Top 10 Hotels in Winchester

See all 38 Hotels in Winchester
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA

991 Millwood Pike, Winchester 22602

2.0 out of 5.0
3.4 out of 5 (165 reviews)

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

$55
Holiday Inn Winchester Se-Historic Gateway
Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester 22602

3.0 out of 5.0
4.3 out of 5 (94 reviews)

Situated in a rural location, this hotel is 1.1 mi (1.7 km) from Shenandoah University and within 3 mi (5 km) of Apple Blosso …

$84
Travelodge - Winchester
Travelodge - Winchester

160 Front Royal Pike, Winchester 22602

2.0 out of 5.0
3.5 out of 5 (261 reviews)

Situated in Winchester, this motel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention & …

$46
Wingate by Wyndham Winchester
Wingate by Wyndham Winchester

150 Wingate Dr, Winchester 22601

2.5 out of 5.0
4.2 out of 5 (142 reviews)

Situated in Winchester, this hotel is within a 10-minute walk of Abram's Delight, Winchester-Frederick County Convention & …

$84
Aloft Winchester
Aloft Winchester

1055 Millwood Pike (Rt. 50 East), Winchester 22602

3.0 out of 5.0
4.4 out of 5 (209 reviews)

Situated in the suburbs, this hotel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention …

$99
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester

120 Wingate Drive, Winchester 22601

3.0 out of 5.0
4.5 out of 5 (46 reviews)

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

$84
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley

33760 Old Valley Pike, Strasburg 22657

2.5 out of 5.0
4.3 out of 5 (84 reviews)

Situated in Strasburg, this hotel is within 2 mi (3 km) of Hupp's Hill Civil War Park, Strasburg Town Hall, and Strasburg …

$93
Sleep Inn & Suites
Sleep Inn & Suites

140 Costello Dr, Winchester 22602

2.0 out of 5.0
4.1 out of 5 (71 reviews)

Located in the heart of Winchester, this hotel is 1 mi (1.6 km) from Shenandoah University and within 3 mi (5 km) of Apple …

$63
Holiday Inn & Suites Front Royal Blue Ridge Shadows
Holiday Inn & Suites Front Royal Blue Ridge Shadows

111 Hospitality Drive, Front Royal 22630

3.0 out of 5.0
4.4 out of 5 (96 reviews)

This family-friendly Front Royal hotel is within 3 mi (5 km) of Blue Ridge Shadows Golf Club and Jackson's Chase Golf Course. …

$93
Super 8 Winchester VA
Super 8 Winchester VA

1077 Millwood Pike, Winchester 22602

2.0 out of 5.0
3 out of 5 (45 reviews)

Situated near the airport, this motel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention …

$50

Recent Reviews in Winchester

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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.