| Category | Company Name | Contact | Profile |
| Animals |
| Care | Best Friends Pet Care | Michelle Murray | view |
| Care & Training for Small Dogs | The Idle Dog, LLC | Ms Deborah J Muise | view |
| Daily Walks, Pet Care & Reiki | Ashland Pet Concierge | Carolyn McGee | view |
| Training | TrueBlueDog | Ms. Pamela W Jones Curran | view |
| Veterinarian | Ashland Animal Care Center | Denise Lockhart | view |
| Veterinarian | The Family Pet Hospital | Dr Christina Valas | view |
| Arts |
| Dance Instruction | Annemarie's Dance Centre | Annemarie Fairhurst | view |
| Embroidery | The Embroidery Place | Teri Wysor | view |
| Fiber art, knitting | Tobi Collage Etc | Tobi Hoffman | view |
| Graphic, Print, Video, Web | Art by Herring Design Services | Linda Herring | view |
| Greeting Cards | Art House Greetings | Susie Neal | view |
| Jewelry & Metalwork | Earthly Wealth Jewelry | M R Fletcher | view |
| Automotive |
| Auto Body Repair | Tom's Auto Body Inc. | Donna | view |
| Cleaning and Detailing | Ashland Auto Detailing | Stephen Frasca | view |
| Repair | R & S Auto | Bret Spinazzola | view |
| Repair Service | Power Tune | Warren Heaps | view |
| Repairs | Nickerson Road Auto Repair | Bill Nasios | view |
| U-Haul rentals | A-1 Automotive Service | Jeff Horn | view |
| Business Services |
| Aquariums | Fish Works | R Savard | view |
| Design & Development | Janez Design & Development LLC | Graham Ruggie | view |
| Event Facilities | Warren Conference Center & Inn | Mark Roche | view |
| Management and Support | Office Rescue.me | Judy MacGregor | view |
| Marketing Communications | Your Talking Points | Cynthia Whitty | view |
| Photography | Patrick Brosnan Photography | Patrick Brosnan | view |
| Printing and Copying | Impressions Printing of Metrowest | Andrew Carini | view |
| Promotional Products | Promotional Product Specialists | Andrea Whitham | view |
| Security | RSIG Security & Investigations Group Inc. | Tim Mazzie | view |
| Community |
| Child Care | Di's Little Friends Playcare | Dianna Hopper | view |
| Errands and More | Sara to the Rescue | Ms. Sara B Siegel | view |
| Local Programming | Ashland Cable Access Corp. | Barbara Chisholm | view |
| Police Department | Ashland Police Department | Chief Scott Rohmer | view |
| Religion & Spirituality | Metrowest Ministries, Inc. | Pastor Deryck C Frye | view |
| Social Services | Advocates Inc. | Liz Krumenacker | view |
| Social Services | Ashland Education Foundation Inc. | Ms Diana Harotian | view |
| Social Services | Friends of The Ashland Library | Betsy Emberley | view |
| Social Services | Ashland Emergency Fund | John Ellsworth | view |
| Town Government | Town of Ashland | John Petrin | view |
| Veteran Organization | Ashland American Legion | Howie Hathoway | view |
| Computers and Technology |
| Computer Help, Software | Custom Software Solutions Inc. | Michael Corkery | view |
| IT and Information Security | Fieldbrook Solutions LLC | Bradley J Dinerman | view |
| Research | BioSurfaces, Inc. | Matthew Phaneuf | view |
| Website Design & Development | Britesites Website Development/Design | Beth Christensen | view |
| Website Development | Southborough Website Design, LLC | Mr Edward Furey | view |
| Contractors |
| Air Conditioning | Karpouzis & Sons | Andy Karpouzis | view |
| Closet Design and Installation | Contemporary Closets Inc. | Michael B Albert | view |
| Custom Cabinets & Furniture | Karp WoodWorks Corp. | Bill Karp | view |
| Electrical | JL Electric Company Inc. | Joe Lacroix | view |
| Full service remodeling | CDS Woodworking | Eric Sohl | view |
| Heating | NightLife Oil Burner Service Inc | Chris Granger | view |
| Home Improvement | United Home Experts, Inc. | John C Dudley Jr. | view |
| Plumbing and Heating | Eldridge Plumbing & Heating Inc. | Nicole Trachanas | view |
| Plumbing, Heating, A/C | Umholtz Plumbing and Heating | Diane Umholtz | view |
| Repair and Improvement | Mr. Handyman Central MetroWest | Michael Campbell | view |
| Repair and Improvement | Phil's Home Care | Phil Mercer | view |
| Roofing | Done Right Roofing | John Mancini | view |
| Wood Siding & Roofing | Vallee Siders | Mike Vallee | view |
| Education |
| Child Care Provider | Smiling Faces | Ms. Giuliana Pareja | view |
| Preschool | Adventures in Learning | Courtney Arseneault | view |
| Public Schools | Ashland Public Schools | Dr Richard Hoffmann | view |
| Tutoring K-12 | Ashland KnowledgePoints Learning Center | Claudette Rowe | view |
| Financial |
| Bank | Middlesex Savings Bank | Debbi Righter | view |
| Bank | TD Banknorth | Margaret Fuller | view |
| Financial | Centinel Financial Group | Adam Sachs CFP, CLT | view |
| Management | Compass Income Planning | Scooch Giargiari CFP | view |
| Management | Wellesley Financial Group & Ins. Agency | Peter Klay | view |
| Mortgage Broker | SB Mortgage Group Inc. | Bob DePeron | view |
| Retirement; Life; etc. | MetLife Financial Group of Massachusetts | John P Kirwan | view |
| Food and Dining |
| Bagel & Donut Shop | Honey Dew Donuts (Rt 126) | Harry Patel | view |
| Coffee Shop | Cafe Mod | Robert Smith | view |
| Convenience Store | Lucky Farm | Piyush Patel | view |
| Gifts, Gourmet, Chocolate | Magnolia Mellows | K Eisenstein | view |
| Restaurant | Burnams 1742 Manor | Dan Giargiari | view |
| Restaurant | Sunnyside Cafe | Mark MacKay | view |
| Restaurant | Superior Pie | Zack Chaves | view |
| Restaurant, Bar & Grille | The Trackside Grille | Lisa Kaufman | view |
| Wine and Spirits | Main Street Wine & Spirits | Bill Goldberg | view |
| Wine and Spirits | The Malt Shop | Marty Rawitz | view |
| Health and Beauty |
| Barber | Chris's Barber Shop | Christopher Ferrecchia | view |
| Salon | Salon Illusions | Tony De Pasquale | view |
| Salon | The Best Little Hair House in Ashland | Laura Collotta | view |
| Skin Care | Skin Smart Salon | Lisa Massimiano | view |
| Healthcare |
| Chiropractic | Walter Piasecki DC Chiropractic Physician | Walter Piasecki DC | view |
| Dental | Practice of Family Cosmetic Dentistry | Dr Stuart Rosenthal DMD, PC | view |
| Dentist | John W. Zarrella D.M.D. | John W Zarrella D.M.D | view |
| Durable Medical Equipment | Rainbow Repair Wheelchairs | Mr Christopher Hopper | view |
| Optical | Moody Optical Co. Inc. | Tim McCarthy | view |
| Physical Therapy | Ashland Physical Therapy & Sports Medicine | James Casady | view |
| Home and Garden |
| Building Supply | Ashland Lumber Co | Malcolm Cheever | view |
| Landscape services | Riverside Tree & Landscape Co., Inc. | Mark Levine | view |
| Landscaping | Appleseed Landscape | John Reardon | view |
| Tiling and Flooring | Tiles Plus More! Inc. | Scott Kaiser | view |
| Insurance |
| Auto, Home, Business | Ryan Insurance Agency Inc. | David Teller | view |
| Home, Auto, Business | Ashland Insurance Center Inc. | Brian Thomas | view |
| Most Insurance Needs | Purple Ink Insurance Agency Inc | Nadine Heaps | view |
| Voluntary Employee Benefits | AFLAC | Mike Stepien | view |
| Professional |
| Architecture | GMT Home Designs Inc. | Glenn M Travis | view |
| Coaching | Andrea Novakowski - Coach | Andrea Novakowski | view |
| Freelance Writing | Martin Shapiro | Mr Martin L Shapiro | view |
| Inspirational Rebel & Writer | Giulietta The Muse | Giulietta Nardone | view |
| Junk Removal Services | 1-800-GOT-JUNK | Judy Briggs | view |
| Lawyers | Catanzaro and Allen | Jennifer Allen | view |
| Real Estate |
| Appraiser: Comm. & Residential | Cimorelli Appraisal Services | Ruth A Cimorelli | view |
| Certified Staging Professional | Judi Teller, Realtor | Judi Teller | view |
| Management | Village of a Thousand Pines Condo Trust | Barbara Nunes | view |
| Residential & Commercial | The Homes Connection | Mr. William F Gath | view |
| Sales | Realty Executives Boston West | Anne Silverman | view |
| Sales & Rentals, Res & Comm | The Homes Connection of MetroWest, Inc. | John Ellsworth | view |
| Retail |
| Cleaners | Excellent Cleaners | Vivian Sinos | view |
| Consignment | Lindas Encore! | Linda Mercer | view |
| Consignment | All Together Now | Norma Bell | view |
| Sports & Hobby |
| Hobby | Hobby USA | Bob Rice | view |
| Slot Cars | Modelville Hobby | Richard Payne | view |
| Trophies | N.E.C. Trophies | Linda Wise | view |
| Storage |
| Self Storage | Extra Space Storage | Peter Sopronyi | view |
| Storage | Ashland Mini Storage Inc. | Madeline Gazard | view |
| Storage units, cars, boats, RV | 126 Self Storage | Mike Kane | view |
| Travel |
| Cruises, Family Vacations | CruisingCo.com & MouseEarVacations.com | Elyse Shuster | view |
| Honeymoon, Family, Group | Galaxsea Travel | Daniel Weiner | view |
