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12 Reasons to Fall in Love with the Berkshires

Posted on September 03, 2018Written by Lindsey Schmid

Fall is the perfect time to discover the Berkshires. With our ever-changing foliage and cooler temperatures, be sure to explore the outdoors while leaving time to enjoy a few of our world-class museums. Don’t forget to squeeze in some delicious farm-fresh meals while you’re here.

Stay in style.1. Berkshire Elegant Country Inns

Berkshire Elegant Inns have amazing fall packages & deals waiting for you. Choose from one of our five inns and save $100’s on regular room rates. For extra romance, add a massage, chilled champagne and chocolate covered strawberries. No matter which inn you choose we promise you a memorable fall getaway.


Stay of free with your Hilton points.2. Hilton Garden Inn

Come stay at the Hilton Garden Inn this fall. We are centrally located to all that the Berkshires has to offer. We are an award-winning Hilton that is ranked in the top 5% of all Hilton Garden Inns worldwide. We now have a tasty Asian restaurant on site, Jae’s Restaurant & Bar, where you can enjoy a delicious meal and decompress.


Check out these one-of-a-kind objects.3. An American Craftsman

Enjoy some shopping while in the Berkshires at An American Craftsman Galleries. This gallery is unlike any other and offers the Handmade Home; featuring 400 artists working in wood, glass, clay, leather, jewelry, it also offers women’s fashions & accessories. A great resource for one of a kind & limited production gifts.


Remember this performance forever.4. Shakespeare & Company

Revel in the natural beauty of autumn in the Berkshires by day and enjoy great theatre by night! Join us for Taylor Mac’s uproarious black comedy HIR. A dysfunctional family for a new era, highly intelligent, tenderly heartfelt, and deeply, darkly humorous which runs from September 13 – October 7.



Shout out from the mountain tops.5. The Porches Inn at MASS MoCA

Hit the trail and explore all that the picturesque Berkshires has to offer with our special hiking package. Perfect for a fall vacation, this package features a choice of accommodations and a special Berkshire backpack loaded with a few essentials you’ll need to make the most of your experience. Let us help you explore.


See the new and improved for yourself.6. Blantyre

Treat yourself to the extraordinary charm of Blantyre. The 110 acre Gilded Age mansion and estate, includes the highly rated Conservatory with a multi-course tasting menu; the Champagne Salon inspired by Dom Perignon; and the Bistro which is open for breakfast and dinner. Relax at our expanded Spa by Blantyre.


Roam the scenic grounds.7. Seven Hills Inn

Set on 27 acres of lush lawns and stunning gardens, the Seven Hills Inn is ideal for fall vacations, romantic getaways, destination weddings, family reunions and corporate events. Our rates are FALL-ing this autumn, save 20% off midweek stays in the beautiful Berkshires. We’ll see you soon.



Breathe deep the fresh air.

8. Housatonic Heritage Walks

The 2018 Housatonic Heritage Walks program offers more than 60 free, guided walks to the most interesting historic, cultural and natural sites throughout Berkshire County on four weekends in September. Whether you want a historic tour or a hike along the Appalachian Trail there is a walk for you.

(Photo Credit: Jim Boyle)


Ramble around the Berkshires.9. Ramblefest

Held each autumn, RambleFest is one festival in the Berkshires you do not want to miss. It is a two-day celebration which includes live music, food, and local craft beer. Be sure to partake in the 51st Greylock Ramble, a hike up Mount Greylock where you will enjoy magnificent vistas and spectacular foliage.


Taste the Berkshires this fall.10. Ioka Valley Farm

Pack up the family and head to Ioka Valley Farm – the perfect spot for a day of fun. Whether it is picking pumpkins, enjoying a hayride, or indulging in whoopie pies or cider donuts, you are certain to make lasting memories. Add to your adventure and take time to enjoy a tour and a tasting at our Sugar House.


Spend money on activities not your hotel.11. Williamstown Motel

Surrounded by beautiful mountain views the Williamstown Motel is the perfect location to enjoy all that the Berkshires offers. Take a stroll downtown to the Clark Art Museum, Williams College Museum of Art, local shops, and great dining. A short drive to Vermont or up Mount Greylock provides spectacular fall foliage viewing.


Year of the Dog12. Fall Foliage Parade

Fall foliage in the Berkshires is a must-see for people from near and far. The annual Fall Foliage Parade is part of this tradition and an event you don’t want to miss. Stop by downtown North Adams on parade day to experience the parade which is themed as Year of Dog. Why not bring along your own puppy for the fun?



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