| Organization Name(s) | Located In |
| Rachelle's Loving Hands Home Health Care and Respite Services | Innisfil |
| Raglan Village | Collingwood |
| Rainbow Centre (The), The Crash Program | Schomberg |
| Rainbow Lanes Youth Bowling League | Orillia |
| Rainbow Pharmasave Angus | Angus |
| Rainbow Valley Christmas Tree Farm & Ploughpenny Pottery, Pottery Classes | Phelpston |
| Rainbow Valley Riding Center | Phelpston |
| RAINBOWS Canada, Barrie Essa Road Presbyterian Church Programs | Barrie |
| RAINBOWS Canada. Barrie Collier Street United Church Programs | Barrie |
| RAINBOWS Canada. Barrie Free Methodist Church Programs | Barrie |
| RAINBOWS Canada. Canadian National Office | Barrie |
| Rainbows Canada. Rainbows, Spectrum, Prism Programs. North Simcoe Rainbows | Midland |
| RAINBOWS Canada. Rainbows. Collingwood Hospice Georgian Triangle | Collingwood |
| RAINBOWS Canada. Rainbows. Orillia Regent Park United Church | Orillia |
| RAINBOWS Canada. Silver Linings Program | Barrie |
| Rama Central Public School | Severn |
| Rama Kings Junior "A" Lacrosse | Ramara |
| Rama Police Service | Rama |
| Rama United Church | Rama |
| Ramara Centre | Ramara |
| Ramara Chamber of Commerce | Brechin |
| Ramara Library Quilt Club | Ramara |
| Ramara Seniors Association | Ramara |
| Ramara Township Public Library, Brechin Branch | Brechin |
| Ramara Township Public Library. Ramara Centre Branch | Ramara |
| Ramara Township. Municipal Office | Brechin |
| Ramara Youth Soccer Club | Ramara |
| Ramona Agricultural Society | Ramara |
| Ravenscroft [Dr A] | Orillia |
| RAW CrossFit | Penetanguishene |
| Ray [Dr G M] | Orillia |
| Ray's Driving School. Barrie | Barrie |
| Ray's Driving School. Midland | Midland |
| Reading Institute (The) | Orillia |
| Real Canadian Superstore, Cooking Classes | Midland |
| Reckewitz (Leanne) | Collingwood |
| Recreational Aircraft Association. Collingwood Chapter | Simcoe County |
| Recreational Aircraft Association. Midland/Huronia Chapter | Tiny |
| Recreational Mixed Slo-Pitch. Hillsdale | Hillsdale |
| Red Hat Society | Simcoe County |
| Red Pine Inn, Recreation Centre | Alliston |
| Red Rose Property Maintenance | Severn |
| Redeemed Christian Church of God | Barrie |
| Redgrift [Dr. James] | Midland |
| Redwood Park Church, Barrie Campus | Barrie |
| Rees [Lynda] | Collingwood |
| Regent Park Public School | Orillia |
| Regent Park United Church. Orillia | Orillia |
| Reichmann [Dr Jaak] | Barrie |
| Reid [Dr Linda] | Midland |
| Reiki Centre - Spiritual Education & Networking Facility (The), A Beloved Community Canada Ministry | Alliston |
| Renaissance Academy | Essa |
| Renewed Hope Counselling Service | Wasaga Beach |
| Rent Assistance, Simcoe County | Simcoe County |
| Resorts of Ontario | Orillia |
| Retire Your Ride | Hamilton |
| Retire-At-Home Services | Simcoe County |
| Retired Teachers of Ontario. District 17 | Barrie |
| Retired Women Teachers of Ontario. Blue Mountain Branch | Simcoe County |
| Retired Women Teachers of Ontario. Orillia Branch | Orillia |
| Rexall Drug Store, Orillia Prescription Centre | Orillia |
| Rexall Pharma Plus Drugmart | Innisfil |
| Rexall Pharmacy, Stayner | Stayner |
| Reynolds Funeral Home "Turner Chapel" | Bracebridge |
| Rich Hill United Church | New Tecumseth |
| Rinaldi College of Aesthetics | Barrie |
| River of Life Pentecostal Church. Midland | Midland |
| Riverwood Retirement Home | Alliston |
| RJ Motosport Park | Midhurst |
| RJC Connections Transportation Service | Barrie |
| RNR Patient Transfer Service Inc | Orillia |
| Road to Reading Fun Fair | Barrie |
| Rob Roy United Church of Canada | Clearview |
| Roberta Place | Barrie |
| Roberta Place Retirement Lodge | Barrie |
| Robertson Denture Clinic. Bracebridge | Bracebridge |
| Robertson Denture Clinic. Midland | Midland |
| Robertson's Wildlife and Pest Control | Orillia |
| Robinson and Lee Associates Professional Counselling | Barrie |
| Rodgers School of Transport Training | Barrie |
| Rogers Cable Inc. Midland Location, Rogers TV | Midland |
| Rogers TV | Barrie |
| Rollerskating Place (The) | Orillia |
| Rose [Dr David] | Thornbury |
| Rotary Club of Kempenfelt | Barrie |
| Rotary Club of Barrie | Barrie |
| Rotary Club of Barrie Huronia | Barrie |
| Rotary Club of Collingwood | Collingwood |
| Rotary Club of Collingwood - South Georgian Bay | Collingwood |
| Rotary Club of Midland | Midland |
| Rotary Club of Orillia | Orillia |
| Rotary Club of Orillia-Lake Country | Orillia |
| Rotary Club of Penetanguishene | Penetanguishene |
| Rotary Club of Wasaga Beach and Area | Wasaga Beach |
| Rotary Club of Washago | Severn |
| Rotary Club. Alliston | Alliston |
| Rotary Club. Bradford | Bradford West Gwillimbury |
| Rotary Replica Steam Railway | Orillia |
| Rounds Ranch | Springwater |
| Rowlinson [Dr Anthony] | Collingwood |
| Royal Arch, 34 Signet Chapter York Rite Masonry | Barrie |
| Royal Arch Masons. Orillia Chapter | Orillia |
| Royal Black Preceptory 601 | Barrie |
| Royal Canadian Air Cadets, Barrie Squadron 102 | Barrie |
| Royal Canadian Air Cadets, Wasaga Beach Squadron 714 | Wasaga Beach |
| Royal Canadian Air Cadets. 99 Lynx Squadron | Orillia |
| Royal Canadian Air Cadets. Midland Squadron 724 | Midland |
| Royal Canadian Air Cadets. Squadron 734., Alliston | Alliston |
| Royal Canadian Army Cadets. Collingwood 1909 OPP | Collingwood |
| Royal Canadian College of Organists. Simcoe-Muskoka Centre | Orillia |
| Royal Canadian Legion, Alliston Branch 171 | Alliston |
| Royal Canadian Legion, Angus Edward Macdonald Branch 499 | Angus |
| Royal Canadian Legion, Beeton Branch 421, Four Freedoms | Beeton |
| Royal Canadian Legion, Everett Branch 508 | Adjala-Tosorontio |
| Royal Canadian Legion, Lefroy-Bell Ewart Branch 547 | Innisfil |
| Royal Canadian Legion, Lisle Branch 559 | Adjala-Tosorontio |
| Royal Canadian Legion, Orville Hand Branch 521 | Bradford |
| Royal Canadian Legion, Tottenham Branch 329 | Tottenham |
| Royal Canadian Legion Branch 80, Ken Snider Memorial Museum | Midland |
| Royal Canadian Legion. Barrie Branch 147 | Barrie |
| Royal Canadian Legion. Barrie Branch 147, Legion Hall | Barrie |
| Royal Canadian Legion. Barrie Branch 147. Auxiliary | Barrie |
| Royal Canadian Legion. Branch 34 Senior Citizens Complex | Orillia |
| Royal Canadian Legion. Brechin Mara Branch | Brechin |
| Royal Canadian Legion. Coldwater Branch 270 | Coldwater |
| Royal Canadian Legion. Collingwood Branch 63 | Collingwood |
| Royal Canadian Legion. Collingwood Branch 63, Ladies Auxiliary | Collingwood |
| Royal Canadian Legion. Creemore Branch 397 | Creemore |
| Royal Canadian Legion. Creemore Branch 397, Ladies Auxiliary | Creemore |
| Royal Canadian Legion. Elmvale Branch 262 | Elmvale |
| Royal Canadian Legion. Elmvale Branch 262, Ladies Auxiliary | Elmvale |
| Royal Canadian Legion. Elmvale Branch 262, Meeting Facilities | Elmvale |
| Royal Canadian Legion. Midland Branch 80 | Midland |
| Royal Canadian Legion. Midland Branch 80, Ladies' Auxiliary | Midland |
| Royal Canadian Legion. Midland Branch 80, Meeting Facilities | Midland |
| Royal Canadian Legion. New Lowell Branch 516. George Duff Memorial | Clearview |
| Royal Canadian Legion. Orillia Branch 34 | Orillia |
| Royal Canadian Legion. Orillia Branch 34, Poppy Fund | Orillia |
| Royal Canadian Legion. Orillia Branch 34 Ladies Auxiliary | Orillia |
| Royal Canadian Legion. Penetanguishene Branch 68 | Penetanguishene |
| Royal Canadian Legion. Penetanguishene Branch 68, Hall Rental | Penetanguishene |
| Royal Canadian Legion. Penetanguishene Branch 68, Ladies Auxiliary | Penetanguishene |
| Royal Canadian Legion. Port McNicoll Branch 545 | Port McNicoll |
| Royal Canadian Legion. Port McNicoll Branch 545, Ladies Auxiliary | Port McNicoll |
| Royal Canadian Legion. Port McNicoll Branch 545, Meeting Facilities | Port McNicoll |
| Royal Canadian Legion. Stayner Branch 457 | Stayner |
| Royal Canadian Legion. Victoria Harbour Branch 523 | Victoria Harbour |
| Royal Canadian Legion. Victoria Harbour Branch 523, Ladies Auxiliary | Victoria Harbour |
| Royal Canadian Legion. Victoria Harbour Branch 523, Meeting Facilities | Victoria Harbour |
| Royal Canadian Legion. Warminster Branch 619 | Oro-Medonte |
| Royal Canadian Legion. Waubaushene Branch 316 | Waubaushene |
| Royal Canadian Legion. Waubaushene Branch 316, Ladies Auxiliary | Waubaushene |
| Royal Canadian Mounted Police, Toronto North. Newmarket Detachment | Newmarket |
| Royal Canadian Sea Cadet Corps (286) Trillium. Midland | Midland |
| Royal Canadian Sea Cadet Corps 53 Barrie | Barrie |
| Royal City Soccer Club. Summer Soccer Camp | Barrie |
| Royal ProResp | Barrie |
| Royal Victoria Hospital | Barrie |
| Royal Victoria Hospital, Cancer Care Services | Barrie |
| Royal Victoria Hospital, Chronic Disease Management Clinics | Barrie |
| Royal Victoria Hospital, Clinical Support Services, Cardio-Respiratory Services, Asthma Education Clinic | Barrie |
| Royal Victoria Hospital, Clinical Support Services, Cardio-Respiratory Services, Sleep Lab | Barrie |
| Royal Victoria Hospital, Clinical Support Services, Dietitian Outpatient Counselling Service | Barrie |
| Royal Victoria Hospital, Dialysis/Kidney Care Clinic | Barrie |
| Royal Victoria Hospital, Health Library | Barrie |
| Royal Victoria Hospital, Hearing Health Services, Audiology and Hearing Instrument Dispensing | Barrie |
| Royal Victoria Hospital, Maternal Child Program, Birthing Unit, Labour and Birthing Classes | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Acute Outpatient Services | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Addiction Services | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Community Treatment Order Coordination Service | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Crisis Intervention Services | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Medication Clinic | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Mental Health Support Services | Barrie |
| Royal Victoria Hospital, Mental Health and Addiction Program, Schizophrenia Support Group | Barrie |
| Royal Victoria Hospital, Patient Representative Office | Barrie |
| Royal Victoria Hospital, Rehabilitation Program, Adult Outpatient Services, Cardiac Teaching Program | Barrie |
| Royal Victoria Hospital, Rehabilitation Program, Adult Outpatient Services, Hand/Plastics Program | Barrie |
| Royal Victoria Hospital, Rehabilitation Program, Adult Outpatient Services, Healthy Aging Services | Barrie |
| Royal Victoria Hospital, Rehabilitation Program, Adult Outpatient Services, Rehabilitation Day Hospital | Barrie |
| Royal Victoria Hospital, Rehabilitation Program, Adult Outpatient Services, Swallowing Disorders Clinic | Barrie |
| Royal Victoria Hospital, Rehabilitation Program, Physiotherapy Services | Barrie |
| Royal Victoria Hospital, Royal Victoria Hospital Foundation | Barrie |
| Royal Victoria Hospital, RVH Breastfeeding Clinic | Barrie |
| Royal Victoria Hospital, Support Services, Nutrition and Food Services | Barrie |
| Royal Victoria Hospital, Volunteer Resources | Barrie |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Alliston Location | Alliston |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Barrie. Royal Victoria Hospital Location | Barrie |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Bradford. Bradford West Gwillimbury Child and Family Services Location | Bradford |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Collingwood. Collingwood General and Marine Hospital Location | Collingwood |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Midland Location | Midland |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Orillia Location | Orillia |
| Royal Victoria Hospital, Women's and Children's Program, Children's Development Services, Simcoe Muskoka Parry Sound Infant Hearing Program | Barrie |
| Royal Victoria Hospital, Women's Diagnostic Imaging Centre | Barrie |
| Royal Victoria Hospital, Womens' and Children's Program, Children's Development Services, Occupational Therapy | Barrie |
| Royal Victoria Hospital, Womens' and Children's Program, Children's Development Services, Simcoe County Preschool Speech and Language Program. Penetanguishene. | Penetanguishene |
| Royal Victoria Hospital Auxiliary | Barrie |
| Ruggers United Gathering | Barrie |
| Runners | Barrie |
| Rural Aftercare Program | Georgina |
| RVH Women's Marathon Bridge Club (The) | Barrie |