Spring Festival Guide

Spring in Maryland is packed with can’t-miss festivals, from waterfront boat shows and croquet matches to live music, food trucks, and family-friendly fun. Whether you’re planning a weekend outing or filling your calendar for the season, here are the top festivals happening from April through June.

April Festivals You Can’t Miss

The Bunny Cove, March 6-April 4, Annapolis Mall, Annapolis

Hop on down the bunny trail and get your picture taken with the Easter Bunny. This is a magical photo experience for the whole family with beautiful displays and activities for the little ones.

Dr. Martin Luther King Jr. Parade & Festival, April 11, People’s Park, Annapolis

Celebrate Martin Luther King Jr. and his legacy through a lively parade and festival with delicious food, entertainment, arts and crafts, vendors, and a fun, family friendly experience.

Bay Bridge Boat Show, April 17-19, Safe Harbor Narrows Point, Grasonville

Consider this the official kickoff to boating season! Climb aboard different boats, enjoy a boozy beverage and delicious eats at the poolside bar, take a demo ride, and shop the latest boating accessories and home decor.

Annapolis Cup Croquet Match, April 18, St. John’s College, Annapolis

The Annapolis Cup, an annual croquet match between St. John’s College and the U.S. Naval Academy, returns once again. This is one of Annapolis’ coolest traditions and always attracts a massive crowd. Dress in your springtime best, enjoy food and drinks from vendors or bring food for your own little picnic, and celebrate the start of spring with some croquet.

Springfest, April 23-26, Inlet Lot, Ocean City

Head on down to Ocean City for Springfest and experience live music across two different stages, food trucks, street painting, and an arts and crafts showcase, right off the Boardwalk.

Additional April Festivals

Bubbles & Bingo: A Black-Tie Affair, April 10, United States Naval Academy Fluegel Alumni Center, Annapolis

Lemonfest, April 11, Cultural Enrichment Center, Laurel

Flea Market and Craft Sale, April 11 & May 16, Anne Arundel County Fairgrounds, Crownsville

Annapolis Vintage Market, April 11-12, Annapolis Mall and Vintage Vibe Finds, Annapolis

Bubbles and Blooms, April 12, William Paca House & Garden, Annapolis

Heron Pickleball Outdoor Tournament, April 18, The Gunston School, Centreville

Maryland Chicken Wing Festival, April 18-19, Anne Arundel County Fairgrounds, Crownsville

Eastern Shore Sea Glass & Coastal Arts Festival, April 18-19, Chesapeake Bay Maritime Museum, St. Michaels

The Annapolis Opera Vocal Competition, April 19, Maryland Hall, Annapolis

Annapolis Spring Sailboat Show, April 24-26, City Dock, Annapolis

Denim & Diamonds, April 25, Luminis Health Anne Arundel Medical Center, Annapolis

Lakefest, April 25, Granville Gude Park, Laurel

Spring Festival on the Green, April 25, Crofton Country Club, Crofton

Annapolis Italian Spring Festa, April 26, Sons and Daughters of Italy, Annapolis

May Festivals You Can’t Miss

May Day, May 1, Downtown Annapolis

Celebrate May Day by decorating your front door with baskets of flowers and colorful ribbons. Join neighbors and local businesses in a friendly competition and welcome spring in style.

Annapolis Book Festival, May 2, Key School, Annapolis

This family-friendly festival features author talks, kids activities, a large used book sale, live music, and more.

Songbird Festival, May 3, Maryland Hall, Annapolis

The Songbird Festival highlights women and nonbinary artists, creating space for storytelling and connection. Enjoy live music, local vendors, food trucks, and kid-friendly activities.

U.S. Naval Academy Commissioning Week, May 15-22, United States Naval Academy, Annapolis (includes references to Blue Angels and Air Show)

Commissioning Week honors graduating midshipmen with ceremonies, parades, and the iconic Blue Angels air show over downtown Annapolis.

Dinner Under the Stars, May 20-September 30, West Street, Annapolis

Dine outdoors along West Street with live music, performances, and plenty of space to relax, dance, and enjoy the warm weather.

Baltimore Artscape, May 23-24, Downtown Baltimore

Take a trip to Baltimore for one of the country’s largest free arts festivals, featuring live music, an artisan market, interactive experiences, and vibrant community energy.

Pints 4 Paws, May 30, Navy-Marine Corps Memorial Stadium, Annapolis

Support animals in need at this lively fundraiser for the SPCA of Anne Arundel County. Enjoy 50+ homebrew samples, live music, food trucks, local vendors, and a silent auction. Leashed pets are welcome.

Paint Annapolis, May 31-June 7, Annapolis

Celebrate Annapolis Arts Month with this weeklong event featuring plein air painting, competitions, exhibitions, and receptions across downtown.

Additional May Festivals

Golfing fore Gunston VII, May 1, Queenstown Harbor Golf, Queenstown

Maryland Sheep & Wool Festival, May 2-3, Howard County Fairgrounds, West Friendship

May Day Faerie Festival, May 2-3, Rocky Point Park, Essex

First Sunday Arts Festival, May 3-November 1, West Street, Annapolis

London Town in Bloom, May 8, Historic London Town & Gardens, Edgewater

Boots & Bling: A Culinary Experience, May 8, Rod ‘N’ Reel, Chesapeake Beach

GBIA Spring Fest, May 9, GBIA Carnival Grounds, Glen Burnie

Friends for Friends, May 14, United States Naval Academy Fluegel Alumni Center, Annapolis

Oxford Fine Arts, May 15-17, Oxford Community Center, Oxford

Chesapeake Catfish Cookoff, May 16, Annapolis Maritime Museum, Annapolis

The Blue Ribbon Bash, May 16, Elks Lodge, Severna Park

Kent Island Day, May 16, Downtown Stevensville

Gaithersburg Book Festival, May 16, Bohrer Park, Gaithersburg

22 Miles to Break Boundaries, May 16-17, Annapolis High School, Annapolis

Anchors & Artisans, May 17-October 18, Annapolis Town Center, Annapolis

DelFest, May 21-24, Cumberland

Golf 4 Hope Tournament, May 29, Queenstown Harbor Golf, Queenstown

Annapolis Irish Festival, May 29-30, Anne Arundel County Fairgrounds, Crownsville

Annapolis Greek Festival, May 30-31, Sts. Constantine & Helen Greek Orthodox Church, Annapolis

Anne Arundel Asian American Festival, May 31, Anne Arundel County Fairgrounds, Crownsville

National Music Festival, May 31-June 13, Kent County

Summer Sunset Concert Series, May 31-September 6, Allen Pond Park, Bowie

June Festivals You Can’t Miss

Anne Arundel Arts Month, June, Anne Arundel County

All throughout June, join the community and participate in all sorts of arts activities, ranging from performances, workshops, exhibits, and more.

Let’s Go! Music Festival, June 5-6, Anne Arundel County Fairgrounds, Crownsville

Kick off the start of summer with Let’s Go! Music Festival, created by music lovers for music lovers featuring a lineup of popular bands.

Cape St. Claire Strawberry Festival, June 6, Annapolis

Celebrate all things strawberry! Bring the family for a parade, live music, and plenty of sweet, kid-friendly fun.

Paca Girlfriends Party, June 10, William Paca House & Garden, Annapolis

This annual fundraiser for Historic Annapolis invites guests to stroll the William Paca Garden, connect with influential women, and enjoy culinary creations and a festive marketplace.

Tides & Tunes Summer Concert Series, June 11-August 13, Annapolis Maritime Museum, Annapolis

Relax with live music, food trucks, and drinks with family and friends all summer long.

Annapolis Juneteenth Celebration, June 18-20, Anne Arundel County

Honor Juneteenth with a downtown Annapolis parade, a festival at the Anne Arundel County Fairgrounds featuring live music, and a VIP gala.