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Top 10 Hotels in Winchester

See all 49 Hotels in Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester 22601

3.5 out of 5.0
4.6 out of 5 (687 reviews)

Located in Old Town Winchester, this spa hotel is within a 5-minute walk of Handley Regional Library, Old Court House Civil …

$107
Hotel Modern Winchester

Hotel Modern Winchester

1055 Millwood Pike, Route 50 East, Winchester 22602

3.0 out of 5.0
4.3 out of 5 (942 reviews)

Located in Front Royal Entrance, this hotel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County …

$84
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester 22602

3.0 out of 5.0
4.5 out of 5 (935 reviews)

Located in Front Royal Entrance, this hotel is within 6 mi (10 km) of Appleland Sports Center, The Kernstown Battlefield, and …

$89
Best Western Lee-jackson Inn & Conference Center

Best Western Lee-jackson Inn & Conference Center

711 Millwood Ave, Winchester 22601

2.5 out of 5.0
3.7 out of 5 (521 reviews)

Located in Front Royal Entrance, this hotel is within a 15-minute walk of Shenandoah University, Winchester-Frederick Count …

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Travelodge - Winchester

Travelodge - Winchester

160 Front Royal Pike, Winchester 22602

2.0 out of 5.0
3.5 out of 5 (1,118 reviews)

Located in Front Royal Entrance, this motel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County …

$55
Blue Ridge Motel

Blue Ridge Motel

1370 N Shenandoah Ave, Front Royal 22630

2.0 out of 5.0

Located in Front Royal Entrance, this motel is within 2 mi (3 km) of Bing Crosby Stadium, Belle Boyd Cottage, and Warren …

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Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

150 Wingate Dr, Winchester 22601

2.5 out of 5.0
4.4 out of 5 (666 reviews)

Located in Front Royal Entrance, this hotel is within a 10-minute walk of Abram's Delight, Winchester-Frederick County …

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Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

991 Millwood Pike, Winchester 22602

2.0 out of 5.0
3.5 out of 5 (780 reviews)

Located in Front Royal Entrance, this hotel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County …

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Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester 22601

2.0 out of 5.0
3.9 out of 5 (268 reviews)

Located in Front Royal Entrance, this motel is 0.6 mi (1 km) from The Kernstown Battlefield and within 3 mi (5 km) of Apple …

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Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester 22601

2.5 out of 5.0
4.5 out of 5 (660 reviews)

Located in Front Royal Entrance, this hotel is within a 10-minute walk of Shenandoah University, Winchester-Frederick Count …

$105

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Where to stay in Winchester

Winchester Hotel Guide

Travelers can find a terrific range of accommodation options to select from in Winchester. Spend some time perusing our 21 hotel listings, which are all within a 0.1-mile radius of downtown Winchester.

Those looking for a place to drop their bags close to the heart of Winchester will love the location and amenities of the The George Washington Hotel, A Wyndham Grand Hotel.

With 2 places to stay, Stephens City is the area with the biggest range of Winchester accommodations. Stephens City is 7 miles from the center of town. The Holiday Inn Express Winchester South-Stephens City and Comfort Inn Stephens City are some of the places to base yourself in Stephens City.

Hotels in Front Royal which is 18 miles away include Hampton Inn Front Royal and Holiday Inn & Suites Front Royal Blue Ridge Shadows. Hotels in Strasburg include Fairfield Inn & Suites Strasburg Shenandoah Valley and Hotel Strasburg. Strasburg is 17 miles away.

Budget-concious travelers rejoice! Winchester offers a fine selection of low-cost hotel establishments. 8 miles from Winchester's downtown area is where you'll find the Comfort Inn Stephens City. The Ramada Strasburg Va is just 16 miles away. The Quality Inn Skyline Dr and the Super 8 Front Royal are two alternative lower-cost hotels that deserve a look.

The Hillbrook Inn can be found 13 miles from the center of Winchester. Another hotel is the Hampton Inn - Winchester N/Convention Center, which is situated 1 mile away. Two other hotel options in the Winchester area are the Hilton Garden Inn Winchester and the Holiday Inn Winchester Se-Historic Gateway.

For those keen to see more of the valleys and rolling hills common in this region, you might also plan some extra days in other places in Shenandoah Valley. Whether you join in with the common local activities, for example hiking and caving, or just tour around to explore the area's offerings you will be able to find comfortable accommodation in the region.

Woodstock is 30 miles to the southwest of Winchester and is where you'll find Woodstock Museum and Shenandoah County Fairgrounds. Expedia-listed Woodstock hotels include the Hampton Inn & Suites Woodstock and Holiday Inn Express Woodstock-Shenandoah Valley. Alternatively, you could stay in New Market, 45 miles to the southwest of Winchester, where you'll find the Quality Inn Shenandoah Valley and Days Inn New Market Battlefield. The Endless Caverns and New Market Battlefield are just a couple of the more popular places to check out when you're in New Market.

Washington Dulles International Airport is a convenient airport for arriving in Winchester. It is 40 miles drive away. If you choose to stay nearby, try the Embassy Suites Dulles Airport or Washington Dulles Airport Marriott.