About Rolling Hills Dentistry

Excellence in dentistry combined with personalized patient care is our mission at Rolling Hills Dentistry. Our team, headed by Dr. Blake Winokur, DMD, wants to provide you and your family with the best dental care available in the Danbury area. From the first time you visit our office, we want you to feel at home and at ease while we care for your smile.

Dental care is an important part of maintaining your overall health and an attractive appearance. A healthy smile can minimize risks for other health issues and give you confidence in social situations. Our team wants to ensure that you and your family get the best care possible, with convenient and affordable options at our office. To learn more about what we offer our patients in Danbury, Bethel, Brewster, Brookfield, New Fairfield, Newtown, Ridgefield and the surrounding communities, check out our patient information on the following pages of our website:

We want you to know exactly what to expect when you join our dental family. Our team is happy to assist you with insurance and payment options to fit your budget and convenient scheduling to fit into your busy schedule. We also want our patients to feel comfortable when they come in for treatments or preventive care. Check out our amenities that are in place to make you feel relaxed and at home during your visits.

Rolling Hills Dentistry

Thank you for taking the time to learn more about Rolling Hills Dentistry and everything we offer. We look forward to meeting you and your family at your first visit to our office in Danbury. Contact us today to schedule your appointment – we have extended hours for your convenience.

Meet Our Doctor

Blake Winokur


Dr. Blake Winokur is a native of Westchester, New York and received his Doctorate in Dental Medicine from Nova Southeastern University in Fort Lauderdale, Florida. Dr. Winokur not only utilizes the most advanced dentistry techniques and materials currently available, but he also provides his patients with warm and friendly service in a comfortable atmosphere.

As a respected member of the dental community, Dr. Winokur maintains membership in a number of accredited and respected dental organizations, including the American Dental Association, Connecticut State Dental Association, the American Academy of Cosmetic Dentistry, the New York Dental Association and the Academy of General Dentistry. He received the title of Fellow by the International Congress of Oral Implantology in 2013 and is honored to be part of a distinguished group of international dentists who both surgically place and restore dental implants.

Dr. Winokur and his wife, Kiersten, are residents of Danbury, CT. They are proud new parents to their beautiful baby girl, Sloane. Dr. Winokur is an avid golfer and since moving to the suburbs has become quite the grill master. When not playing golf or grilling, he enjoys spending time with his friends and family, traveling, and living a healthy lifestyle.


I was VERY happy with my experience at Rolling Hills. I was having some tooth pain and I've always been nervous about going to the dentist. Dr. Winkour and his staff made me feel very comfortable and got me out of pain in no time. Would highly recommend!!

Huda Aziz

Went to this practice for years before the recent changes. Loved the new office format and had a quick and comfortable time. Fixed a cracked tooth within 30 minutes with no pain. Would highly recommend.

Noah Marcus

I have been going to this office for many years, starting when it was run by another dentist. Was always happy there, but now, even more so!! Office has been remodeled a bit and feels cleaner, updated, more welcoming. Dr. is also more updated.... very up on newest techniques.The atmosphere is very cheerful, everyone seems happy to be there. I went in for the final stage of a crown a few months ago, on a Saturday morning, their first appointment of the day. I went in my yoga clothes, and mentioned I was hoping to make it to yoga class afterward.....Dr.Winokur rounded everyone up and got me in there ASAP.

Pamela Janine Davis

I've had great experiences with Dr Winokur. The quality of care is always top notch ! The hygienist and administrative staff are professional and caring as well. I appreciate all the work they've done !

Jen Bidwell

Rolling Hills Dentistry is definitely a top notch practice. Between the pleasant environment, flexible hours, state-of-the-art equipment and incredibly knowledgeable dentist they definitely made this out-of-towner feel more at ease about an emergency visit!!!

Megan Moisakis

Dr. Winokur took over a practice I had been going to for a long time. Any apprehensiveness I may have had faded as soon as I opened the door to the office. It's been completely updated and modernized, and even has a coffee bar. Dr. Winokur himself is very friendly, knowledgeable, and professional, and has a great sense of humor. He's basically a younger, taller, and yes, better-looking version of Dr. Maletzky, bringing with him all the latest techniques and technology, which just makes things better for us, the patient. Who doesn't want that?

Mark Montesi

Dr. Blake Winokur's patience, bedside manner, and knowledge as a dental practitioner are unmatched. I highly recommend visiting him at Rolling Hills Dentistry for any/all dental needs. He treated me with respect and made me feel comfortable in his chair. All previous fears I had when it came to dental appointments are now nonexistent thanks to Dr. Winokur and his staff.

Ian Matzkowitz

Dr. Winokur and his staff are not only professional, but make you feel welcome the minute you step into the office. I trust him with any of my dental needs. I would recommend him to anyone who wants an amazing dentist.

Justin Tomack

Dr. Winokur always goes above and beyond to ensure his patients receive the best comfort and care. He is very pleasant and professional, and makes himself available outside of regular hours for emails or appointments. He is fast and efficient, but takes the time to explain procedures and your diagnosis very thoroughly. I've never had any pain during his procedures, nor have I had an issue with the work he has done. Everything he does is always done exceptionally well, and I would highly recommend him!

Katrina Allwin

I highly recommend this dental practice for anyone in the greater Danbury area. Dr. Winokur and his staff are professional, skilled, friendly and welcoming. I feel very comfortable trusting Dr. Winokur with my dental care.

Jennie Brown

Everyone at Rolling Hills Dentistry is wonderful! Dr. Winokur is a talented dentist who makes me feel comfortable getting the dental work I need. I wouldn't go to any other dentist.


Very professional and friendly staff. Dr Winokur explains everything clearly and does a great job with attention to detail. Highly recommended.

Ray Greenwood

Dr. Winokur's practice is the utmost professional and best dentistry in the area. The friendly environment makes you feel at ease, while the services provided are catered to the client to ensure timeliness, yet, quality work. I highly recommend this business for all dental hygiene needs.

Sarah P.

Always a phenomenal experience dealing with Doctor Winokur! I've known him for many years - he's professional, sensitive, friendly and always willing to talk you through his work. For those nearby in Connecticut, you're in for a treat! (just make sure you brush ; )

Neil G.

Always a wonderful experience! Dr. Winokur is kind, knowledgeable, patient, skilled-a true pro! He uses the latest technology and always make me feel at ease. The work he has done on me is exceptional, my teeth are always in the best hands!

Mara S.

I scheduled an appointment with Dr. Winokur for an implant placement and was very nervous. He reassured me that I would be comfortable and not have any discomfort or problems. Also the staff was very nice and helpful. The process overall was great and I would highly recommend this office to everyone!

Jurnee M.