| Category | Company Name | Contact | Profile |
| Animals |
| Care | Best Friends Pet Care | Michelle Murray | view |
| Daily Walks and Pet Care | Ashland Pet Concierge | Carolyn McGee | view |
| Veterinarian | Ashland Animal Hospital | 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 |
| Fabrics | Tobi Collage Etc | Tobi Hoffman | view |
| Graphic Design | Daredevil Studios Graphic Design | Mike Marschke | view |
| Graphic, Print, Video, Web | Art by Herring Design Services | Linda Herring | view |
| Greeting Cards | Art House Greetings | Susie Neal | view |
| Scrapbooks | Creations by Andrea | Andrea Whitham | view |
| Automotive |
| Auto Body Repair | Tom's Auto Body Inc. | Donna | view |
| Gas | Ashland Diesel Inc. | Bruce Camille | view |
| Repair | R & S Auto | Bret Spinazzola | view |
| Repair Service | Power Tune | Warren Heaps | view |
| Business Services |
| Accounting & Taxes | Tarsky, Zanchi & Associates, Inc. | Edward Zanchi CPA | view |
| Aquariums | Fish Works | R Savard | view |
| Bookkeeping | Bookkeeping & Office Solutions, LLC | Edward Zanchi CPA | 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 |
| Photography | Patrick Brosnan Photography | Patrick Brosnan | view |
| Printing and Copying | Impressions Printing of Metrowest | Andrew Carini | view |
| Security | RSIG Security & Investigations Group Inc. | Tim Mazzie | view |
| Video Online Marketing | Interactive Media Strategies | Paul Ritter | view |
| Community |
| Child Care | Di's Little Friends Playcare | Dianna Hopper | view |
| Child Care | Nocturnal Nannies LLC | Tracy Seveney | view |
| Local Programming | Ashland Cable Access Corp. | Barbara Chisholm | view |
| Parent Teacher Organization | Ashland K-12 PTO | Cyndi Raabe | view |
| Police Department | Ashland Police Department | Chief Scott Rohmer | view |
| Religion & Spirituality | Federated Church of Ashland | Rev Jason Rutherford | 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 | Greater Ashland Lions | Ellie Torelli | view |
| Social Services | Ashland Emergency Fund | John Ellsworth | view |
| Town Government | Town of Ashland | John Petrin | view |
| Veteran Organization | Ashland American Legion | Bob Lindsey | view |
| Computers and Technology |
| Computer Help, Software | Custom Software Solutions Inc. | Michael Corkery | view |
| Research | BioSurfaces, Inc. | Matthew Phaneuf | view |
| Website Design & Development | Britesites Website Development/Design | Beth Christensen | view |
| Website Development | Southborough Website Design LLC | Edward Furey | view |
| Website Development/ Marketing | Blackrock Networks Inc. | Wendy Byrne | 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 |
| Heating | NightLife Oil Burner Service Inc | Chris Granger | 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 |
| Roofing | Done Right Roofing | John Mancini | view |
| Education |
| Preschool | Adventures in Learning | Courtney Arseneault | view |
| Tutoring K-12 | Ashland KnowledgePoints Learning Center | Claudette Rowe | view |
| Financial |
| Bank | Middlesex Savings Bank | Debbi Righter | view |
| Bank | Sovereign Bank | Amy Belzer | view |
| Bank | TD Banknorth | Margaret Fuller | view |
| Financial | John Hancock Financial Network | Adam Sachs | view |
| Management | Compass Income Planning | Scooch Giargiari CFP | view |
| Management | Wellesley Financial Group & Ins. Agency | Peter Klay | view |
| Food and Dining |
| Casual Family Style Restaurant | Nick's Restaurant & Ice Cream | Nicholas Stournaras | view |
| Coffe and Donuts | Honey Dew Donuts | Pauline Basdelis | view |
| Convenience Store | Lucky Farm | Piyush Patel | view |
| Pizza, Subs, Pasta, Catering | Town House of Pizza | Nick Markos | view |
| Restaurant | Burnams 1742 Manor | Dan Giargiari | view |
| Restaurant | Sunnyside Cafe | Mark MacKay | 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 300 Inc | Cathie Mooney | 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 |
| Carpets, Harwood, Tile, Vinyl | Abbey Carpet & Floor | Craig Bogardus | view |
| Junk Removal Services | 1-800-GOT-JUNK | Richard | view |
| Landscaping | Appleseed Landscape | John Reardon | view |
| Mulch | A-1 Bark Mulch | Joe Hart | 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. | David Kurzontkowski | view |
| Most Insurance Needs | Purple Ink Insurance Agency Inc | Nadine Heaps | 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 |
| Marketing | Gail E. Pierce | Gail E Pierce | view |
| Real Estate |
| Appraiser: Comm. & Residential | Cimorelli Appraisal Services | Ruth A Cimorelli | view |
| Certified Staging Professional | Judi Teller, Realtor | Judi Teller | view |
| Commercial R.E. Brokerage | Metrowest Commercial Real Estate, Inc. | Eric Brosler | view |
| Developer | Megunko Transit District Ltd | Robert Gayner | view |
| Management | Village of a Thousand Pines Condo Trust | Barbara Nunes | view |
| Sales | Realty Executives Boston West | Anne Silverman | view |
| Sales | RE/MAX Executive Realty | Matt Gamache | view |
| Sales & Rentals, Res & Comm | The Homes Connection of MetroWest, Inc. | John Ellsworth | view |
| Retail |
| Consignment | Linda's Encore! | Linda Mercer | view |
| Sports & Hobby |
| Slot Cars | Modelville Hobby | Richard Payne | view |
| Trophies | N.E.C. Trophies | Linda Wise | view |
| Storage |
| 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 |
