Kick off Irish Parade Weekend in festive style at the 11th Annual Annapolis St. Patrick’s Hooley on Saturday, March 7, from 5 p.m. to 10 p.m. at the Naval Academy Alumni Association Fluegel Center.
March is marching in with music, momentum, and plenty of Irish spirit. From intimate live performances and high-energy basketball to creative nights out, grand openings, and a can’t-miss used book sale, the week offers something for every interest. As the weekend unfolds, downtown Annapolis turns green with beloved St. Patrick’s traditions—from the Hooley and Shamrock Stroll to the iconic parade—bringing the community together for a festive celebration filled with music, laughter, and hometown pride.
Matisyahu
March 4th; Rams Head on Stage, Annapolis 8:00pm
Described as “tremendous, zen-like, and enlightening,” Matisyahu brings a stripped-back acoustic experience that puts his voice, storytelling, and beat-boxing virtuosity front and center. This intimate format allows audiences to connect more deeply with the music, as he weaves together lyrical intensity, improvisation, and the spiritual undercurrents that have long defined his sound. The evening journeys through fan favorites like “King Without A Crown,” “One Day,” and “Sunshine,” alongside selections from his latest release, Ancient Child. Blending reflection, resilience, and soulful exploration, the performance offers a powerful look at Matisyahu’s evolving artistry and personal journey, creating a night that feels both deeply personal and universally uplifting.
3/4 7:00 PM Naval Academy Women's Basketball vs Loyola
March 4th; Alumni Hall, Annapolis 7:00pm
Get ready to cheer on the Midshipmen as Navy Women’s Basketball takes on Loyola in an exciting matchup on the home court. Expect fast-paced action, strong defense, and plenty of Navy pride as the team battles for a big win. Bring your energy, wear your blue and gold, and be part of a game-day atmosphere that’s always electric.
Paint Your Pet! Crownsville, H H Hideaway with Artist Katie Detrich!
March 4th; Herald Harbor Hideaway, Crownsville 6:30pm – 9:00pm
Celebrate your furry best friend at Paint Your Pet Night with artist Katie Detrich, owner of Welcome to Neverland School of Imagination. This creative, feel-good evening invites pet lovers to capture their favorite four-legged companion on canvas while enjoying good food and even better company. Whether you’re an experienced painter or just in it for the fun, you’ll leave with a personalized portrait and a memorable night shared with fellow animal lovers.
CP Presents Spring Musical: City of Angels
March 5th; The colonial Players Theater, Annapolis 8:00pm
Step into the shadowy glamour of classic Hollywood with City of Angels, a smart and stylish film noir musical featuring a book by Larry Gelbart, music by Cy Coleman, and lyrics by David Zippel. Directed by Beth Terranova with music direction by Michelle Bruno, this witty production blends sharp dialogue, intrigue, and show-stopping numbers into one unforgettable theatrical experience. Set in the late 1940s, the story follows a struggling screenwriter attempting to adapt his crime novel for the big screen, while his hardboiled detective protagonist navigates a dangerous world of corruption and deception. With its jazzy score, clever humor, and dual-world storytelling, City of Angels captures the grit of a Raymond Chandler mystery and the sparkle of Golden Age Hollywood in a musical that’s both sophisticated and wildly entertaining.
Official Grand Opening of Elephant in the Room
March 6th; Elephant in the Room, Millersville 4:00pm
Celebrate the official Grand Opening of Elephant in the Room with the Greater Severna Park and Arnold Chamber of Commerce as they welcome this exciting new restaurant and sports bar to the community. Designed as a refined yet inviting gathering place, Elephant in the Room puts conversation, connection, and cuisine at the heart of the experience. The name is a playful nod to what’s often left unspoken—encouraging guests to slow down, gather around the table, and truly savor both the food and the company. The celebration includes a ribbon-cutting ceremony followed by food, fun, and the chance to explore this new local hotspot. The event is free and open to the community.
B.I.G. Book Sale (Books for International Goodwill)
March 6th – 7th: B.I.G. Warehouse, Annapolis 3:00pm
Book lovers won’t want to miss this massive used book sale featuring more than 70,000 gently loved titles priced between $1 and $4. Shoppers can browse an incredible selection spanning a wide range of genres and subjects, making it the perfect opportunity to stock up on great reads at unbeatable prices. Hosted at BIG’s warehouse in Annapolis, this popular community sale takes place several times each year, with proceeds supporting the organization’s mission of shipping books to underserved communities both across the United States and around the world. Every purchase helps put books into the hands of those who need them most, making it a feel-good event for readers of all ages.
Mad Cute Market
March 7th; St. Phillip’s – The Great Hall, Annapolis 11:00am
Mad Cute Vintage Market is a free, curated indoor shopping experience designed for lovers of personal style and one-of-a-kind finds. This community-focused event brings together vintage enthusiasts and creative small businesses for a lively afternoon of browsing and connection. Shoppers can explore booths filled with Y2K fashion, true vintage pieces, handmade clothing, unique accessories, jewelry, beauty items, and home goods. Beyond the racks, the atmosphere is just as inviting, with specialty coffee and matcha, a Latin-Asian fusion food truck, and even live typewriter poetry adding to the creative energy. It’s the perfect excuse to gather with friends, discover standout pieces, and celebrate individuality in a fun, welcoming space.
2026 Annapolis St. Patrick's Hooley!
March 7th; U.S. Naval Academy Alumni Association, Annapolis 5:00pm – 10:00pm
The St. Patrick’s Hooley has become one of Annapolis’ most anticipated pre-parade traditions, setting the tone for a festive weekend celebrating all things Irish. This lively annual event honors the parade’s Grand Marshals—past and present—while bringing the community together for an evening filled with music, culture, and camaraderie. Guests can enjoy spirited live Irish music, traditional fare, and an open bar featuring specialty cocktails, all in a celebratory atmosphere that captures the heart of Irish heritage. It’s a joyful kickoff to parade weekend and the perfect way to gather with family and friends to toast the occasion in true St. Patrick’s style.
The Official Annapolis Shamrock Stroll
March 7th; Downtown Annapolis 12:00pm
Get ready to paint downtown green at the 12th Annual Shamrock Stroll, Annapolis’ largest and liveliest St. Patrick’s season bar crawl. This high-energy tradition brings thousands together for an afternoon of festive fun, drink specials, giveaways, and nonstop Irish spirit at some of the best bars in the city. Participants will make their way through a lineup of popular downtown spots, enjoying exclusive specials and soaking up the party atmosphere along the waterfront. Guests are encouraged to dress in their best green and Irish-inspired gear for a chance to be featured on social media and show off their Shamrock Stroll style. Even better, 100% of ticket proceeds and donations benefit Troops First Foundation and Make Your Mark Foundation, making this beloved celebration a chance to give back while supporting local businesses and raising a glass with friends.
Annapolis St. Patrick's Parade
March 8th; West Street, Annapolis 12:00pm
One of Annapolis’ most beloved traditions returns as the Downtown Annapolis St. Patrick’s Day Parade fills the streets with Irish pride, music, and high-spirited fun. This festive celebration brings together marching bands, colorful floats, community groups, and plenty of Celtic flair for a lively showcase of heritage and hometown spirit. Join in the revelry, don your best green attire, and gather with friends and family for a weekend filled with the magic of Irish culture, great music, and the infectious energy of a community coming together to celebrate in true St. Paddy’s style.
