Book Winchester hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Winchester

Cheap Winchester hotels

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 7 Apr to 8 Apr
NZ$187
per night
7 Apr - 8 Apr
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$124 per night from 7 Apr to 8 Apr
NZ$124
per night
7 Apr - 8 Apr
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Microtel Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 3 Apr to 4 Apr
NZ$237
per night
3 Apr - 4 Apr
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the breakfast and the bar in our reviews. ...
The George Washington Hotel, A Wyndham Grand Hotel
Save an average of 15% on thousands of hotels when you're signed in
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$163 per night from 15 Apr to 16 Apr
NZ$163
per night
15 Apr - 16 Apr
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn & Suites
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
The price is NZ$156 per night from 14 Apr to 15 Apr
NZ$156
per night
14 Apr - 15 Apr
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Winchester, VA
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
140 Costello Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$137 per night from 21 Apr to 22 Apr
NZ$137
per night
21 Apr - 22 Apr
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Sleep Inn & Suites
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is NZ$144 per night from 31 Mar to 1 Apr
NZ$144
per night
31 Mar - 1 Apr
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$119 per night from 31 Mar to 1 Apr
NZ$119
per night
31 Mar - 1 Apr
Stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Travelodge by Wyndham Winchester
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 out of 5
250 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 31 Mar to 1 Apr
NZ$184
per night
31 Mar - 1 Apr
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Fairfield Inn & Suites by Marriott Winchester
Don't see what you're looking for?
See all available properties in Winchester
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Winchester

If you're thinking about a last-minute Shenandoah Valley escape, you can relax. There is no end of cool short and long-stay choices in Winchester. We have 21 hotels that are within a 10-kilometre distance of the heart of Winchester.

The The George Washington Hotel, A Wyndham Grand Hotel is popular as it's situated close to the action in central Winchester, a destination not exactly brimming over with places to stay.

Stephens City is a popular neighbourhood that's 14 kilometres from the middle of Winchester and has the largest range of places to base yourself in Winchester. Some of the most popular accommodation options include the Holiday Inn & Suites Front Royal Blue Ridge Shadows and Holiday Inn Express Winchester South-Stephens City.

While staying in the Front Royal part of Winchester, places to stay include the Hampton Inn Front Royal and Cool Harbor Motel. Front Royal is 30 kilometres from the main part of Winchester.

20 kilometres from the middle of Winchester is the Hillbrook Inn. The The George Washington Hotel, A Wyndham Grand Hotel is 0.3 kilometres away. Two more hotel options are the Hampton Inn - Winchester N/Convention Center and the Hilton Garden Inn Winchester.

Why not book an extra night or two to enjoy even more of what the Shenandoah Valley region offers? Whether it's doing the rounds of the sights, trying your hand at hiking and caving, or simply relaxing amid the valleys and rolling hills, you'll be able to book your perfect home away from home with us.

New Market is 75 kilometres to the southwest of Winchester and is where you'll find the Endless Caverns and New Market Battlefield. If you'd like to spend a night or two in New Market, be sure to check out the Quality Inn Shenandoah Valley and Days Inn New Market Battlefield. 45 kilometres to the southwest of Winchester you may also choose to stay at Woodstock, home to the Hampton Inn & Suites Woodstock and Holiday Inn Express Woodstock-Shenandoah Valley. The Woodstock Museum and Shenandoah County Fairgrounds are some of the most popular attractions to check out when visiting Woodstock.

Just because you are on holiday, doesn't mean you can't enjoy your passion for sports. You will find Bedford Speedway 100 kilometres to the north of Winchester. Planning to stay near the action? The Omni Bedford Springs Resort and the Hampton Inn Bedford could both be ideal.

Visitors planning on flying through Washington Dulles International Airport may choose to stay at the Embassy Suites Dulles Airport or the Washington Dulles Airport Marriott, which are both a short taxi ride away.

Winchester hotels essential information

Accommodation
1,856 hotels
Lowest Price
NZ$119
Highest Price
NZ$237
Popular hotels
La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Comfort Inn & Suites, Country Inn & Suites by Radisson, Winchester, VA, Sleep Inn & Suites, Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel, Travelodge by Wyndham Winchester, Fairfield Inn & Suites by Marriott Winchester

Most recent Winchester hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.