Compare Cheshire Chalets

Featured Cheshire 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.

Hotel Options in Cheshire

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd, Williamstown, MA
    $110 nightly
    The price is $123 total per night from Jul 20 to Jul 21
    $123 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8.6/10 Excellent! (1,877 reviews)
    The Williams Inn

    The Williams Inn

    101 Spring Street, Williamstown, MA
    $269 nightly
    The price is $301 total per night from Aug 10 to Aug 11
    $301 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    9.6/10 Exceptional! (468 reviews)
    Hotel Downstreet, Ascend Hotel Collection

    Hotel Downstreet, Ascend Hotel Collection

    40 Main St, North Adams, MA
    $161 nightly
    The price is $179 total per night from Aug 17 to Aug 18
    $179 total
    Aug 17 - Aug 18
    Total includes taxes and fees
    8.6/10 Excellent! (999 reviews)

Chalets

Book the best chalets in Cheshire
Take a break from reality and kick back in a Cheshire 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 Cheshire. 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 Cheshire has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Cheshire 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.

Cheshire Chalets essential information

Accommodation
5 Chalets
Lowest Price
$123
Highest Price
$301
Popular accommodation
Sunny Chalet Nestled in the Woods of Ashfield, 28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly, Little Longbow Lakefront Chalet, SRC-Hudson Valley/Berkshires Cultural Corridor, Secluded Mountain Chalet