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Discover the most popular places to visit in The Berkshires
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.
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.
Williams College offers a prestigious liberal arts education amid the scenic Berkshire Mountains. Visitors can explore the renowned Williams College Museum of Art and attend public lectures in this intellectual haven.
This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.
This converted factory houses one of America's largest contemporary art museums. Wander through MASS MoCA's vast industrial galleries to experience thought-provoking works that transcend artistic boundaries.
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.
This serene sanctuary in the Berkshire Mountains is a center for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.
You can find the perfect gifts to bring home at Lee Premium Outlets during your trip to Lee. Amble around the area's gardens or attend a sporting event.
"We were very impressed with this hotel. Very clean room. The tub was actually shiny! Great hot breakfast and the staff couldn’t be nicer. Highly recommend."
"This place was amazing to stay at! The staff was friendly and helpful. The building was beautifully decorated inside and out, and it is in a safe location. Breakfast was very good. Only downside is that coffee was not available throughout the day (only served at breakfast). Overall, would definitely stay here again!"
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.
How can I find the best golf vacations in The Berkshires?
Swing into the best golf packages in The Berkshires. Punch in your travel dates then filter your results by guest and star rating, popular locations, and amazing extras like spas, pools, and ocean views.
Can I book cheap golf packages in The Berkshires?
Glorious golf on a budget is just a few clicks away. Sort your search results by price or deals to find amazingly affordable luxury golf. Right now, The Berkshires golf packages start at just . Prices and availability are subject to change. Additional terms may apply.
How can I find The Berkshires golf and spa packages?
If you long for a little tea tree before you tee off, a golf and spa package will keep you on your A game. Check the spa filter to take your pick from luxurious lodgings where you can live the dream after a round of 18.
How can I find luxury golf resort packages in The Berkshires?
Bag yourself a stay steps from a luxurious championship course by checking the 5* filter. Sort your results by rating to explore a little more extravagance and glam up your getaway with business class flights.
How can I look for The Berkshires casino golf packages?
Ch-ch-check the casino filter for cha-cha-ching-tastic casino and golf packages. From the pristine course to the baize of the roulette wheel, all you’ll see is green.
Can I book The Berkshires golf packages with airfare?
Get serious air before you reach the course by booking your accommodation, flights, and car rental as a package. You can bag a better deal this way—and level up the convenience while you’re at it.
Why should I book a golf vacation for couples in The Berkshires?
If you’ve both got love for the clubs, a couple’s golf vacation is a hole in one. Book accommodation with a full-service spa, exclusive Champagne bar, and outdoor experiences to dip into before and after a round. Together.
Can I book a golf holiday in The Berkshires with free cancellation and/or flexible dates?
Grab a great golf getaway with free cancellation by filtering by payment option. You can find buy now, pay later options this way, too.
Why should I book my golf trip to The Berkshires with Expedia?
We put(t) an amazing choice of golf resorts in one place, so you can hit the fairway every time. And our trips are ATOL protected for extra peace of mind.