Discover the most popular places to visit in Western Massachusetts
Jiminy Peak Mountain Resort
8.8/10 (311 reviews)
Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.
New England's largest amusement park thrills with 11 roller coasters, including the top-rated Superman The Ride. Experience heart-pounding drops on Wicked Cyclone, or cool off at Hurricane Harbor water park.
Explore Amherst College's historic College Row and impressive art and natural history museums. Wander through the tranquil Yushien Japanese Garden or attend one of the many public cultural events on campus.
Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.
The Basketball Hall of Fame celebrates the sport's greatest legends in Springfield, basketball's birthplace. Explore interactive exhibits, test your skills on Center Court, and immerse yourself in the game's rich history.
New England's largest fair, The Big E draws 1.6 million visitors annually with agricultural exhibits and entertainment. Explore the Avenue of States and Storrowton Village while sampling diverse regional cuisine.
This beloved New England fair showcases all six states' cultures through exhibits, food, and entertainment. Explore the Avenue of States, sample iconic cream puffs, or catch a live concert during its September run.
Ski Butternut offers 22 diverse trails across 110 acres of terrain suitable for all skill levels. Morning visits reward skiers with freshly groomed slopes and the satisfaction of first tracks.
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.
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.
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 . 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 . 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.