People walk along a historic cobblestone street lined with colorful buildings in an old town neighborhood.

Annapolis style guide


Downtown Annapolis sessions are timeless and polished with a relaxed edge.

Think classic, slightly elevated, and effortlessly put together.


The goal is to match the charm and structure of the historic setting.

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A couple dances romantically on a tree-lined street at dusk with soft bokeh lighting in the background.

 

neutral

Neutral tones are a perfect choice for downtown Annapolis sessions. Shades like cream, navy, tan, and soft gray complement the historic architecture and waterfront without distracting from it, creating a clean, timeless look that feels both polished and natural.
A family plays and interacts together in a playful photo sequence against a wall with hanging blue flowers.

 

blues & pinks

Soft blues, greens, and muted pinks photograph beautifully in downtown Annapolis. These tones complement the waterfront, greenery, and historic charm of the area while adding a subtle touch of color that still feels timeless and cohesive.
Wooden pier extends over calm waters with boats and buildings visible in the distance on a cloudy day.

 

Get fancy

Dressing up for your session adds a polished, elevated feel that photographs beautifully in downtown Annapolis. A slightly more refined look—like a dress, blazer, or structured outfit—pairs perfectly with the historic charm and creates images that feel timeless and intentional.

 

Some outfit ideas to help you decide

 

People crossing a brick-lined crosswalk in a charming historic downtown district with American flags and storefronts.
People walk along a historic cobblestone street lined with colonial buildings in Annapolis, Maryland.
A sequence of black and white photos showing children playing and running on a cobblestone street.
A couple shares a romantic moment on a charming cobblestone street lined with historic buildings and greenery.
A series of candid photos taken on a charming cobblestone street showing people walking and interacting on a sunny day.
A child runs joyfully down a brick sidewalk past storefronts and parked cars in a black and white photograph.
A series of four progressive photos showing a couple posing playfully against a blue and white painted wall.
A couple poses together on a historic cobblestone street lined with flags and buildings in Annapolis, Maryland.
Two people share playful moments against a wall with cascading wisteria flowers.
People walk along colorful row houses on a narrow cobblestone street in Baltimore's historic district.
Couple shares romantic moments by the waterfront during sunset engagement photo session at a marina.
A family walks together and smiles while exploring a charming historic neighborhood with brick buildings.
A family in coordinated pink and navy outfits poses playfully together against a wall with hanging wisteria vines.
A couple in white and black attire dancing together on a city street during sunset.
Students in light blue and white uniforms walk together outside on a sunny day.
A couple shares romantic moments on a wooden dock by the water during an engagement photoshoot.
People walk down a historic cobblestone street lined with colorful colonial buildings in an old town district.
A group walks down a colorful street lined with historic houses in Lunenburg, Nova Scotia.
A group stands together on a cobblestone street while wearing blue and pink dresses and brown pants.
A series of candid photos showing a parent and child walking together on a cobblestone street.
A couple shares romantic moments in front of a bright red door with green foliage framing the scene.
Couple poses together on a marina boardwalk with boats and buildings in the background.
A group stands together in casual attire against a white picket fence surrounded by lush greenery.
A happy family embraces and laughs together on a charming cobblestone street with colorful buildings in the background.
A sequence of five photos showing people posing with a white bicycle against a blue and white textured wall.
A romantic couple in white and red outfits share tender moments in a series of close-up photos.
Group of people walking together along a charming brick-paved street lined with historic buildings in Boston.
A couple shares a joyful moment laughing together outdoors near a white picket fence.
A couple in white winter coats walking along a brick waterfront promenade on an overcast day.

coordinating outfits with your family


YOU CAN GO ALL IN AND MATCH 100% OR "GO"


  • Choose a color palette and build around it
  • Stick to 2–3 tones max
  • Mix textures instead of patterns
  • Keep the overall look cohesive
  • Neutral or soft-toned shoes (or barefoot if appropriate)
  • Simple jewelry over statement pieces
  • Light layers add depth and dimension
  • Avoid anything too structured or rigid
A family walks together down a historic cobblestone street lined with brick buildings on a sunny day.

 

NEED HELP CHOOSING?

 

I’m happy to help you plan your outfits—just send me what you’re considering.

 

Contact me today