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Haley Cassera Collective

Top Pro

Scheduling
Budget

Responds in about 40 min


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About
Hi, I’m Haley (“Hayy”) — Founder & Creative Director behind Haley Cassera Collective. I’m a Maryland-based photographer creating artfully unscripted imagery for weddings, surprise proposals, elopements, couples, events, and life’s most meaningful milestones throughout Maryland, DC, Virginia, Pennsylvania, and beyond. My approach is thoughtfully guided and naturally candid. I’ll never leave you wondering what to do—but I’ll never force moments that don’t feel like you, either. Together, we’ll create photographs that feel effortless, authentic, and unmistakably you. I’m drawn to the in-between moments: the quiet glances, the uncontrollable laughter, the deep breaths before “yes,” and the golden-hour light that somehow makes everything feel a little more magical. Inspired by my late grandfather, Poppy, every gallery is created with one purpose—to preserve your memories exactly as they felt. My work is rooted in emotion, true-to-color storytelling, and the belief that today’s moments become tomorrow’s legacy. Whether you’re planning an intimate proposal, celebrating your wedding day, or documenting a new chapter of life, my goal is simple: to create an experience that feels just as unforgettable as the photographs themselves. Ready to book your experience? Let’s preserve the moments that become your legacy. 💖 **I do travel, but a travel fee will apply based on your location. **
Overview

Current Top Pro

Hired 117 times

Serves Frederick, MD

Background checked

1 employee

1 year in business

Business hours

This pro hasn't listed their business hours.

Payment methods

This pro accepts payments via Apple Pay, Cash, Credit card, PayPal, Square cash app, Stripe, Venmo, and Zelle.

Social media

Facebook, Instagram

Services offered
Event type

Wedding

Birthday party

Corporate event

Bridal or baby shower

Projects and media
Projects and media
Reviews

Customers rated this pro highly for professionalism, responsiveness, and work quality.

Exceptional 5.0

126 reviews

5

98%

4

2%

3

0%

2

0%

1

0%

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Read reviews that mention:


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Owen G.

4 days ago

Hired on Thumbtack

Haley was great in helping coordinate and secretly set up for engagement pictures! She was very responsive, helped me keep the secret, and was so helpful in choosing places to take pictures after the engagement. I would definitely recommend her!

Details: Proposal photoshoot • I'm flexible • I'm flexible • One location • My home, venue, etc.

Engagement Photography
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Will B.

Jun 18, 2026

Hired on Thumbtack

Haley was amazing! She was able to help me with my surprise engagement within a week’s notice, was very enthusiastic, and a great person to work with. We had some crazy circumstances that delayed our arrival by over an hour and not once did Haley make us feel rushed! She captured our moment beautifully with both pictures and video, and was an awesome photographer to work with. I would recommend her for anyone’s surprise proposal, she is wonderful!!

Details: Proposal photoshoot • Candid • Outdoors • One location • My home, venue, etc.

Engagement Photography
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Sazid K.

Jun 19, 2026

Hired on Thumbtack

Haley was absolutely wonderful to work with from start to finish! Her expertise in surprise proposal was vital to me pulling it off to surprise my now fiancé! She was easy to work with, communicative throughout the process and went the extra mile to make the moment so special and capture it all! Truly helped make our moment one to remember!

Details: Proposal photoshoot • Traditional posed • Candid • Outdoors • One location • My home, venue, etc.

Engagement Photography
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Jillian H.

Aug 2, 2026

Hired on Thumbtack

I can't say enough great things about Haley and her photography! I hired Haley to take some family photos for my daughter's 1 year birthday, and she did such an amazing job! She helped my two kids (1 and 4 years old) feel comfortable with her even though both can be shy around strangers, she was incredibly friendly and prompt, professional and kind. Haley even took photos of my daughter nursing to commemorate the beginning of weaning. Most importantly, we LOVED the photos! We are in love with her minimal editing style so the photos looked amazing but still looked like us - not some airbrushed, AI version of us that we won't recognize when we look back on it in 30 years. I would highly recommend her and hope to work with her again soon!!

Details: Family or children's portrait • Traditional / classic (looking directly at the camera) • Candid (captured in the moment) • Home • My home, venue, etc.

Portrait Photography
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Andrew B.

May 15, 2026

Hired on Thumbtack

Haley was great from the minute I messaged her. Then during the session she made it much fun and her enthusiasm and energy made us feel like we were hanging out with a friend. Made for a fantastic shoot and I can’t recommend her highly enough

Details: Proposal photoshoot • I'm flexible • Outdoors • One location • My home, venue, etc.

Engagement Photography
Credentials
Background Check

Haley Cassera

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