ST MICHAELS
Flag Day 2026 Events
Clean Up + Dress Up the Town
Saturday, June 6
8:00 AM – 12:00 PM
📍 Meet at the St. Michaels Library Parking Lot
We will kick off the celebration with a community-wide effort to clean up and decorate our town. Residents and businesses are invited to participate in beautification projects and help create a festive atmosphere throughout St. Michaels.
We kindly encourage everyone to decorate using classic red, white, and blue American décor, helping create a cohesive and timeless look throughout town.
The town has sourced its flags and bunting from:
https://www.united-states-flag.com
for anyone interested in decorating their home or business.
Vote for your favorite patriotic decorations & enter to win a gift basket.
https://map.proxi.co/r/ballot_Xep1
To volunteer, please email stmflagday@gmail.com. We look forward to seeing you there!
Concert in the Park: Special Edition
Thursday, June 11 6:00 – 7:30 PM
📍 Muskrat Park
Experience a wonderful evening of music, community, and patriotic spirit at Muskrat Park! This special edition of our popular summer concert series blends a festive, family-friendly atmosphere with a meaningful celebration of America 250.
Presented by: St. Michaels Community Center & the Parks & Recreation Advisory Board
Highlights:
🇺🇸 Live Music: A premier performance by the United States Naval Academy Band Electric Brigade
https://www.usna.edu/USNABand/groups/eb.php
We are beyond excited to welcome the Naval Academy Band to St. Michaels for this special event.
🚶♂️ Parks & Poles – Historical Walking Tour
Saturday, June 13 10:00am – 3:00pm
📍 Begins at St. Mary’s Square
Explore St. Michaels through a self-guided walking tour featuring 13 stops representing the original colonies, highlighting local history, our beautiful parks, and the significance of Flag Day.
Participating parks include Muskrat Park, Hollis Park, Frederick Douglass Park, Bradley Park, Back Creek Park, St. Michaels Nature Trail, and St. Mary’s Square.
The tour will be available year-round, but June 13 will feature enhanced programming.
Event Highlights:
Self-guided walking route through parks, trails, and historic areas
Multiple interpretive stations featuring:
Local and Maryland history
Stories tied to St. Michaels’ heritage
Educational information about the American flag and Flag Day
St. Michaels Art League / Plein Air Painters
Designed for individuals, families, and groups to explore at their own pace
Special Stop:
Be sure to visit the St. Michaels Talbot County Library on June 13, 10:00am – 3:00pm to experience Talbot County Celebrates the Declaration of Independence, featuring an augmented reality greeting by George Washington and Thomas Jefferson.
Make sure to stop by the Classic Motor Museum at 906 S. Talbot Street for their Flag Day Open House on June 13th from 10:00am - 3:00pm. The event will include Classic Cars, Live music, and refreshments.
For details visit: classicmotormuseum.org
Organized in collaboration with St. Michaels Parks & Rec., St. Michaels Museum, MidShore Constitution Alliance, Classic Motor Museum of St. Michaels, and St. Michaels High School.
🎉 Flag Day Picnic + Boat Parade
Sunday, June 14
Flag Day 10:00am – 5:00pm
📍 Chesapeake Bay Maritime Museum
Celebrate Flag Day with a FREE, family-friendly community event featuring a full day of activities, entertainment, and waterfront fun.
We are especially pleased to welcome special musical guests:
🇺🇸 U.S. Army Reserve 78th Army Band (Fort Dix, NJ) – their 9x9 Ensemble will be performing at the gazebo at the Maritime Museum.
For details https://www.78tharmyband.org
Activities Include:
Classic Cars
St. Michaels Art League / Plein Air Painters
Chesapeake Independent Blues Reenactors
YMCA Field Day Games 10:30am - 12:00pm
Live Music throughout the day from the U.S. Army Reserve 78th Army Band 9x9 Ensemble
🚤 Boat Parade 1:00 - 2:00pm
🍷Bring your own food and enjoy a relaxing picnic on the beautiful museum grounds.
Boat Parade Participation:
To join the parade, please complete the registration form and return to dglackin48@gmail.com.
https://drive.google.com/drive/folders/1BzkIcexpRsrcViVgQWrLMTX3RmQXty6P?usp=sharing
Celebrate both America’s 250th Anniversary and the 1st Annual St. Michaels Miles River Boat Parade by purchasing a commemorative burgee:
https://my.cheddarup.com/c/st-michaels-2026-miles-river-boat-parade-burgee/items