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BEST COCKTAILS: Thistle & Mirth

44 West St, Pittsfield, MA 01201

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.

5.0

01 review

Nightlife Central Berkshire County

BEST POOL HALL – Zen’s Pub

303 Tyler St, Pittsfield, MA 01201

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

5.0

01 review

Nightlife Central Berkshire County

BEST COZY BAR: Common or Garden Pub

425 Park St, Great Barrington, MA 01230

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

5.0

01 review

Dining Southern Berkshire County

BEST GREAT BARRINGTON MEET UP: The Well

312 Main St, Great Barrington, MA 01230

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.

5.0

01 review

Nightlife Southern Berkshire County

BEST PITTSFIELD MEET UP: Methuselah Bar and Lounge

391 North St, Pittsfield, MA 01201

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

5.0

01 review

Nightlife Central Berkshire County

BEST IRISH PUB: Patrick’s Pub

26 Bank Row, Pittsfield, MA 01201

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

5.0

01 review

Nightlife Central Berkshire County

BEST KAROAKE – The Egremont Barn

17 Main St, South Egremont, MA 01258

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

5.0

01 review

Nightlife Southern Berkshire County

BEST HARDWARE STORE: Carr Hardware

547 North St, Pittsfield, MA 01201

Carr Hardware is the ultimate destination for all your home improvement needs, blending a rich history with a modern selection of tools, supplies, and expert advice. This locally-owned gem caters to DIY enthusiasts and professionals alike, offering everything from paint and plumbing to garden

5.0

01 review

Shopping Central Berkshire County

BEST PLACE TO PICK UP A COOL GIFT: Crystal Essence

39 Railroad St, Great Barrington, MA 01230

Crystal Essence is your go-to destination for unique and thoughtful gifts that spark joy and inspire awe. This charming shop offers a carefully curated selection of crystals, handcrafted jewelry, and holistic wellness products that cater to all tastes and occasions. With a warm and inviting

5.0

01 review

Shopping Southern Berkshire County

BEST NURSERY & GARDEN CENTER: Ward’s Nursery & Garden Center

Ward's Nursery & Garden Center is a verdant oasis for garden enthusiasts, offering an extensive selection of plants, flowers, and gardening supplies to bring your outdoor spaces to life. With knowledgeable staff ready to provide expert advice, this local gem is dedicated to helping you

5.0

01 review

Shopping Southern Berkshire County

BEST LIFE CARE COMMUNITY: Kimball Farms Life Care Community

235 Walker St, Lenox, MA 01240

Kimball Farms Life Care Community is a haven of comfort and support, making it the premier choice for senior living in the Berkshires. With a vibrant atmosphere, residents enjoy a full range of amenities, activities, and healthcare services tailored to their individual needs. The dedicated staff

5.0

01 review

Community Southern Berkshire County

BEST FUNERAL HOME: Finnerty & Stevens Funeral Home

426 Main St, Great Barrington, MA 01230

During life’s most challenging moments, Finnerty & Stevens Funeral Home stands as a pillar of compassion and support for families in the Berkshires. Known for their respectful and personalized service, they help guide you through the process of honoring your loved one’s memory with grace and

5.0

01 review

Community Southern Berkshire County

BEST PET SUPPLY STORE: BensDotter’s Pet

940 Main St, Great Barrington, MA 01230

At BensDotter's Pet, your furry friends are treated like family, making it the top choice for pet lovers in the Berkshires. This charming pet store offers a wide array of high-quality pet supplies, gourmet treats, and unique toys to keep your pets happy and healthy. With a team of knowledgeable

5.0

01 review

Shopping Southern Berkshire County

BEST FLORIST: Wildflowers Florist

490 Main St, Great Barrington, MA 01230

When it comes to stunning arrangements that capture the essence of nature, Wildflowers Florist is your go-to destination. Known for their artistry and creativity, they craft breathtaking floral designs for every occasion, from weddings to birthdays and everything in between. With a commitment to

5.0

01 review

Shopping Southern Berkshire County

BEST CREDIT UNION: Greylock Federal Credit Union

150 West Street Pittsfield, MA 01201

Greylock Federal Credit Union redefines what it means to bank locally with personalized service and a dedication to community-driven values. More than just a place to keep your money, Greylock offers everything from checking and savings accounts to home loans, auto financing, and investment

5.0

01 review

Community Central Berkshire County

BEST AUTO REPAIR: Apex Automotive

9 Crissey Rd, Great Barrington, MA 01230

When your vehicle needs expert care, Apex Automotive rises above the rest. Known for their precision, honesty, and top-notch service, Apex is the place you trust to keep your car running smoothly. Whether it’s routine maintenance or complex repairs, the skilled team here approaches every job with

5.0

01 review

Community Southern Berkshire County

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BEST BREWS & BITES: Barrington Brewery & Restaurant

424 Stockbridge Road, Great Barrington, MA 01230

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

5.0

01 review

Dining Southern Berkshire County

BEST CULINARY ESCAPE: Heirloom Lodge

286 Great Barrington Road, West Stockbridge, MA 01266

Heirloom Lodge in West Stockbridge offers a culinary escape that immerses you in the essence of farm-to-table dining. Each dish is crafted with care, highlighting the freshest local ingredients and seasonal flavors that reflect the Berkshire region’s bounty. The cozy, rustic atmosphere invites you

5.0

01 review

Dining Southern Berkshire County

BEST THEATRE: Phoenix Theatres Beacon Cinema

57 North St, Pittsfield, MA 01201

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

5.0

01 review

Arts & Culture Central Berkshire County

BEST FUEL COMPANY: Dead River Company

168 Main St, Great Barrington, MA 01230

When it comes to keeping your home cozy and your energy bills manageable, Dead River Company is the fuel hero you didn’t know you needed. With a legacy of reliable service and a commitment to customer satisfaction, they’re not just delivering fuel; they’re delivering peace of mind. Whether it’s

5.0

01 review

Home & Design Southern Berkshire County

BEST BURGER & FRIES: The Bistro Box

937 S Main St, Great Barrington, MA 01230

For a burger experience that’s nothing short of legendary, The Bistro Box in Great Barrington is the spot. Known for their juicy, handcrafted burgers and crispy, golden fries, this roadside eatery serves up classic comfort food with a gourmet twist. Whether you're craving a simple cheeseburger or

5.0

01 review

Dining Southern Berkshire County

BEST T-SHIRT SHOP – Peace Train Tees

2 South St #150, Pittsfield, MA 01201

Peace Train Tees is your ultimate destination for unique and vibrant t-shirts that celebrate creativity and self-expression. Known as the Best T-Shirt Shop in the area, Peace Train Tees offers a wide range of designs, from whimsical graphics to powerful messages, ensuring there's something for

5.0

01 review

Shopping Central Berkshire County

BEST CATINA – Jalisco Cantina

85 Main St, Lee, MA 01238

Jalisco Cantina is the best spot to experience authentic Mexican flavors with a modern twist. Known for its vibrant atmosphere and expertly crafted dishes, this local favorite serves up everything from mouthwatering tacos and enchiladas to flavorful salsas and house-made guacamole

5.0

01 review

Dining Central Berkshire County

BEST COZY INDULGENCE: Fluff Alpaca

319 Main St, Great Barrington, MA 01230

Fluff Alpaca in Great Barrington is your go-to destination for luxurious, warm, and ultra-soft alpaca products. This boutique offers everything from cozy sweaters to stylish scarves, all made from the finest alpaca fibers that are lightweight, hypoallergenic, and irresistibly soft

5.0

01 review

Shopping Southern Berkshire County

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BEST COCKTAILS: Thistle & Mirth

BEST COCKTAILS: Thistle & Mirth

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 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 IRISH PUB: Patrick’s Pub

BEST IRISH PUB: Patrick’s Pub

BEST KAROAKE – The Egremont Barn

BEST KAROAKE – The Egremont Barn

BEST HARDWARE STORE: Carr Hardware

BEST HARDWARE STORE: Carr Hardware

BEST PLACE TO PICK UP A COOL GIFT: Crystal Essence

BEST PLACE TO PICK UP A COOL GIFT: Crystal Essence

BEST NURSERY & GARDEN CENTER: Ward’s Nursery & Garden Center

BEST NURSERY & GARDEN CENTER: Ward’s Nursery & Garden Center

BEST LIFE CARE COMMUNITY: Kimball Farms Life Care Community

BEST LIFE CARE COMMUNITY: Kimball Farms Life Care Community

BEST FUNERAL HOME: Finnerty & Stevens Funeral Home

BEST FUNERAL HOME: Finnerty & Stevens Funeral Home

BEST PET SUPPLY STORE: BensDotter’s Pet

BEST PET SUPPLY STORE: BensDotter’s Pet

BEST FLORIST: Wildflowers Florist

BEST FLORIST: Wildflowers Florist

BEST CREDIT UNION: Greylock Federal Credit Union

BEST CREDIT UNION: Greylock Federal Credit Union

BEST AUTO REPAIR: Apex Automotive

BEST AUTO REPAIR: Apex Automotive

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Suggested Listings

Keep exploring...

BEST BREWS & BITES: Barrington Brewery & Restaurant

BEST BREWS & BITES: Barrington Brewery & Restaurant

BEST CULINARY ESCAPE: Heirloom Lodge

BEST CULINARY ESCAPE: Heirloom Lodge

BEST THEATRE: Phoenix Theatres Beacon Cinema

BEST THEATRE: Phoenix Theatres Beacon Cinema

BEST FUEL COMPANY: Dead River Company

BEST FUEL COMPANY: Dead River Company

BEST BURGER & FRIES: The Bistro Box

BEST BURGER & FRIES: The Bistro Box

BEST T-SHIRT SHOP – Peace Train Tees

BEST T-SHIRT SHOP – Peace Train Tees

BEST CATINA – Jalisco Cantina

BEST CATINA – Jalisco Cantina

BEST COZY INDULGENCE: Fluff Alpaca

BEST COZY INDULGENCE: Fluff Alpaca