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BEST LOCAL HANGOUT: Locker Room Sports Pub

Locker Room Sports Pub is where the locals go to unwind, catch the game, and enjoy a cold beer with friends. Whether you're a regular or just passing through, the welcoming atmosphere, great food, and lively vibe make it the perfect spot to kick back. From wings to burgers, they’ve got your

01 review

BEST LOCAL HANGOUT: Locker Room Sports Pub

232 Main St, Lee, MA 01238

Nightlife Southern Berkshire County

BEST COCKTAILS: Thistle & Mirth

If you’re on the hunt for the finest cocktails in the Berkshires, look no further than Thistle & Mirth. Known for its creative concoctions and perfectly balanced drinks, this cozy Pittsfield bar offers an eclectic mix of handcrafted cocktails that will tantalize your taste buds.

01 review

BEST COCKTAILS: Thistle & Mirth

44 West St, Pittsfield, MA 01201

Nightlife Central Berkshire County

BEST POOL HALL – Zen’s Pub

For those seeking a laid-back atmosphere where camaraderie and competition collide, Zen's Pub is the ultimate destination. This welcoming spot features expertly maintained pool tables, inviting you to rack 'em up and challenge your friends. Enjoy a diverse selection of local brews and delicious

01 review

BEST POOL HALL – Zen’s Pub

303 Tyler St, Pittsfield, MA 01201

Nightlife Central Berkshire County

BEST COZY BAR: Common or Garden Pub

When the chill of Berkshire evenings sets in, there’s no better place to find warmth and camaraderie than the Common or Garden Pub. This charming spot is a hidden gem, boasting a welcoming atmosphere with its rustic decor and soft lighting. Sip on a craft cocktail or a local brew while curling up

01 review

BEST COZY BAR: Common or Garden Pub

425 Park St, Great Barrington, MA 01230

Dining Southern Berkshire County

BEST GREAT BARRINGTON MEET UP: The Well

When night falls in Great Barrington, The Well is the spot where locals and visitors alike gather for a good time. Known for its cozy pub atmosphere, friendly bartenders, and an unbeatable selection of craft beers and cocktails, it’s the go-to for lively conversation and spontaneous fun.

01 review

BEST GREAT BARRINGTON MEET UP: The Well

312 Main St, Great Barrington, MA 01230

Nightlife Southern Berkshire County

BEST PITTSFIELD MEET UP: Methuselah Bar and Lounge

Looking for the perfect spot to meet up with friends or spark some spontaneous conversation with the coolest crowd in Pittsfield? Methuselah Bar and Lounge is the place. With its sleek, modern vibe, an ever-rotating craft beer list, and carefully curated wine and cocktail selections, it’s where

01 review

BEST PITTSFIELD MEET UP: Methuselah Bar and Lounge

391 North St, Pittsfield, MA 01201

Nightlife Central Berkshire County

BEST IRISH PUB: Patrick’s Pub

When it comes to finding that perfect Irish pub vibe, Patrick's Pub in Pittsfield is the gold standard. With its cozy wood-paneled interior, friendly staff, and classic pub fare, you’ll feel like you’ve stepped into a warm corner of Dublin. Whether you’re there for a pint of Guinness, hearty

01 review

BEST IRISH PUB: Patrick’s Pub

26 Bank Row, Pittsfield, MA 01201

Nightlife Central Berkshire County

BEST KAROAKE – The Egremont Barn

If you're looking to belt out your favorite tunes in an unforgettable atmosphere, The Egremont Barn is the place to be! With its cozy, rustic vibe and lively crowd, this venue transforms into karaoke heaven, where everyone from seasoned pros to shower-singing superstars can shine

01 review

BEST KAROAKE – The Egremont Barn

17 Main St, South Egremont, MA 01258

Nightlife Southern Berkshire County

BEST PUB: Patrick’s Pub

For a lively atmosphere and delicious comfort food, Patrick's Pub in Pittsfield is the go-to spot for locals and visitors alike! This welcoming establishment is known for its hearty menu featuring everything from classic burgers and wings to innovative daily specials that keep diners coming back

01 review

BEST PUB: Patrick’s Pub

1030 East Street, Pittsfield, MA 01201

Nightlife Central Berkshire County

BEST LOCAL EVENT SPACE: Egremont Barn

For a unique and charming venue that embodies the spirit of the Berkshires, look no further than Egremont Barn! This beautifully restored barn serves as a versatile space for events ranging from weddings and parties to community gatherings and concerts. With its rustic elegance and inviting

01 review

BEST LOCAL EVENT SPACE: Egremont Barn

17 Main St, South Egremont, MA 01258

Nightlife Southern Berkshire County

BEST BOWLING ALLEY: Cove Bowling

Step into Cove Bowling, where the classic sport meets modern fun in a vibrant setting! This isn’t just your average bowling alley; it’s a lively hub for friends and families alike, complete with retro lanes, arcade games, and a full-service bar. Whether you're aiming for a strike or enjoying a

01 review

BEST BOWLING ALLEY: Cove Bowling

109 Stockbridge Rd, Great Barrington, MA 01230

Community Southern Berkshire County

Suggested Listings

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BEST MARGARITAS: Fiesta Bar and Grill

Fiesta Bar and Grill is the go-to spot for the best margaritas in town! Known for their refreshing, handcrafted margaritas, Fiesta offers a variety of flavors that keep locals and visitors coming back for more. Whether you prefer a classic lime margarita, something fruity like mango or strawberry

01 review

BEST MARGARITAS: Fiesta Bar and Grill

284 Main St Bldg. II, Great Barrington, MA 01230

Dining Southern Berkshire County

BEST BOTANICAL GARDENS: Berkshire Botanical Garden

The Berkshire Botanical Garden is a lush sanctuary where nature’s beauty unfolds in every season. With its stunning array of plants, vibrant flower beds, and serene walking paths, this garden is a paradise for both novice gardeners and seasoned horticulturists. Strolling through its beautifully

01 review

BEST BOTANICAL GARDENS: Berkshire Botanical Garden

5 West Stockbridge Rd, Stockbridge, MA 01262

Community Central Berkshire County

BEST MEXICAN RESTAURANT: XICOHTENCATL Mexican Restaurant

Get ready to embark on a culinary fiesta at Xicohtencatl Mexican Restaurant, where vibrant flavors and authentic dishes transport you straight to the heart of Mexico. This culinary gem is not just a restaurant; it’s a celebration of culture, offering everything from sizzling fajitas to

01 review

BEST MEXICAN RESTAURANT: XICOHTENCATL Mexican Restaurant

50 Stockbridge Rd, Great Barrington, MA 01230

Dining Southern Berkshire County

BEST SNEAKER STORE: Famous Footwear

When it comes to finding the perfect pair of sneakers, Famous Footwear is the ultimate destination! This store offers an impressive selection of the latest styles from top brands, ensuring you’ll find exactly what you’re looking for—whether it’s sleek running shoes or trendy lifestyle kicks. With

01 review

BEST SNEAKER STORE: Famous Footwear

1255 Pleasant Street, Lee, MA 01238

Shopping Southern Berkshire County

BEST COZY PUB EXPERIENCE: 6 House Pub

If you're searching for the ultimate cozy pub experience, look no further than 6 House Pub in Williamstown. Nestled in the heart of the Berkshires, this beloved spot combines the warmth of a historic tavern with a modern twist on pub fare. Whether you’re settling in for a hearty meal after a day

01 review

BEST COZY PUB EXPERIENCE: 6 House Pub

866 Cold Spring Rd #7, Williamstown, MA 01267

Dining Northern Berkshire County

BEST HISTORIC MUSEUM – Venfort Hall Mansion and Gilded Age Museum

Step into the elegance of a bygone era at Venfort Hall, where history comes alive within its grand walls. This stunning Gilded Age mansion offers a glimpse into the opulent lifestyles of the past, with beautifully restored rooms, fascinating exhibits, and engaging tours that tell the story of the

01 review

BEST HISTORIC MUSEUM – Venfort Hall Mansion and Gilded Age Museum

104 Walker St, Lenox, MA 01240

Arts & Culture Southern Berkshire County

BEST BREWS & BITES: Barrington Brewery & Restaurant

For the perfect pairing of craft beer and delicious food, Barrington Brewery & Restaurant in Great Barrington is the place to be! Known for their fresh, small-batch brews made on-site, this local favorite serves up everything from rich stouts to crisp lagers, perfect for any palate

01 review

BEST BREWS & BITES: Barrington Brewery & Restaurant

424 Stockbridge Road, Great Barrington, MA 01230

Dining Southern Berkshire County

BEST THEATRE: Phoenix Theatres Beacon Cinema

For those who crave more than just a movie night, Phoenix Theatres Beacon Cinema is a full-on cinematic experience. Nestled in downtown Pittsfield, this theater combines state-of-the-art technology with classic charm. From blockbuster hits to indie gems, every screening feels special in their

01 review

BEST THEATRE: Phoenix Theatres Beacon Cinema

57 North St, Pittsfield, MA 01201

Arts & Culture Central Berkshire County

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BEST LOCAL HANGOUT: Locker Room Sports Pub

BEST LOCAL HANGOUT: Locker Room Sports Pub

BEST LOCAL HANGOUT: Locker Room Sports Pub

BEST COCKTAILS: Thistle & Mirth

BEST COCKTAILS: Thistle & Mirth

BEST COCKTAILS: Thistle & Mirth

BEST POOL HALL – Zen’s Pub

BEST POOL HALL – Zen’s Pub

BEST POOL HALL – Zen’s Pub

BEST COZY BAR: Common or Garden Pub

BEST COZY BAR: Common or Garden Pub

BEST COZY BAR: Common or Garden Pub

BEST GREAT BARRINGTON MEET UP: The Well

BEST GREAT BARRINGTON MEET UP: The Well

BEST GREAT BARRINGTON MEET UP: The Well

BEST PITTSFIELD MEET UP: Methuselah Bar and Lounge

BEST PITTSFIELD MEET UP: Methuselah Bar and Lounge

BEST PITTSFIELD MEET UP: Methuselah Bar and Lounge

BEST IRISH PUB: Patrick’s Pub

BEST IRISH PUB: Patrick’s Pub

BEST IRISH PUB: Patrick’s Pub

BEST KAROAKE – The Egremont Barn

BEST KAROAKE – The Egremont Barn

BEST KAROAKE – The Egremont Barn

BEST PUB: Patrick’s Pub

BEST PUB: Patrick’s Pub

BEST PUB: Patrick’s Pub

BEST LOCAL EVENT SPACE: Egremont Barn

BEST LOCAL EVENT SPACE: Egremont Barn

BEST LOCAL EVENT SPACE: Egremont Barn

BEST BOWLING ALLEY: Cove Bowling

BEST BOWLING ALLEY: Cove Bowling

BEST BOWLING ALLEY: Cove Bowling

Suggested Listings

Keep exploring...

BEST MARGARITAS: Fiesta Bar and Grill

BEST MARGARITAS: Fiesta Bar and Grill

BEST MARGARITAS: Fiesta Bar and Grill

BEST BOTANICAL GARDENS: Berkshire Botanical Garden

BEST BOTANICAL GARDENS: Berkshire Botanical Garden

BEST BOTANICAL GARDENS: Berkshire Botanical Garden

BEST MEXICAN RESTAURANT: XICOHTENCATL Mexican Restaurant

BEST MEXICAN RESTAURANT: XICOHTENCATL Mexican Restaurant

BEST MEXICAN RESTAURANT: XICOHTENCATL Mexican Restaurant

BEST SNEAKER STORE: Famous Footwear

BEST SNEAKER STORE: Famous Footwear

BEST SNEAKER STORE: Famous Footwear

BEST COZY PUB EXPERIENCE: 6 House Pub

BEST COZY PUB EXPERIENCE: 6 House Pub

BEST COZY PUB EXPERIENCE: 6 House Pub

BEST HISTORIC MUSEUM – Venfort Hall Mansion and Gilded Age Museum

BEST HISTORIC MUSEUM – Venfort Hall Mansion and Gilded Age Museum

BEST HISTORIC MUSEUM – Venfort Hall Mansion and Gilded Age Museum

BEST BREWS & BITES: Barrington Brewery & Restaurant

BEST BREWS & BITES: Barrington Brewery & Restaurant

BEST BREWS & BITES: Barrington Brewery & Restaurant

BEST THEATRE: Phoenix Theatres Beacon Cinema

BEST THEATRE: Phoenix Theatres Beacon Cinema

BEST THEATRE: Phoenix Theatres Beacon Cinema