Jessica Underwood Photography

Jessica Underwood Photography Southern Maryland based photographer documenting weddings, families & milestones with warmth and inclusivity. All are welcome here. 🌈🤍📸

Wedding Packages starting at $3800

Portraits starting at $275

Another gorgeous maternity session going out this morning
06/18/2026

Another gorgeous maternity session going out this morning

A perfect summer day, a waterfront view, and two people who found their forever. 💍Kaitlyn & Will said "I do" surrounded ...
06/17/2026

A perfect summer day, a waterfront view, and two people who found their forever. 💍

Kaitlyn & Will said "I do" surrounded by the people they love most at the beautiful Mary’s Hope on Church Cove. From heartfelt vows to a packed dance floor, every moment was filled with joy, laughter, and so much love. Wishing these two a lifetime of happiness together! ❤️

Venue: Mary's Hope on Church Cove
Coordinator: Michelle Morren
Florals: Potomac Floral Design Studio Studio
Cake: Michelle Lea
Entertainment: Kevin Colvin –
Hair:
Makeup: Brooke Bowles Beautybybrooke
Dress: Champagne Taste Bridal Boutique
Tux: Bella Bridal Company

A little bit of beach, a whole lot of love. 💕These sweet family sessions are some of my favorites. The years go by so qu...
06/16/2026

A little bit of beach, a whole lot of love. 💕

These sweet family sessions are some of my favorites. The years go by so quickly, and photos have a way of freezing these little moments.

I had such a wonderful time capturing this beautiful family and all the love they share.

If you've been thinking about updating your family photos, this is your sign to do it. The days are long, but the years are short.

Maternity sessions have been keeping me busy here lately! Every expecting mama deserves to feel beautiful, confident, an...
06/12/2026

Maternity sessions have been keeping me busy here lately!

Every expecting mama deserves to feel beautiful, confident, and celebrated during this incredible season of life.

If you're expecting and have been thinking about maternity photos, now is the perfect time to get on my calendar.

📍 Southern Maryland Photographer
📸 Jessica Underwood Photography

Let's create something timeless together. ❤️

Home is more than a place....it's where life's sweetest moments unfold 💕 🏠 This beautiful family is settling into a new...
06/11/2026

Home is more than a place....it's where life's sweetest moments unfold 💕 🏠

This beautiful family is settling into a new home and soaking up every moment with their precious baby girl. From first homes to first milestones, it's such an honor to capture the memories that make this season of life so special.

Congratulations on your beautiful home, your sweet little one, and all the memories still to come.


Some wedding days feel especially meaningful, and Kassidy & Dale's was one of them.Throughout the day I found myself sur...
06/11/2026

Some wedding days feel especially meaningful, and Kassidy & Dale's was one of them.

Throughout the day I found myself surrounded by familiar faces, watching people I've photographed through different seasons of life come together to celebrate. Being trusted to capture another milestone for a family that has supported my business for so long is something I never take for granted.

From the beautiful setting at Bowles Farms to the heartfelt moments shared with family and friends, this day was full of love, laughter, and so many memories worth preserving. It was such an honor to document Kassidy's marriage to Dale and witness the beginning of their next chapter together.

Congratulations, Kassidy & Dale! Thank you for allowing me to be part of such a special day. ❤️

Vendor Team

Venue: Bowles Farms
Coordinator: Nancy Bowles Wallace
Videography:
Florals: Weavers
DJ: CJ the DJ Cj Dickerson
Hair & Makeup: Brooke Bowles & Team
Bridal Gown: Serendipity Bridal
Tuxedos: Generation Tux
Photography: Jessica Underwood Photography

Johnna & Ben 💕 What a beautiful day celebrating these two at Jubilee Farm & Vineyard surrounded by their favorite people...
06/09/2026

Johnna & Ben 💕

What a beautiful day celebrating these two at Jubilee Farm & Vineyard surrounded by their favorite people. From the waterfront ceremony to the laughter shared throughout the evening, every part of their wedding reflected the love and joy that brought them here.

After meeting through a university climbing club and building a relationship that spanned states, their journey led to this unforgettable day filled with family, friendship, and a whole lot of happiness.

Congratulations, Johna & Ben! Thank you for trusting me to capture these memories. Wishing you both a lifetime of adventures together.

Venue:

Coordinator: Maggie
Catering
Florals: Weavers
Cake: Sarah Lane
DJ: Ernie with Invincible Entertainment
Hair & Makeup: Julia O'Connell
Photography: Jessica Underwood Photography

A little preview from this beautiful maternity session.This mama is absolutely glowing ❤️
06/07/2026

A little preview from this beautiful maternity session.

This mama is absolutely glowing ❤️

There is something especially meaningful about being trusted by another photographer to capture their family. Someone wh...
06/04/2026

There is something especially meaningful about being trusted by another photographer to capture their family. Someone who understands the value of photographs, appreciates the little details, and spends their own days preserving memories for others choosing you is truly one of the highest compliments.

Jessica and her family were an absolute dream to photograph. From their beautifully coordinated outfits to the genuine smiles, laughter, and connection they shared, every moment felt effortless and full of love.

Being trusted with memories that can never be recreated is a privilege I never take for granted, and I am so grateful to have documented this beautiful season for their family. 💕

Goldpetal Farms Maryland

Stepping into Rose Point feels like walking straight into the pages of a storybook. Surrounded by blooming roses, windin...
06/01/2026

Stepping into Rose Point feels like walking straight into the pages of a storybook. Surrounded by blooming roses, winding garden paths, and the soft glow of golden hour, every moment feels a little more magical.

If you've ever dreamed of photos that feel like a fairy tale, this is the place.

Congratulations on your engagement Mary & Tyler!

You can book your next session here!

📍 Rose Point Waterfront Garden Estate

📸 Jessica Underwood Photography

🌹✨💕

Address

29500 All Faith Church Road
Mechanicsville, MD
20659

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