Hot Great Barrington Chalet Rates

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Featured Chalets in Great Barrington

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

Monterey
Located in Monterey, this chalet is on a lake, within a 15-minute drive of Bidwell House Museum and Ashintully Gardens.
Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.
Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet

Becket
A stay at this chalet places you in the heart of Becket, within a 5-minute drive of Pyramid Lake and Jacob's Pillow.
Little Longbow Lakefront Chalet
SRC-Hudson Valley/Berkshires Cultural Corridor

SRC-Hudson Valley/Berkshires Cultural Corridor

Canaan
Located in Canaan, this chalet is in the mountains, a 5-minute drive from Queechy Lake and 8 minutes from Furnace Brook Winery at Hilltop Orchards.
SRC-Hudson Valley/Berkshires Cultural Corridor
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Majestic Lake Front Chalet

Majestic Lake Front Chalet

2 out of 5
Valatie
Located in Valatie, this chalet is a 5-minute drive from Kinderhook Lake and 5 minutes from Valatie Family Care.
Majestic Lake Front Chalet
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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.

Great Barrington Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Great Barrington.

A budget chalet hotel in Great Barrington is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Great Barrington, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Great Barrington have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Great Barrington out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Great Barrington chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Great Barrington, and it’s time to make it happen.

Great Barrington Chalets essential information

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

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.