Top 10 Hotels in Winchester

See all 53 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

4.0 out of 5.0
4.6 out of 5 (720 reviews)

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

$98
La Quinta Inn & Suites Winchester

La Quinta Inn & Suites Winchester

1055 Millwood Pike, Route 50 East, Winchester 22602

3.5 out of 5.0
4.3 out of 5 (989 reviews)

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

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Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

150 Wingate Dr, Winchester 22601

3.0 out of 5.0
4.4 out of 5 (708 reviews)

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

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

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester 22602

3.5 out of 5.0
4.5 out of 5 (1,035 reviews)

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

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Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester 22601

2.5 out of 5.0
3.9 out of 5 (316 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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Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

120 Wingate Drive, Winchester 22601

3.5 out of 5.0
4.4 out of 5 (189 reviews)

This family-friendly Winchester hotel is located near the airport, within a 10-minute walk of Apple Blossom Mall, Abram's …

$101
Super 8 Winchester VA

Super 8 Winchester VA

1077 Millwood Pike, Winchester 22602

2.5 out of 5.0
3.1 out of 5 (184 reviews)

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

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Travelodge - Winchester

Travelodge - Winchester

160 Front Royal Pike, Winchester 22602

2.5 out of 5.0
3.4 out of 5 (1,176 reviews)

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

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Wayside Inn

Wayside Inn

7783 Main St, Middletown 22645

4.0 out of 5.0
4.7 out of 5 (89 reviews)

Located in Front Royal Entrance, this inn is within 1 mi (2 km) of Wayside Theater and Cedar Creek and Belle Grove National …

$105
Ramada Strasburg Va

Ramada Strasburg Va

21 Signal Knob Dr, Strasburg 22657

3.0 out of 5.0
3.7 out of 5 (593 reviews)

Located in Front Royal Entrance, this hotel is within 1 mi (2 km) of Hupp's Hill Civil War Park and Strasburg Town Hall. …

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Recent Reviews in Winchester

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.