Things to Do - Berkshires

Jaryn
Things to Do - Berkshires

Outdoor Rec

The Berkshires are filled with some amazing bike riding of all varieties. For mountain biking, head over to Kennedy Park and ask the experts at The Arcadian Shop where to head off to. Coffee and some nice gear in the lounge pre or post ride. The gals and boys over at Berkshire Bike and Board offer rentals of all types of bikes, and are the go to resource for group rides, places to ride, and always have the latest and greatest tech to check out.
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Arcadian Shop
91 Pittsfield Rd
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The Berkshires are filled with some amazing bike riding of all varieties. For mountain biking, head over to Kennedy Park and ask the experts at The Arcadian Shop where to head off to. Coffee and some nice gear in the lounge pre or post ride. The gals and boys over at Berkshire Bike and Board offer rentals of all types of bikes, and are the go to resource for group rides, places to ride, and always have the latest and greatest tech to check out.
Check out The Berkshire Natural Resource Council’s website regarding all outdoor spaces to recreate. Personal favorites are Mount Greylock and the trails up on Lenox Mountain. Berkshire Running Center hosts all sorts of weekly group runs if that’s your style.
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Berkshire Natural Resources
309 Bank Row
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Check out The Berkshire Natural Resource Council’s website regarding all outdoor spaces to recreate. Personal favorites are Mount Greylock and the trails up on Lenox Mountain. Berkshire Running Center hosts all sorts of weekly group runs if that’s your style.
Bousquet - Fun for the whole family. All us local kids learned to ski here. Jiminy Peak - More of a resort type mountain. Lots of trails, 6 person high speed lift, great food and drink for apres ski.
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Bousquet Ski Area
101 Dan Fox Dr
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Bousquet - Fun for the whole family. All us local kids learned to ski here. Jiminy Peak - More of a resort type mountain. Lots of trails, 6 person high speed lift, great food and drink for apres ski.
A great place to rent a boat or a jet ski to enjoy with family and friends!
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Berkshire U-Drive Boat Rental
1651 North St
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A great place to rent a boat or a jet ski to enjoy with family and friends!

Cultural

Mass Moca is always the first place I bring friends and family from out of town. Modern art, in a warehouse, with great BBQ next door. This should be a no brainer for anybody with a little time to kill.
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MASS MoCA
1040 Mass MoCA Way
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Mass Moca is always the first place I bring friends and family from out of town. Modern art, in a warehouse, with great BBQ next door. This should be a no brainer for anybody with a little time to kill.
The go to place for summer music in The Berkshires. All of us locals have spent many of summer nights out in the grass listening to James Taylor. My recommendation would be to score some lawn tickets, pack up a cooler at Guido's and have a nice night on a blanket. Totally fair game to bring food and beverages in to save a few bucks.
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Tanglewood
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The go to place for summer music in The Berkshires. All of us locals have spent many of summer nights out in the grass listening to James Taylor. My recommendation would be to score some lawn tickets, pack up a cooler at Guido's and have a nice night on a blanket. Totally fair game to bring food and beverages in to save a few bucks.
Barrington Stage is the go to cultural attraction for downtown Pittsfield. With two theaters to choose from and almost nightly events Barrington Stage is a great spot to relax and enjoy a nice night on the town. If late night cabaret is on the calendar make this a must do!
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Barrington Stage Company
30 Union St
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Barrington Stage is the go to cultural attraction for downtown Pittsfield. With two theaters to choose from and almost nightly events Barrington Stage is a great spot to relax and enjoy a nice night on the town. If late night cabaret is on the calendar make this a must do!
Great shopping, great brands, great prices.
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Lee Premium Outlets
17 Premium Outlet Boulevard
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Great shopping, great brands, great prices.