Compare Winchester Chalets

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Featured Winchester Chalets

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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.

Winchester Ski Accommodation

    Hotel Strasburg

    Hotel Strasburg

    213 S. Holliday Street, Strasburg, VA
    Motel 6 Front Royal, VA

    Motel 6 Front Royal, VA

    141 West 15th Street, Front Royal, VA
    $60 nightly
    The price is $67 total per night from Nov 2 to Nov 3
    $67 total
    Nov 2 - Nov 3
    Total with taxes and fees
    6.8/10 (490 reviews)
    Ramada by Wyndham Strasburg/Shenandoah Valley

    Ramada by Wyndham Strasburg/Shenandoah Valley

    21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
    $70 nightly
    The price is $78 total per night from Nov 2 to Nov 3
    $78 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.2/10 Very Good! (1,002 reviews)
    The George Washington Hotel, A Wyndham Grand Hotel

    The George Washington Hotel, A Wyndham Grand Hotel

    103 E Piccadilly St, Winchester, VA
    $127 nightly
    The price is $144 total per night from Oct 13 to Oct 14
    $144 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9.2/10 Wonderful! (1,000 reviews)
    TownePlace Suites by Marriott Winchester

    TownePlace Suites by Marriott Winchester

    170 Getty Ln, Winchester, VA
    $107 nightly
    The price is $117 total per night from Oct 6 to Oct 7
    $117 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.6/10 Excellent! (459 reviews)

Hotel Options in Winchester

    Hampton Inn Winchester-University/Mall Area

    Hampton Inn Winchester-University/Mall Area

    640 East Jubal Early Drive, Winchester, VA
    $106 nightly
    The price is $120 total per night from Oct 13 to Oct 14
    $120 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9/10 Wonderful! (1,007 reviews)
    La Quinta Inn & Suites by Wyndham Winchester

    La Quinta Inn & Suites by Wyndham Winchester

    1055 Millwood Pike, Route 50 East, Winchester, VA
    $108 nightly
    The price is $118 total per night from Nov 2 to Nov 3
    $118 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (2,167 reviews)
    Travelodge by Wyndham Winchester

    Travelodge by Wyndham Winchester

    160 Front Royal Pike, Winchester, VA
    $69 nightly
    The price is $75 total per night from Nov 2 to Nov 3
    $75 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.4/10 Very Good! (1,100 reviews)

Chalets

Book the best chalets in Winchester
Take a break from reality and kick back in a Winchester chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Winchester. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Winchester has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Winchester chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.

Winchester Chalets essential information

Accommodation
67 Chalets
Lowest Price
$67
Highest Price
$623
Popular accommodation
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