Art in the Heart of Annapolis

Welcome to Jo Fleming Contemporary Art, a contemporary art gallery nestled in the heart of historic Annapolis.

Contemporary artworks with the theme of dwelling and urban architecture
Jo Fleming Contemporary Art Gallery in the heart of downtown Annapolis Maryland
Coastal sailing artworks the Chesapeake Bay
Gallery with abstract and landscape paintings on white walls, wooden floor, and overhead lighting.
Art gallery with colorful paintings on white walls, hardwood floor, brick column, and a small white radiator table.
Gallery wall with four paintings of pink flower arrangements and three decorative glass plates in shades of pink, peach, and cream.
Three colorful abstract paintings hanging on a white gallery wall.
Four paintings of abstract garden scenes with pink, white, and green foliage displayed in an art gallery.
Two colorful abstract paintings of still life with flowers and objects displayed on a white wall.
A gallery wall displaying colorful modern paintings of boats and water scenes, with a wooden floor and white wall background.
An art gallery or cafe interior with abstract paintings on the wall, a long beige upholstered bench, and brown leather chairs, with orange pendant lights hanging from the ceiling.
Gallery with five vibrant landscape paintings of colorful buildings and waterways on white walls, wooden floor, and ceiling-mounted light fixtures.
An art gallery with paintings on white and brick walls, a wooden bench, and a small white radiator with bowls on it.
Interior view of an art gallery with landscape paintings hanging on a white wall, a wooden bench, and a window with sunlight streaming in.
Three abstract paintings of trees hung on a white gallery wall, with a white radiator below and decorative objects on a small table.
Gallery wall with colorful abstract paintings and decorative objects including round plates or disks in pink, red, white, and yellow, on a white wall illuminated by track lighting, with a large window showcasing a city street outside.
Collection of colorful abstract paintings hanging on a white gallery wall.
An art gallery wall displaying four paintings of floral scenes and four decorative glass bowls in varying shades of pink and red.
An art gallery with paintings of nature scenes displayed on a white wall, a wooden bench beneath the paintings, and circular wall decor. The gallery features track lighting and a wooden floor.

We curate compelling themed exhibitions throughout the year featuring established and emerging regional artists. Whether you delve into our extensive online collection or grace us with your presence, prepare to be captivated by the sheer brilliance and distinctive viewpoints of our spotlighted artists.

On Show

“Annapolis May Traditions” - Barbara Miller 


We are delighted to present “Annapolis May Traditions”, featuring realist paintings by local artist Barbara Miller. This exhibition celebrates the spirit of the season through two iconic Annapolis traditions - flowers and the Blue Angels

May 1-31, 2026
Reception & Artist Talk: Saturday May 9, 5-8pm - talk at 6pm (all welcome)
May Day: Live painting from 10am

May Day in Bloom
Barbara Miller’s grand-scale floral bouquets, painted from an aerial perspective, will be on display to coincide with Annapolis’ May Day, when the city is transformed with hanging baskets and floral displays.

Flight & Celebration
Inspired by her love of flying, Barbara’s striking aircraft portraits will also be on show - capturing the anticipation and energy of the Blue Angels during Naval Academy Commissioning Week.


Recent Projects and Installations

Living room with a white decorated fireplace, a framed picture of a red boat hanging above, two potted plants on the mantel, a leather chair, a small table, and large windows showing a porch and outdoor scenery.
Office room with desk cluttered with papers, books, and office supplies, a computer monitor, a black swivel chair, and a wall-mounted painting of a tree with a full moon in a blue sky.
Landscape painting of trees with yellow leaves reflected in a river, framed and hanging on a white wall.
Hotel lobby with reception desk, potted plant, artwork, seating area, glass doors, and modern design.
Painting of a waterfront scene with a boat in the water, a domed building in the background, trees, and mountains under a cloudy sky.
Living room corner with colorful abstract paintings on the wall, a tall mirror, and a dining table with chairs. There is a plant on a small table, and the floor is wooden with a cowhide rug. The background shows a kitchen with barstools and a doorway
Living room with a fireplace, abstract painting above it, a small window showing greenery outside, and a wicker fireplace screen.
Colorful landscape painting of a swamp with trees reflecting on water and sunlight filtering through the leaves, hung on a white wall with several small wooden art pieces above.
Hallway with two framed floral artwork pieces on the wall and a door at the end, carpeted floor, and neutral-colored walls.
Photograph of an art gallery wall with two framed floral pictures on an orange wall. The left picture features a close-up of budding cherry blossoms, and the right picture depicts pink flowers with a bee on one of them.
Indoor staircase with metal handrails, floral artwork on a blue wall, and ceiling lights. The artwork features water lilies in pink, purple, and yellow hues.
Indoor art gallery displaying framed landscape photographs of nature scenes, with a hallway carpeted with a geometric pattern and a white wall. One photograph features a forest pathway at dusk, another shows orange autumn leaves against a cool blue b
Interior of a modern building with a blue accent wall adorned with two framed floral artwork. There's a white marble table with black metal frame, a small wooden bench, and doors in the background.
Painting of sailboats on a body of water under a cloudy sky, with buildings and trees in the background.
A woman with blonde hair wearing a navy blazer and dark pants leaning on a law office reception desk that reads 'Kramon & Graham Attorneys at Law.' Behind her is abstract artwork on a white wall.
Modern kitchen and dining area with white table, white and green chairs, colorful abstract painting, and kitchen appliances.
Modern lobby area with a green sofa, two small wooden side tables, and paintings on the white walls. A glass door and an exit sign are visible in the background. The ceiling has stylish lighting fixtures.
A conference room with a large wooden table surrounded by beige chairs, a painting of a sunset over a river on the wall, a potted plant, and glass-walled offices in the background.
A colorful painting of a harbor scene with boats, water, trees, and a blue sky with clouds hanging above.
A dining room with a round table, sunflower centerpiece, and small pumpkins. Artworks and a plant in a gold stand are on the walls, with large windows and a modern black chandelier hanging from the ceiling.
Living room with a blue sectional sofa, a glass coffee table with a flower vase, a tall floor lamp, a potted plant near a window with plantation shutters, and a framed artwork of boats on the wall.
A home office with a wooden desk, white chair, laptop, and a flower arrangement on the desk. An abstract painting hangs on a dark blue wall, and a window with white blinds is on the left side.
A fireplace with a brick interior, a white mantel, and a large framed painting of a marsh with water and plants above. The mantel has a decorative clock with a duck figure, a green vase with dried branches, a small photo, and a small jar. To the righ
Living room with white wall, colorful abstract painting, two windows with blinds, white sofa with throw pillow, wooden bookshelf with books and figurines, colorful rug, wooden dining chairs, hardwood floor.
Living room with a beige sofa adorned with gray and pink throw pillows, a coffee table with candles, wall art depicting a waterfront scene, and a wooden dining area in the background.

Exhibitions

We frequently rotate exhibitions with distinct themes, alongside receptions and engaging artist talks.

Art gallery in Annapolis Maryland with rotating art exhibitions

Artists

The artists we showcase present a vibrant and varied collection of unique original artworks.

Maryland artists in one of Maryland's top art galleries

Coastline.Art

Contemporary coastal-themed fine art prints and original paintings delivered to your door.

This Month’s Featured Artists

Exhibition News

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Artists: We are not currently seeking artists at this time. We invite you to follow us on Instagram, so we can become familiar with your work.