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BEST ROMANTIC GETAWAY: Blantyre

Blantyre is the epitome of luxury and romance in the Berkshires, offering an enchanting escape for couples seeking a memorable retreat. Set in a stunning Gilded Age estate, this exquisite resort combines the charm of historical elegance with modern comforts, creating an idyllic atmosphere for

01 review

BEST ROMANTIC GETAWAY: Blantyre

16 Blantyre Rd, Lenox, MA 01240

Community Southern Berkshire County

BEST WELLNESS RETREAT: Miraval Berkshires Resort and Spa

Miraval Berkshires Resort and Spa is the premier destination for those seeking rejuvenation and tranquility. Nestled in the stunning landscape of the Berkshires, this luxurious retreat offers a holistic approach to well-being, featuring a wide array of wellness programs, spa treatments, and

01 review

BEST WELLNESS RETREAT: Miraval Berkshires Resort and Spa

55 Lee Rd, Lenox, MA 01240

Community Southern Berkshire County

BEST ICONIC STAY: Red Lion Inn

Steeped in over two centuries of history, The Red Lion Inn is the quintessential New England experience, earning its place as the Best Iconic Stay in the Berkshires. Located in the heart of Stockbridge, this legendary inn is famous for its warm hospitality, timeless charm, and rich tradition

01 review

BEST ICONIC STAY: Red Lion Inn

30 Main St, Stockbridge, MA 01262

Community Southern Berkshire County

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BEST COMMUNITY HUB: Berkshire South Community Center

Dive into the heart of community spirit at Berkshire South Community Center, where connection, wellness, and fun come together in a vibrant atmosphere. This welcoming space offers a range of programs for all ages, from fitness classes and youth sports to cultural events and workshops

01 review

BEST COMMUNITY HUB: Berkshire South Community Center

15 Crissey Rd, Great Barrington, MA 01230

Community Southern Berkshire County

BEST FAMILY FARM EXPERIENCE: Ioka Valley Farm

Ioka Valley Farm is the premier destination for families seeking a genuine farm experience in the Berkshires. Nestled in the picturesque countryside, this family-owned farm offers a delightful mix of activities that engage visitors of all ages. From picking seasonal fruits and vegetables to

01 review

BEST FAMILY FARM EXPERIENCE: Ioka Valley Farm

3475 Hancock Rd, Hancock, MA 01237

Community Northern Berkshire County

BEST PROPANE SERVICE: Carlson Propane

When it comes to reliable propane service in Sheffield, Carlson Propane stands out as the trusted choice for residential and commercial needs. Known for their exceptional customer service and timely deliveries, Carlson Propane ensures that homes and businesses stay warm and powered year

01 review

BEST PROPANE SERVICE: Carlson Propane

79 Pike Rd, Sheffield, MA 01257

Home & Design Southern Berkshire County

BEST APPLIANCE STORE: Mike’s Maytag Home Appliance Center

Mike's Maytag in Pittsfield has earned its reputation as the Best Appliance Store by consistently delivering top-notch products and unparalleled customer service. This local gem specializes in a wide range of high-quality appliances, from refrigerators to washers and dryers, ensuring that every

01 review

BEST APPLIANCE STORE: Mike’s Maytag Home Appliance Center

14 Gordon St, Pittsfield, MA 01201

Home & Design Central Berkshire County

BEST AUTO FAMILY: Haddad Auto Group

Since 1932, Haddad Auto Group has been Berkshire County’s trusted name for all things automotive. A family business through and through, what began as George A. Haddad’s small East Street lot has grown into a premier dealership under the leadership of his grandson George L. Haddad and his sister

01 review

BEST AUTO FAMILY: Haddad Auto Group

689 East St., Pittsfield, MA 01201

Shopping Central Berkshire County

BEST WAY TO DOWNSIZE/DECLUTTER: Goodwill of the Berkshires

Goodwill of the Berkshires is the top choice for simplifying your space with purpose. Whether you're downsizing, decluttering, or just looking to part with gently used items, their convenient donation process makes it easy to clear your home while giving back to the community. Your donations help

01 review

BEST WAY TO DOWNSIZE/DECLUTTER: Goodwill of the Berkshires

5 Cheshire Rd, Pittsfield, MA 01201

Community Central Berkshire County

BEST AWNING & SHADE EXPERTISE: Sondrini Enterprises

Sondrini Enterprises has built a stellar reputation for enhancing homes with top-notch retractable awning installation and repair, as well as expert gutter services. From creating the perfect shaded outdoor space to ensuring reliable water drainage, their team handles every project with precision

01 review

BEST AWNING & SHADE EXPERTISE: Sondrini Enterprises

343 Pecks Rd, Pittsfield, MA 01201

Home & Design Central 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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What do you need?

BEST ROMANTIC GETAWAY: Blantyre

BEST ROMANTIC GETAWAY: Blantyre

BEST ROMANTIC GETAWAY: Blantyre

BEST WELLNESS RETREAT: Miraval Berkshires Resort and Spa

BEST WELLNESS RETREAT: Miraval Berkshires Resort and Spa

BEST WELLNESS RETREAT: Miraval Berkshires Resort and Spa

BEST ICONIC STAY: Red Lion Inn

BEST ICONIC STAY: Red Lion Inn

BEST ICONIC STAY: Red Lion Inn

Suggested Listings

Keep exploring...

BEST COMMUNITY HUB: Berkshire South Community Center

BEST COMMUNITY HUB: Berkshire South Community Center

BEST COMMUNITY HUB: Berkshire South Community Center

BEST FAMILY FARM EXPERIENCE: Ioka Valley Farm

BEST FAMILY FARM EXPERIENCE: Ioka Valley Farm

BEST FAMILY FARM EXPERIENCE: Ioka Valley Farm

BEST PROPANE SERVICE: Carlson Propane

BEST PROPANE SERVICE: Carlson Propane

BEST PROPANE SERVICE: Carlson Propane

BEST APPLIANCE STORE: Mike’s Maytag Home Appliance Center

BEST APPLIANCE STORE: Mike’s Maytag Home Appliance Center

BEST APPLIANCE STORE: Mike’s Maytag Home Appliance Center

BEST AUTO FAMILY: Haddad Auto Group

BEST AUTO FAMILY: Haddad Auto Group

BEST AUTO FAMILY: Haddad Auto Group

BEST WAY TO DOWNSIZE/DECLUTTER: Goodwill of the Berkshires

BEST WAY TO DOWNSIZE/DECLUTTER: Goodwill of the Berkshires

BEST WAY TO DOWNSIZE/DECLUTTER: Goodwill of the Berkshires

BEST AWNING & SHADE EXPERTISE: Sondrini Enterprises

BEST AWNING & SHADE EXPERTISE: Sondrini Enterprises

BEST AWNING & SHADE EXPERTISE: Sondrini Enterprises

BEST THEATRE: Phoenix Theatres Beacon Cinema

BEST THEATRE: Phoenix Theatres Beacon Cinema

BEST THEATRE: Phoenix Theatres Beacon Cinema