Title: Western Massachusetts Ski Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6234063/b5806b99-82d2-4a7f-b6e3-7bec35d47d28.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Western Massachusetts Ski Vacations ## Book a Ski Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 4 Night Ski vacations in Western Massachusetts Price found within the past 48 hours. Click for updated prices. ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vacation Village in the Berkshires $461 per person May 13 - May 17 found 9 hours ago Roundtrip flight included Minneapolis (MSP) to Albany (ALB) 8.8/10 Excellent! (2,318 reviews) I recently stayed in a one bedroom suite at this villa property and unfortunately the experience was disappointing, especially for business travel. When I booked the reservation, I expected the main amenities such as the clubhouse to be easily accessible. In reality, the clubhouse sits on top of a hill. While there is temporary parking directly in front of the entrance, the designated guest parking is located at the bottom of the hill. This means guests either have to walk up a steep hill or climb several flights of stairs to reach the clubhouse. This setup is very inconvenient, particularly in cold weather or when carrying items for activities like swimming. I also experienced maintenance issues in the unit. I reported a clogged faucet and maintenance came to address it, but the problem was not actually fixed. Instead, the clog appeared to shift from one side of the sink to the other, eventually causing unpleasant debris to come back up through the drain, which was unsanitary and frustrating. The location is also quite isolated with limited nearby restaurant or dining options. While the condominium setup may work for guests planning to cook, it is not ideal for business travelers who need convenience and easy access to food and services. Overall, I would not recommend this property for corporate travel. Reviewed on Apr 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Massachusetts [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-04/2026-05-11/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning your Western Massachusetts ski vacation #### What are some things I should consider when booking a Western Massachusetts 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 Western Massachusetts ski packages? Right now, ski trips start at just $461\. Prices and availability are subject to change. Additional terms may apply. #### Can I book a beginner ski package in Western Massachusetts? Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Western Massachusetts. 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 Western Massachusetts cost? Sensational ski trips to Western Massachusetts start from $461\. 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 Western Massachusetts? The best time to hit the slopes in Western Massachusetts 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 Western Massachusetts 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 Western Massachusetts 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 Western Massachusetts with Expedia? Simple search and fantastic filters make it easy to find, build, and book your dream Western Massachusetts ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy. ## Top Ski Western Massachusetts Hotels ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village in the Berkshires 276 Brodie Mountain Rd Williamstown MA - 1 hour drive from Six Flags New England Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ... 8.8/10 Excellent! (2,323 reviews) Beds could be more updated Reviewed on Apr 3, 2026 [](https://expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA - 1 hour drive from Six Flags New England Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ... 9.2/10 Wonderful! (1,000 reviews) Room was comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated. Reviewed on Mar 26, 2026 [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Berkshire Valley Inn](https://images.trvl-media.com/lodging/1000000/900000/894100/894066/78b361f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Valley Inn 2541 Hancock Rd Williamstown MA - 1 hour drive from Six Flags New England Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ... [](https://expedia.com/Williamstown-Hotels-Berkshire-Valley-Inn.h894066.Hotel-Information) [See all 1,548 properties in Western Massachusetts](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6234063) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app