Chris's Guidebook of The Berkshires

Chris
Chris's Guidebook of The Berkshires

Coffee Shop

Great coffee shop in Lenox, try their lattes! Delicious and beautifully created :)
16 Einheimische empfehlen
Lenox Coffee
52 Main St
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Great coffee shop in Lenox, try their lattes! Delicious and beautifully created :)
This is my favorite coffee shop in the Berkshires!!!
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No. Six Depot Roastery & Cafe
6 Depot St
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This is my favorite coffee shop in the Berkshires!!!
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Fuel Bistro/ Coffee Shop
293 Main St
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Tunnel City Coffee
100 Spring St
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Activities to do with Children

Vast open space for kids to run, see animals, and beautiful scenery
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Hancock Shaker Village
1843 W Housatonic St
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Vast open space for kids to run, see animals, and beautiful scenery
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Berkshire Museum
39 South St
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MASS MoCA
1040 Mass MoCA Way
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Live jazz concerts every Thursday evening in the summers. Best local skiing for kids in the winter!
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Bousquet Ski Area
101 Dan Fox Dr
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Live jazz concerts every Thursday evening in the summers. Best local skiing for kids in the winter!

Food scene

Modern day speakeasy, great cocktails and funky atmosphere
The Ostrich Room
10 Richmond Mountain Road
Modern day speakeasy, great cocktails and funky atmosphere
This is a winery that you can BYOB food to! Most days provides food trucks in addition. Beautiful scenery overlooking Richmond pond!! One of my favorite spots. Also kid/dog friendly.
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Balderdash Cellars
81 State Rd
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This is a winery that you can BYOB food to! Most days provides food trucks in addition. Beautiful scenery overlooking Richmond pond!! One of my favorite spots. Also kid/dog friendly.
Great local food market with delicious pre made foods and groceries. Fun just to browse around!
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Guido's Fresh Marketplace
760 S Main St
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Great local food market with delicious pre made foods and groceries. Fun just to browse around!
Local, fair prices, good pub food :)
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The Olde Heritage Tavern
12 Housatonic St
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Local, fair prices, good pub food :)
Delicious food, excellent customer service
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Alta
34 Church St
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Delicious food, excellent customer service
Best takeout pizza in Lenox!
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Betty's Pizza Shack
26 Housatonic St
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Best takeout pizza in Lenox!
Great place to grab an after dinner cocktail or start the day there with delicious breakfast!
Ophelia’s
16 Church Street
Great place to grab an after dinner cocktail or start the day there with delicious breakfast!
Yummy breakfast/brunch
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Haven
8 Franklin St
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Yummy breakfast/brunch
Excellent brunches!
Gateways Inn & Restaurant
51 Walker St
Excellent brunches!
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Firefly Gastropub & Catering Co.
71 Church St
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Bistro Zinc
56 Church St
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Brava
65 Church St
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Classic Italian food that is always on point!
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Mazzeo's Ristorante
1015 South St
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Classic Italian food that is always on point!
This is a local favorite, ski bum spot. best wings in the Berkshires, hands down. Great beer selection and pub food. Rustic atmosphere!
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Olde Forge Restaurant
125 N Main St
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This is a local favorite, ski bum spot. best wings in the Berkshires, hands down. Great beer selection and pub food. Rustic atmosphere!
Classic pub food in Pittsfield
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Patrick's Pub
26 Bank Row
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Classic pub food in Pittsfield
Cool atmosphere, good food, specialty cocktails
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District Kitchen & Bar
40 West St
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Cool atmosphere, good food, specialty cocktails
This is my husbands favorite take out pizza place in pittsfield, they don’t deliver, but pick up is easy.
South Street Pizza House
148 South St
This is my husbands favorite take out pizza place in pittsfield, they don’t deliver, but pick up is easy.
Another pittsfield classic pizza spots that is a must try. Only pick up available.
East Side Cafe
Another pittsfield classic pizza spots that is a must try. Only pick up available.
Yummy sushi spot in Pittsfield
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Jae's
1032 South Street
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Yummy sushi spot in Pittsfield

Wine shop and group activities

This is my wife’s BFF shop, they sell delicious hand selected wines and make the experience fun by offering wine tastings and activities!
Dare Bottleshop & Provisions
11 Housatonic Street

Sightseeing

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The Mount, Edith Whartons Haus
2 Plunkett St
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A must see, breathtaking views of the Berkshire mountains and Stockbridge bowl, a cool windy road leading up!
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Olivia's Overlook
Hiking Trails
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A must see, breathtaking views of the Berkshire mountains and Stockbridge bowl, a cool windy road leading up!
Tallest peak in the state of Massachusetts. Breathtaking views!
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Mount Greylock
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Tallest peak in the state of Massachusetts. Breathtaking views!

Neighborhoods

Such an awesome town to walk around, shop, and grab food! My favorite Berkshire town to visit.
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Great Barrington
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Such an awesome town to walk around, shop, and grab food! My favorite Berkshire town to visit.