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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Best Winchester hotel deals for your holiday

£62
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5.0 118 Mercedes Court, Winchester, VA
Our customers tell us that they enjoy the free breakfast at TRU By Hilton Winchester. During your stay, you'll be close to Stonewall Jackson's Headquarters. Features include free WiFi in public areas and free self-parking, plus an indoor pool. This 2.5-star hotel has 90 rooms. All rooms offer free WiFi.
£74
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 out of 5.0 1055 Millwood Pike, Route 50 East, Winchester, VA
Our customers tell us they enjoy La Quinta Inn & Suites by Wyndham Winchester's good location. During your stay, you'll be within walking distance of Valley Health. Features include free breakfast, free WiFi in public areas and free self-parking. This 3-star hotel has 100 rooms over 5 floors. All rooms offer free WiFi and flat-screen TVs.
£40
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.0 out of 5.0 160 Front Royal Pike, Winchester, VA
Our customers tell us that they enjoy the comfortable rooms at Travelodge by Wyndham Winchester. During your stay, you're just a quick walk from Valley Health. Free breakfast, free WiFi in public areas and a business centre are available. This 2-star motel has 145 rooms over 3 floors. All rooms offer free WiFi and LED TVs.
£80
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 out of 5.0 141 Kernstown Commons Blvd, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA's good location gets good marks from our customers. During your stay, you'll be within walking distance of Appleland Sports Center. You'll find features such as free breakfast and free WiFi in public areas, plus an indoor pool. This 3-star hotel has 81 rooms over 3 floors. Each room includes amenities such as free WiFi and a flat-screen TV.
£86
Holiday Inn & Suites Front Royal Blue Ridge Shadows

Holiday Inn & Suites Front Royal Blue Ridge Shadows

3.0 out of 5.0 111 Hospitality Drive, Front Royal, VA
The comfortable rooms at Holiday Inn & Suites Front Royal Blue Ridge Shadows get high marks from our customers. During your stay, you'll be within walking distance of Blue Ridge Shadows Golf Club. Free WiFi in public areas, free self-parking and an indoor pool are available. Built in 2008, this 3-star hotel has 124 rooms over 7 floors. Enjoy your stay with amenities like free WiFi and an LCD TV in each room.
£41
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2.0 out of 5.0 2951 Valley Avenue, Winchester, VA
Our customers tell us that they enjoy the convenient parking at Motel 6 Winchester, VA. During your stay, you'll be within walking distance of The Kernstown Battlefield. Enjoy features like free WiFi in public areas and free self-parking. This 2-star motel has 81 rooms. Each room includes amenities such as free WiFi and cable TV channels.
£71
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

2.5 out of 5.0 150 Wingate Dr, Winchester, VA
The free breakfast at Wingate by Wyndham Winchester gets good marks from our customers. During your stay, you're just a quick walk from Abram's Delight. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. This 2.5-star hotel has 84 rooms over 4 floors. Enjoy your stay with amenities like free WiFi and a flat-screen TV in each room.
£53
Clarion Inn & Conference Center

Clarion Inn & Conference Center

2.5 out of 5.0 711 Millwood Ave, Winchester, VA
Our customers tell us that they enjoy the clean rooms at Clarion Inn & Conference Center. During your stay, you're just a quick walk from Shenandoah University. Free WiFi in public areas, free self-parking and a restaurant are available. This 2.5-star hotel has 139 rooms over 2 floors. Each room includes amenities such as free WiFi and a kitchenette.
£90
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5.0 9800 Winchester Rd, Front Royal, VA
The free breakfast at Hampton Inn Front Royal gets good marks from our customers. During your stay, you'll be close to Jackson's Chase Golf Course. Features include free WiFi in public areas and free self-parking, plus a 24-hour fitness centre. Built in 2002, this 2.5-star hotel has 102 rooms over 4 floors. Enjoy your stay with amenities like free WiFi and an LCD TV in each room.

Cheap return flights to Winchester

The lowest prices found within the past 7 days to Winchester were £678 for one-way flights and £325 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Top car hire deals in Winchester

See all Winchester car hire

Holidays in Winchester

Winchester is packed with things to see and experience. The most difficult part of planning your trip will be choosing which to enjoy first!

Winchester Holidays

Ready to rejuvenate yourself with a touch of Winchester magic? The hard-working team at ebookers are wizards when it comes to converting travel fantasies into precious memories.

You want your dinner served by the rooftop pool? That's no problem at all. With over 500 airline partners and more than 500,000 international properties to browse though, the world is truly your oyster.

Does a Price Guarantee sound good to you? If you happen upon a cheaper Flight + Hotel deal somewhere else within 48 hours pre check in, we'll meet it and repay the difference.

From bustling cities to the most serene hideaways, there are limitless stories and adventures waiting for you in every corner of the planet. Now is the perfect moment to pack up your bags and get going.

Terms and Conditions apply.

Holidays in Winchester

The population of this city is 26,000.

This destination is situated 120 miles from the state capital, Richmond, and 7 miles from Brucetown.

If you love your wine, don't overlook the opportunity to treat your taste buds at the Bluemont Vineyard and the Chester Gap Cellars. The Glen Manor Vineyards and the Veramar Vineyard are two other popular stops where you can get a more intimate understanding of the region's wine industry.

Skyline Caverns and Jim Barnett Park are some of the best places to bask in the sun, go for a picnic or just watch life pass by. There's also a good deal of fun to be had at State Arboretum of Virginia and Cedar Creek and Belle Grove National Historical Park.

Want to know about upcoming events, tours, local hotspots or kid-friendly outings? Winchester Visitors Center and Dickey Ridge Visitor Center are excellent resources for any questions you have about your stay.

Put on some sensible shoes and pack some snacks. It's time for a day of adventure out in nature at Dickey Ridge Trail.

Wander the halls and admire the marvellous collections at the Museum of the Shenandoah Valley. You're bound to find something which sparks your curiosity.

Exhibiting a selection of exciting science innovations, Mackintosh Fruit Farm offers everything you need to keep your mind buzzing.

Grab a hot cup of coffee and spend the afternoon gallery hopping between the Duvall Designs Gallery and the Fire House Gallery. Boasting a wide array of carefully curated pieces, these popular exhibits offer something for everyone.

Do you want to explore a few history-filled attractions? An excursion to the Shenandoah University or Belle Grove Plantation offer a fascinating glimpse into Winchester's bygone times. Stonewall Jackson's Headquarters and George Washington's Office are also worth a visit.

Indulge in some soul-searching or just quietly absorb the stillness of Holy Cross Abbey, a historic spiritual space.

You might swing by Apple Blossom Mall wanting to grab some essential supplies, but you'll probably walk out with quite a good deal more than that.

Check what's on at the Winchester Little Theater, because there's nothing quite like seeing a spectacular show. Wayside Theater is another top venue if you're up for more.

Don't mind a little healthy competition? Then slip on your best golf glove and challenge some friends to a round at Virginia National Golf Club.

They mightn't be the first things you put on your must-see list, but the Handley Regional Library and the Barns of Rose Hill are still well worth an outing. Don't forget to stop by Rocking S Ranch and Watermelon Park Campground either.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.