Our mission is to provide exceptional dentistry that starts with a relationship and results in a smile.

Hillcrest Dental Has Your Family’s Smiles Covered!

From Preventative Care to Restorative Treatments

Welcome to the Waukesha dental practice of Dr. Ross Oberschlake. At Hillcrest Family Dental, we are devoted to compassionate, patient-focused dental care that delivers healthy, attractive and long-lasting smiles! Using advanced technology, the highest quality of materials and a gentle hand, we provide a full range of preventative, cosmetic and restorative dental treatments for the whole family.

We are not only focused on the beauty of your smile, we are also genuinely concerned for your overall well-being and satisfaction! To help you achieve optimal oral health, we provide a comprehensive treatment plan with impeccable attention to detail—checking and cleaning your teeth and gums, performing oral cancer screenings, and taking low-radiation x-rays when necessary.

Also, in the case of a dental emergency, our team will make every effort to see and care for you as soon as possible. We promise our patients same-day emergency visits within business hours.

Why Choose Hillcrest Family Dental?

Multiple Specialties Under One Roof

Our staff is highly trained and offers a wide range of dental treatments. In addition to general dentistry, our Waukesha dental office provides restorative dentistry, cosmetic dentistry, children’s dentistry, and emergency dentistry. We offer cleanings, dental exams, digital x-rays, tooth-colored fillings, veneers, implants, root canals, sleep apnea appliances and more!

Relationship-Focused Care

At Hillcrest Family Dental, we have a relationship-based practice. It is our goal to get to know every patient personally. We never rush through appointments, and you can always expect our team to have a warm, upbeat attitude at every visit!

Relaxed Comfortable Experience

From the moment you walk in the door at Hillcrest Family Dental, you will notice the welcoming and relaxed ambiance of our office. We also pride ourselves in using advanced equipment and technology to ensure every visit improves your dental health.

Useful Patient Education

At Hillcrest Family Dental, we believe preventive care and education are imperative to optimal dental health. Our staff takes the time to educate our patients on relevant dental issues to help them better understand thier treatment options and how to maintain good oral hygiene at home! We are adamant our patients be well informed when making important decisions regarding their dental health.

Payment and Financing Options

We don’t want a patient’s finances to be a hindrance to receiving the treatment they need. Hillcrest Family Dental offers many different payment plans, including an interest-free payment plan. We will work with you to find a way to accommodate any financial strain.

Convenient Waukesha Location

Hillcrest Family Dental is conveniently located at 1751 E. Main St., in the heart of Waukesha. We are located at the intersection of E Main St and HWY 164/18. Our facility is wheelchair accesable and offers the latest in technology and ammenities.

From Our Family To Yours

Dr. Ross Oberschlake

DDS, Owner

Dr. Ross Oberschlake earned his doctorate from Marquette University School of Dentistry. Prior to that, he earned his undergraduate degree from Ripon College as a Biology Major and Chemistry Minor. He is a member of the American Dental Association, Wisconsin Dental Association, Waukesha County Dental Society, International Congress of Oral Implantology, and is involved in multiple dental study clubs. Dr. Oberschlake has been recognized for many achievements in dentistry. A few of those include: a scholarship by the International Congress of Oral Implantology for his passion for dental implant surgery, the “Mr. Molar” award as voted upon by the Marquette University School of Dentistry students, the prestigious Tom Laur award voted upon by the faculty and classmates of Marquette University School of Dentistry, and he was also selected by his classmates to lead his graduating class down the aisle for the graduation ceremony. Continuing education is a passion of Dr. Oberschlake’s. He is fully committed to learn the latest advancements and techniques in dentistry in order to consistently provide the best dental treatment possible for you and your family. He also recognizes that dentistry can be a stressful subject for people. His calm demeanor and down to Earth attitude breaks down many barriers caused by anxiety. In his spare time, Dr. Oberschlake loves to spend time with his wonderful wife, Maggie, energetic 3 year old son, William, and his 7 month old, Matthew. He also enjoys the outdoors, golf, basketball, singing, and playing the guitar. Dr. Oberschlake believes a beautiful smile is the best way to display the happiness people feel in their lives. Nothing gives him greater joy than helping people achieve that wonderful smile they deserve.



My name is Mikki and I have been a Registered Dental Hygienist for 16 years, all of which have been at this wonderful dental office. I have a great love for my job and the many patients that I get a chance to develop relationships with. Creating a clean and healthy mouth is so gratifying to me. Being able to work in a family environment with both patients and coworkers makes coming to work enjoyable. My home love is my Chihuahua, Milo, and my nephew Jaden who I have had the pleasure to help raise. I am very close to all my family members and cherish every moment I get to spend with them.



I've been practicing hygiene for 34 years of which 28 years I have worked at Hillcrest Family Dental. I enjoy being a hygienist, and it has afforded me the opportunity to provide quality dental care to patients coupled with job flexibility. I cherish the relationships I have developed with my patients-some third generations! Along with Rick, my husband of 32 years, we have 3 children: Mandy, Spencer, Anna and 2 dogs, Cooper and Paisley. In my spare time I enjoy spending it with my family , golfing, snowmobiling, traveling or heading up north to our family cottage in Westfield.



My name is Jessica and I am one of the hygienists at Hillcrest Family Dental. I graduated from Milwaukee Area Technical College in 2010 with a degree in dental hygiene. Helping people improve their oral health is one aspect I enjoy about being a dental hygienist. I also enjoy meeting new people and getting to know them on a personal level. When I am not working I like to travel, spend time with my family and paint with acrylics.


Dental Assistant

My name is Kerri. I am the lead Certified Dental Assistant at Hillcrest Family Dental, and have worked here for over 16 years. One of the most enjoyable aspects of my job is the close relationships I have gained by working with such great patients throughout the years. I take pride in helping Dr. Ross Oberschlake provide the highest quality dental care in the Waukesha area. I enjoy creating a unique dental experience for our patients by having fun while restoring your dental health. I love hearing about our patient’s families and all of your lives. By creating relationships with you, I am able to assure that you will have a great time while in our chair, and be very comfortable. Outside of work I spend my time with my family. I have a wonderful husband and three fantastic kids that keep me very busy! We also have a 10 year old English bulldog named Lola. We enjoy traveling, boating, biking, watching and participating in sporting events, and playing games as we are all very competitive! I truly enjoy getting to know our patients and seeing everyone’s reaction to how easy and fun it can be to come to our dental office. I enjoy watching your families grow and would love to help maintain your beautiful smiles here in our office. I look forward to meeting you soon!


Dental Assistant

I am Katie and I have been a dental assistant here at Hillcrest Family Dental since 2013. Before becoming a dental assistant, I was a hair stylist. I love being creative, paying attention to detail and working with people. I enjoy meeting and working with all of the great patients at our office and making their dental experience as enjoyable as possible. Outside of work, I enjoy spending as much time with my family and friends as I can. I also enjoy gardening, scrapbooking, reading, and hiking.


Operations Manager


RDH, Practice Administrator

My name is Angela and I am the office manager. My career in dentistry began as a dental hygienist. I graduated from Milwaukee Area Technical College in 1998 with a degree in dental hygiene. After 14 years of practicing dental hygiene I began to shift my focus to the front office and pursue my bachelor’s degree in Business Management and Leadership from Wisconsin Lutheran College. During my time at Wisconsin Lutheran College I learned how much I enjoy the business aspect of dentistry. Helping people has always been a passion of mine and being able to help a person navigate through their insurance policy and receive benefits is very rewarding. My experience with the clinical side of dentistry is an asset to achieving effective communication with an insurance company to receive the best possible outcome for our patients. When I am not at the office I enjoy spending time with my family. We enjoy frequenting many of the local theaters. My 10 year old daughter keeps me very busy with her activities and in the summer we like to spend much of our time on the water.



My name is Bonnie and I’m the newest addition to the Hillcrest team…but certainly not new to the office! I started as a patient when I was in college and over the years frequented the office with my five growing children. They loved coming to the dentist with the ‘submarine window’. I have always enjoyed working with people, so the transition to a part-time receptionist in this office was an easy decision. My new reduced hours allow me to spend more time with my three new grandchildren. Aside from spoiling them, I also enjoy scrapbooking, working on home projects, camping and traveling. It would be my pleasure to meet you when you visit our office in the near future. I’m confident you’ll enjoy the family friendly office as much as I do!

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