
141 Kernstown Commons Boulevard, Winchester, VA, United States
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7.6 km from city centre, Winchester 
ExcellentBased on 1,276 reviews
8.6

Country Inn & Suites by Radisson Winchester VA provides comfortable 3-star accommodation in Winchester. It has a gym, as well as an express check-in and check-out feature, an indoor pool and meeting rooms.

Holiday Inn Winchester Se-Historic Gateway
Holiday Inn Winchester Se-Historic Gateway
8.6 Excellent
333 Front Royal Pike, Winchester, VA, United States
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3.3 km from city centre, Winchester 
ExcellentBased on 480 reviews
8.6

Situated in Winchester, Holiday Inn Winchester Southeast-Historic Gateway offers modern 3-star accommodation, as well as an indoor pool. The various amenities this stylish hotel has to offer include a sun deck, a beauty centre and an executive floor.

Tips for booking a Winchester hotel

Cheapest month:June
Most expensive month:August
Average price in Winchester:C$ 120/night
Absolute cheapest price found:C$ 70/night
Cheapest day:Thursday
Most expensive day:Sunday
C$ 76 - C$ 183
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
C$ 87 - C$ 183
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Top Rated Winchester hotels

Show all 41 hotels
1
Quality Inn
Quality Inn
8.7 Excellent
1601 Martinsburg Pike, Winchester, VA, United States
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3.9 km from city centre, Winchester, VA, United States 

This comfortable hotel in Winchester offers free wireless internet, as well as an outdoor pool and an express check-in and check-out feature. It also provides a 24-hour reception, meeting rooms and luggage storage.

2
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
8.6 Excellent
141 Kernstown Commons Boulevard, Winchester, VA, United States
Show on map
7.6 km from city centre, Winchester, VA, United States 

Country Inn & Suites by Radisson Winchester VA provides comfortable 3-star accommodation in Winchester. It has a gym, as well as an express check-in and check-out feature, an indoor pool and meeting rooms.

3
Sleep Inn & Suites
Sleep Inn & Suites
8.1 Excellent
140 Costello Drive, Winchester, VA, United States
Show on map
3.2 km from city centre, Winchester, VA, United States 

Sleep Inn & Suites Winchester provides a comfortable setting while in Winchester. It features a gym, as well as free Wi-Fi, a safe and an indoor pool.

4
Holiday Inn Winchester Se-Historic Gateway
Holiday Inn Winchester Se-Historic Gateway
8.6 Excellent
333 Front Royal Pike, Winchester, VA, United States
Show on map
3.3 km from city centre, Winchester, VA, United States 

Situated in Winchester, Holiday Inn Winchester Southeast-Historic Gateway offers modern 3-star accommodation, as well as an indoor pool. The various amenities this stylish hotel has to offer include a sun deck, a beauty centre and an executive floor.

5
Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
8.7 Excellent
640 East Jubal Early Drive, Winchester, VA, United States
Show on map
2.2 km from city centre, Winchester, VA, United States 

Hampton Inn Winchester-University/ Mall is situated in Winchester and is close to the area's well-known attractions. It also features an outdoor pool and a fitness centre.

6
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
8.5 Excellent
1055 Millwood Pike, Route 50 East, Winchester, VA, United States
Show on map
3.0 km from city centre, Winchester, VA, United States 

La Quinta Inn & Suites Winchester is located in Winchester and features free Wi-Fi and an indoor pool. It also offers meeting rooms, a 24-hour reception and an express check-in and check-out feature.

7
Red Roof Inn Winchester, Va
Red Roof Inn Winchester, Va
7.4 Good
991 Millwood Pike, Winchester, VA, United States
Show on map
2.9 km from city centre, Winchester, VA, United States 

Red Roof Inn Winchester provides charming 3-star accommodation in Winchester. Guests can also enjoy complimentary internet throughout the property.

8
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
7.2 Good
160 Front Royal Pike, Winchester, VA, United States
Show on map
2.8 km from city centre, Winchester, VA, United States 

Boasting an outdoor pool, Travelodge by Wyndham Winchester is located in Winchester and provides comfortable accommodation. It also offers a 24-hour reception, an express check-in and check-out feature and meeting rooms.

Cheapest hotels in Winchester, Virginia

Show all 41 hotels
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
7.2 Good
160 Front Royal Pike, Winchester, VA, United States
Show on map
2.8 km from city centre,  

Boasting an outdoor pool, Travelodge by Wyndham Winchester is located in Winchester and provides comfortable accommodation. It also offers a 24-hour reception, an express check-in and check-out feature and meeting rooms.

C$ 74
Avg. per night
Red Roof Inn Winchester, Va
Red Roof Inn Winchester, Va
7.4 Good
991 Millwood Pike, Winchester, VA, United States
Show on map
2.9 km from city centre,  

Red Roof Inn Winchester provides charming 3-star accommodation in Winchester. Guests can also enjoy complimentary internet throughout the property.

C$ 86
Avg. per night
Sleep Inn & Suites
Sleep Inn & Suites
8.1 Excellent
140 Costello Drive, Winchester, VA, United States
Show on map
3.2 km from city centre,  

Sleep Inn & Suites Winchester provides a comfortable setting while in Winchester. It features a gym, as well as free Wi-Fi, a safe and an indoor pool.

C$ 94
Avg. per night
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
8.6 Excellent
141 Kernstown Commons Boulevard, Winchester, VA, United States
Show on map
7.6 km from city centre,  

Country Inn & Suites by Radisson Winchester VA provides comfortable 3-star accommodation in Winchester. It has a gym, as well as an express check-in and check-out feature, an indoor pool and meeting rooms.

C$ 103
Avg. per night
Holiday Inn Winchester Se-Historic Gateway
Holiday Inn Winchester Se-Historic Gateway
8.6 Excellent
333 Front Royal Pike, Winchester, VA, United States
Show on map
3.3 km from city centre,  

Situated in Winchester, Holiday Inn Winchester Southeast-Historic Gateway offers modern 3-star accommodation, as well as an indoor pool. The various amenities this stylish hotel has to offer include a sun deck, a beauty centre and an executive floor.

C$ 107
Avg. per night
Quality Inn
Quality Inn
8.7 Excellent
1601 Martinsburg Pike, Winchester, VA, United States
Show on map
3.9 km from city centre,  

This comfortable hotel in Winchester offers free wireless internet, as well as an outdoor pool and an express check-in and check-out feature. It also provides a 24-hour reception, meeting rooms and luggage storage.

C$ 113
Avg. per night
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
8.5 Excellent
1055 Millwood Pike, Route 50 East, Winchester, VA, United States
Show on map
3.0 km from city centre,  

La Quinta Inn & Suites Winchester is located in Winchester and features free Wi-Fi and an indoor pool. It also offers meeting rooms, a 24-hour reception and an express check-in and check-out feature.

C$ 114
Avg. per night
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
8.7 Excellent
1204 Berryville Avenue, Winchester, VA, United States
Show on map
1.9 km from city centre,  

Hampton Inn Winchester offers 3-star accommodation in Winchester. It also features an outdoor pool and a fitness centre.

C$ 125
Avg. per night

Hotel prices in Winchester

2 stars and under
Sleep Inn & Suites
#1 Most popular

Sleep Inn & Suites

140 Costello Drive, Winchester, VA, United States

8.1 Excellent
C$ 94

Avg. per night

Quality Inn
#2 Most popular

Quality Inn

1601 Martinsburg Pike, Winchester, VA, United States

8.7 Excellent
C$ 113

Avg. per night

Travelodge by Wyndham Winchester
Best value

Travelodge by Wyndham Winchester

160 Front Royal Pike, Winchester, VA, United States

7.2 Good
C$ 74

Avg. per night

3 stars
La Quinta Inn & Suites by Wyndham Winchester
#1 Most popular

La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East, Winchester, VA, United States

8.5 Excellent
C$ 114

Avg. per night

Holiday Inn Winchester Se-Historic Gateway
#2 Most popular

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester, VA, United States

8.6 Excellent
C$ 107

Avg. per night

Country Inn & Suites by Radisson, Winchester, VA
Best value

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Boulevard, Winchester, VA, United States

8.6 Excellent
C$ 103

Avg. per night

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

Where to stay in Winchester

About Winchester

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

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

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.

Winchester travel FAQs

  • What are the best hotels in Winchester?

    1,275 reviews rated Country Inn & Suites by Radisson, Winchester, VA with an average score of 8.6/10. It may also be worth looking into the Clarion Inn and Conference Center, which received a rating of 7.7/10 from 102 reviews. Travelodge by Wyndham Winchester could also be a good option, with a score of 7.2/10 from 1,236 reviews.

  • What is a good hotel near Winchester Medical Center?

    A good hotel close to Winchester Medical Center is Courtyard by Marriott Winchester (rated 8.6/10 from 229 reviews).

  • What is a good hotel in Winchester near Shenandoah Valley Discovery Museum?

    For a good hotel near to Shenandoah Valley Discovery Museum, consider Hampton Inn Winchester-University/ Mall - it is rated 8.7/10 from 127 HotelsCombined reviews.

  • Is there a good hotel near Apple Blossom Mall?

    Close to Apple Blossom Mall you will find Clarion Inn and Conference Center, which has a rating of 7.7 over 102 HotelsCombined reviews.