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Discover the most popular places to visit in Western Massachusetts
Six Flags New England
8.4/10 (599 reviews)
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 Harbour water park.
Tanglewood Music Center
9.6/10 (457 reviews)
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.
Photo by Groovy Trip
Open Photo by Groovy Trip
Naismith Memorial Basketball Hall of Fame
8.6/10 (481 reviews)
The Basketball Hall of Fame celebrates the sport's greatest legends in Springfield, basketball's birthplace. Explore interactive exhibits, test your skills on Centre Court, and immerse yourself in the game's rich history.
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.
Photo by Caminante
Open Photo by Caminante
Massachusetts Museum of Contemporary Art
9.4/10 (246 reviews)
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.
Williams College
9.4/10 (534 reviews)
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.
Amherst College
9.2/10 (300 reviews)
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.
Big E
8.6/10 (302 reviews)
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.
"It's a beautiful, traditional Inn, without modern amenities. Unlike some Inn's, you still feel like you have your own personal space, but yet it's still cozy. I felt like I walked into an episode of Gilmore Girls. It was wonderful. A must if you're in the area."
"Terrific staff. When we had to shorten her stay by one day they handled it beautifully. They warned us breakfast on Monday and Tuesday is pretty scant. It's a charming area of town and of the region also"
"The place was fine--I don't demand much of a hotel. It is basically a place to sleep. However, more discerning travelers might have been upset by the fact that the supplemental door lock didn't work, one of the shelves in the closed was broken and the one day out of four that we had maid service, they seemed to only half finish the job. They may be very short of staff."
"Bathroom had a moldy shower curtain and bathtub was moldy. There was dirt and bugs on the floor. The paint on bathroom ceiling was peeling. The ac was so loud it was hard to sleep…"
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.
All you need to know about luxury holidays in Western Massachusetts
What can I expect from a luxury Western Massachusetts holiday?
Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.
How can I find all-inclusive luxury holidays in Western Massachusetts?
Tick the all-inclusive and 5-star filters to find the crème de la crème of Western Massachusetts holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.
Can I book a cheap luxury holiday to Western Massachusetts?
A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Western Massachusetts starting at . Prices and availability are subject to change. Additional terms may apply.
Are there luxury spa holidays in Western Massachusetts?
For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Western Massachusetts spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.
What should I look for when booking a luxury family holiday in Western Massachusetts?
Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.
Can I book luxury last-minute holidays to Western Massachusetts?
You can wangle a top-notch luxury holiday in Western Massachusetts for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!
Can I book a luxury holiday in Western Massachusetts with free cancellation and/or flexible dates?
If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.
Why should I book my luxury travel to Western Massachusetts with Expedia?
Nobody does luxury quite like Expedia. With so many gorgeous properties in Western Massachusetts to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.