Title: Great Barrington Ski Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/110336/8bc0aa8d-68ce-4fbf-a4c5-ac032f9ce9c2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Great Barrington Ski Vacations

## Book a Ski Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
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Better together  
Save up to $1,045 when you book a flight and hotel together\*
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Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## Planning your Great Barrington ski vacation

####  What are some things I should consider when booking a Great Barrington ski trip package? 

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in. 

####  How can I find cheap Great Barrington ski packages? 

Right now, ski trips start at just . Prices and availability are subject to change. Additional terms may apply. 

####  Can I book a beginner ski package in Great Barrington? 

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Great Barrington. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow. 

####  How much does a ski trip to Great Barrington cost? 

Sensational ski trips to Great Barrington start from . Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply. 

####  When’s the best time of year to plan a ski trip to Great Barrington? 

The best time to hit the slopes in Great Barrington depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days. 

####  Can I book Great Barrington ski packages with airfare? 

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly. 

####  Can I book a Great Barrington ski trip with free cancellation and/or flexible dates? 

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options. 

####  Why should I book a ski package in Great Barrington with Expedia? 

Simple search and fantastic filters make it easy to find, build, and book your dream Great Barrington ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy. 

## Top Ski Great Barrington Hotels

![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA

- 4 min drive from Ski Butternut

Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...

9/10 Wonderful! (829 reviews)

We have stayed here a couple times to ski at Butternut. It is not fancy but well worth the money. Staff is very nice, beds are comfy and everything is squeaky clean. Location is great. Plenty of nearby restaurants.

Reviewed on Mar 6, 2026

[](https://expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd Great Barrington MA

- 4 min drive from Ski Butternut

Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

9.4/10 Exceptional! (772 reviews)

Front desk staff rocked. One younger girl even helped to shovel out our car for us!

Reviewed on Mar 9, 2026

[](https://expedia.com/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information)

![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Quality Inn Great Barrington

372 Main Street Great Barrington MA

- 19 min walk from Ski Butternut

Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

8.4/10 Very Good! (1,002 reviews)

The rooms were nice. Thick mattresses. Refrigerator and microwave in rooms. Staff was very friendly. Breakfast offered waffles, eggs and sausage. More than enough parking. If you are visiting the Mahaiwe Theater, it's a five minute walk. I recommend NO.10 for a meal before the show.

Reviewed on Mar 2, 2026

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

[See all 1,555 properties in Great Barrington](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=110336)

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.

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