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About
Hi, I’m the photographer behind Milestone Studio, a Connecticut-based portrait studio specializing in maternity, newborn, baby milestone, and family photography.
I create warm, timeless images that preserve the connection, personality, and little details families never want to forget.
My sessions are relaxed and thoughtfully guided, so you never have to worry about knowing how to pose or getting your child to be “perfect.” Whether we photograph your family at home, outdoors in beautiful natural light, or at a location that feels meaningful to you, my goal is to make the experience feel easy, personal, and enjoyable.
From the anticipation before baby arrives to the joyful, everyday moments of family life, Milestone Studio is here to document the seasons that pass far too quickly. I serve families throughout Connecticut and would love to help tell your story.
Overview
Hired 5 times
Background checked
2 employees
3 years in business
Business hours
This pro hasn't listed their business hours.
Payment methods
This pro accepts payments via Cash, Check, PayPal, Venmo, and Zelle.
Top Pros are among the highest-rated, most popular professionals on Thumbtack.
2025
Services offered
Photoshoot location
Photo studio
Outdoors
Home
Hotel
Photo formats
Digital or online download
CD / DVD
Flash drive
Physical proofs and prints
Work location
I travel to my customers
Projects and media
Projects and media
Reviews
Customers rated this pro highly for professionalism, work quality, and responsiveness.
Exceptional 5.0
16 reviews
5
100%
4
0%
3
0%
2
0%
1
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Read reviews that mention:
Jamie C.
May 20, 2025
•
Hired on Thumbtack
We had an amazing experience with Where We Wander for our wedding photography! They showed up right on time and were such a calming presence throughout the day—even when we ran behind schedule, they were incredibly accommodating and patient with our group. One of the most memorable moments was when they literally stood in the middle of a stream just to capture the perfect shot of us in front of the waterfall. The photos came out absolutely stunning—natural, romantic, and full of life. I’m so grateful we chose Where We Wander to capture our special day. Highly recommend!
Details: Bridal portrait • Artistic (focus on composition, lighting) • Natural / environmental (photographed in an outdoor setting) • Outdoors • Digital or online download • My home, venue, etc.
Portrait Photography
Jason A.
Apr 8, 2025
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Hired on Thumbtack
Ron was awesome, he took some really great photos of me in New Haven. He captured the look and vibe I was looking for. Highly recommend!!
Details: Solo portrait • Natural / environmental (photographed in an outdoor setting) • Outdoors • Digital or online download • My home, venue, etc.
Milestone Studio's reply
Thank you so much, Jason! It was a pleasure meeting and working with you - and I'm glad you got to try your New Haven pizza!!
Portrait Photography
Aleksa G.
Jun 5, 2025
•
Hired on Thumbtack
Ron was so much fun to work with! He was super easy to talk to and asked questions to make sure he was capturing all the things we wanted. I’m keeping Ron in mind for future shoots and I’d recommend him to anyone!!
Details: Couples portrait • Traditional / classic (looking directly at the camera) • Candid (captured in the moment) • I'm flexible • Digital or online download • My home, venue, etc.
Portrait Photography
Ryan S.
Mar 2, 2025
I hired Ron to photogrpah my proposal and I couldn't be happier. He captured the moment perfectly. We met at the planned location beforehand in order to plan the perfect spot for the moment.
Hayley S.
Mar 2, 2025
Ron is amazing! He takes extra care to make sure that I felt comfortable as a first time model. His editing style is unique and I was very happy with how the images turned out
Credentials
Background Check
Ronald Drake
FAQs
What is your typical process for working with a new customer?
First priority is getting to know the customer and get a full understanding of what they're looking to capture. The main priority is making sure we are the best fit for eachother.
How did you get started doing this type of work?
My father was a wedding photographer when I was young so I grew up around this. As I got older I found I had a passion and talent for photography. Fast forward a few years and now I do everything from executive portraits to weddings.
What types of customers have you worked with?
I've worked with families of varying ages in multiple settings. I've worked a lot with inidivuals and couples as well as events such as proposals and engagements.
