Compare Western Massachusetts Chalets

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Western Massachusetts Ski Accommodation

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $94 nightly
    The price is $105 total per night from Nov 20 to Nov 21
    $105 total
    Nov 20 - Nov 21
    Total with taxes and fees
    8.6/10 Excellent! (2,136 reviews)
    The Yankee, Trademark Collection by Wyndham

    The Yankee, Trademark Collection by Wyndham

    461 Pittsfield Rd Lenox MA
    $95 nightly
    The price is $106 total per night from Nov 27 to Nov 28
    $106 total
    Nov 27 - Nov 28
    Total with taxes and fees
    9/10 Wonderful! (1,004 reviews)
    Berkshire Valley Inn

    Berkshire Valley Inn

    2541 Hancock Rd Williamstown MA
    $154 nightly
    The price is $172 total per night from Nov 20 to Nov 21
    $172 total
    Nov 20 - Nov 21
    Total with taxes and fees
    9/10 Wonderful! (564 reviews)
    Jiminy Peak Mountain Resort

    Jiminy Peak Mountain Resort

    37 Corey Rd Hancock MA
    $149 nightly
    The price is $166 total per night from Nov 20 to Nov 21
    $166 total
    Nov 20 - Nov 21
    Total with taxes and fees
    8.2/10 Very Good! (985 reviews)
    Hampton Inn & Suites Berkshires-Lenox

    Hampton Inn & Suites Berkshires-Lenox

    445 Pittsfield Rd Lenox MA
    $111 nightly
    The price is $124 total per night from Nov 30 to Dec 1
    $124 total
    Nov 30 - Dec 1
    Total with taxes and fees
    9/10 Wonderful! (1,000 reviews)
    Monument Mountain Motel

    Monument Mountain Motel

    247 Stockbridge Rd Great Barrington MA
    $67 nightly
    The price is $74 total per night from Nov 23 to Nov 24
    $74 total
    Nov 23 - Nov 24
    Total with taxes and fees
    8.8/10 Excellent! (788 reviews)
    Shaker Mill Inn

    Shaker Mill Inn

    2 Oak Street West Stockbridge MA
    $114 nightly
    The price is $125 total per night from Nov 20 to Nov 21
    $125 total
    Nov 20 - Nov 21
    Total with taxes and fees
    9.6/10 Exceptional! (406 reviews)
    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

    249 Stockbridge Rd Great Barrington MA
    $143 nightly
    The price is $160 total per night from Nov 23 to Nov 24
    $160 total
    Nov 23 - Nov 24
    Total with taxes and fees
    9.2/10 Wonderful! (754 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    One West Street Pittsfield MA
    $88 nightly
    The price is $99 total per night from Nov 21 to Nov 22
    $99 total
    Nov 21 - Nov 22
    Total with taxes and fees
    7.8/10 Good! (955 reviews)

Hotel Options in Western Massachusetts

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $94 nightly
    The price is $105 total per night from Nov 20 to Nov 21
    $105 total
    Nov 20 - Nov 21
    Total with taxes and fees
    8.6/10 Excellent! (2,136 reviews)
    MGM Springfield

    MGM Springfield

    One MGM Way Springfield MA
    $155 nightly
    The price is $176 total per night from Nov 20 to Nov 21
    $176 total
    Nov 20 - Nov 21
    Total with taxes and fees
    8.8/10 Excellent! (1,432 reviews)
    La Quinta Inn & Suites by Wyndham Springfield MA

    La Quinta Inn & Suites by Wyndham Springfield MA

    100 Congress Street Springfield MA
    $111 nightly
    The price is $125 total per night from Nov 20 to Nov 21
    $125 total
    Nov 20 - Nov 21
    Total with taxes and fees
    8/10 Very Good! (1,297 reviews)

Chalets

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

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

Western Massachusetts Chalets essential information

Accommodation
Chalets
Lowest Price
$74
Highest Price
$176
Popular accommodation
Vacation Village in the Berkshires, The Yankee, Trademark Collection by Wyndham, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Hampton Inn & Suites Berkshires-Lenox, Monument Mountain Motel, Shaker Mill Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG

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