Our Story

the team

Winchester Optical has been helping people better their vision in Winchester and throughout Massachusetts since 1958.

​​​​​​​Peg and Art Deering founded our optical shop with a single goal, to help guide people to their optimal vision. Now the third generation Deering, Dr. Joseph Deering, holds true to their original goal today.

As a family-owned and operated business the Deering's have dedicated their lives to ensuring Winchester Optical’s patients receive expert professional eyecare in a personal, one-on-one environment. With the help of 2 generations of the Wyman family, Bob and Matt, and the rest of our wonderful staff we hope to provide everything your eye's need.

Dr. Joseph Deering, a graduate of New England College of Optometry, offers primary care services to patients of all ages. Dr. Deering is dedicated to making sure each patient discovers a clearer vision and the healthiest eyes possible.

Dr. Deering and his staff offer a wide variety of professional eyecare services, as well as a large selection of quality eyewear and contact lens options.

Winchester Optical strives to provide a comfortable, personalized experience and the best eyecare services available. Our office's service not only Winchester, but Burlington, Woburn, Lexington, Medford, Stoneham, Melrose, Arlington, Cambridge, and other surrounding areas.​​​​​​​

Call us today to make an appointment at (781) 214-3990 or request an appointment online.

​​​​​​​Meet the Team


Dr. Joseph Deering


  • New England College of Optometry -2005

  • Optometrist at Winchester Optical Since 2009

John Deering

Licensed Optician, Contact Lens Specialist

  • President and Owner of Winchester Optical

  • Massachusetts Licensed in Opticianry-1978

  • Massachusetts Licensed in Contact Lenses-1978

  • Certified by the American Board of Opticianry

  • Advance Certified by the National Contact Lens Examiners

  • Certified instructor for Opticianry & Contact Lenses

  • Professor & Contact Lens Director at the Ben Franklin Institute of Technology, Boston MA

  • "Fellow" in the Contact Lens Society of America- 1990

  • "Honored Fellow" in the Contact Lens Society of America- 1995

  • President of the Contact Lens Society of America- 1997 thru 1999

  • Recipient of Opticians Association of Massachusetts Lifetime Achievement Award- 1998

  • Opticians Association of Massachusetts

  • Optician of the Year - 2008

  • National Academy of Opticians Beverly Myers Achievement Award

Bob Wyman

Licensed optician​​​​​​​

  • Massachusetts Licensed in Opticianry- 1990

  • National Certified by the American Board of Opticianry

  • Member of the Opticians Association of Massachusetts

  • Optician at Winchester Optical since 1982

Helen Deering

Office Manager

  • Patient and very successful teacher of contact lens insertion and removal

  • Member of Winchester Optical staff since 1990

Matt Wyman​​​​​​​


Tirzah Deering​​​​​​​


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