Compare Stockbridge Chalets

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Featured Stockbridge 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.

Stockbridge Ski Accommodation

    The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

    The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

    26 Glendale Road, RR 183, Stockbridge, MA
    The price is $833 per night from May 15 to May 16
    $833
    includes taxes & fees
    $746 per night
    May 15 - May 16
    9.2/10 Wonderful! (80 reviews)
    The Red Lion Inn

    The Red Lion Inn

    30 Main Street, Stockbridge, MA
    The price is $211 per night from May 4 to May 5
    $211
    includes taxes & fees
    $189 per night
    May 4 - May 5
    8.8/10 Excellent! (1,001 reviews)

Hotel Options in Stockbridge

    The Red Lion Inn

    The Red Lion Inn

    30 Main Street, Stockbridge, MA
    The price is $211 per night from May 4 to May 5
    $211
    includes taxes & fees
    $189 per night
    May 4 - May 5
    8.8/10 Excellent! (1,001 reviews)
    Life House Berkshires

    Life House Berkshires

    194 Pittsfield Rd, Lenox, MA
    The price is $115 per night from May 4 to May 5
    $115
    includes taxes & fees
    $103 per night
    May 4 - May 5
    9/10 Wonderful! (573 reviews)
    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

    190 Meadow Street, South Lee, MA
    The price is $134 per night from May 14 to May 15
    $134
    includes taxes & fees
    $120 per night
    May 14 - May 15
    9/10 Wonderful! (627 reviews)

Chalets

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

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

Stockbridge Chalets essential information

Accommodation
3 Chalets
Lowest Price
$115
Highest Price
$833
Popular accommodation
Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut., Little Longbow Lakefront Chalet, SRC-Hudson Valley/Berkshires Cultural Corridor