Talbot Guide, LLC

06/05/2026

St. Michaels Celebrates
America 250
A Community-Wide Celebration of the Nation’s Semiquincentennial
Multi-Week Festivities from Memorial Day Through July 5
Honor America’s 250th Anniversary

The St. Michaels Parks and Recreation Advisory Board is proud to announce St. Michaels Celebrates America 250, a community-wide series of events running from Memorial Day through July 5 in honor of the United States’ 250th anniversary.
With centerpiece events anchored around Flag Day, the celebration invites residents, businesses, and visitors to come together in patriotic spirit for a season filled with music, history, community pride, and family-friendly activities.

EVENT HIGHLIGHTS
Clean Up and Dress Up the Town
Saturday, June 6 | 8:00 AM – 12:00 PM
St. Michaels Library Parking Lot
The celebration begins with a community beautification effort encouraging residents and businesses to decorate St. Michaels in classic red, white, and blue. Volunteers will gather to spruce up the town and help create a festive and welcoming atmosphere throughout the community. Cleanup efforts will focus on Talbot Street from Mulberry Street to Mill Street, concentrating on the area between the curb and storefronts. Primary tasks will include removing weeds from sidewalks and brickwork, clearing debris, and refreshing public-facing spaces throughout downtown.
To volunteer, contact: [email protected]

Concert in the Park: Special Edition
Thursday, June 11 | 6:00 PM – 7:30 PM
Muskrat Park
Presented by the St. Michaels Community Center and the St. Michaels Parks & Recreation Advisory Board, this patriotic edition of the beloved summer concert series will feature a premier performance by the United States Naval Academy Band Electric Brigade.
This free, family-friendly evening promises live music, community fellowship, and patriotic spirit under the open sky.
More information: https://www.stmichaelscc.org/2026-concert-sponsors.html

Parks & Poles – Historical Walking Tour
Saturday, June 13 | 10:00 AM – 3:00 PM
Begins at St. Mary's Square
Explore St. Michaels through a self-guided walking tour featuring 13 stops representing the original 13 colonies. The route winds through Muskrat Park, Hollis Park, Frederick Douglass Park, Bradley Park, Back Creek Park, the St. Michaels Nature Trail, and St. Mary’s Square, with interpretive stations highlighting local history, Maryland heritage, and the significance of Flag Day.
Along the route, visitors can enjoy several special community stops, including the St. Michaels Branch - Talbot County Free Library featuring Talbot County Celebrates the Declaration of Independence with an augmented reality experience starring George Washington and Thomas Jefferson; the Women’s Club of St. Michaels lemonade and iced tea stand supporting scholarships and clubhouse maintenance; and the Classic Motor Museum of St. Michaels Americana-themed Cars & Coffee community open house at 906 Talbot Street featuring live music, a food truck, and classic cars.
The tour is designed for individuals, families, and groups and will remain available year-round, with expanded programming on June 13.
Organized in collaboration with the St. Michaels Parks & Recreation Advisory Board, the St. Michaels Museum, the MidShore Constitution Alliance, and St. Michaels High School, Daughters of the American Revolution (DAR).
Start the self-guided tour:
https://map.proxi.co/r/2RL7jd3TBBYlffuqe52I

Flag Day Picnic & Boat Parade — MAIN EVENT
Sunday, June 14 – Flag Day | 10:00 AM – 5:00 PM
Chesapeake Bay Maritime Museum
The centerpiece of the celebration is a FREE, family-friendly day of festivities at the Chesapeake Bay Maritime Museum featuring live music, classic cars, field games, plein air painters, and the 1st Annual Daytime St. Michaels Miles River Boat Parade.
Musical entertainment will be provided by the United States Army Reserve 78th Army Band (Fort Dix, NJ). Their 9x9 Ensemble will perform throughout the day at the museum gazebo.
Activities Include:
• Classic Cars on display (10:00 AM – 5:00 PM)
• St. Michaels Art League / Plein Air Painters (10:00 AM – 5:00 PM)
• Chesapeake Independent Blues Reenactors (10:00 AM – 5:00 PM)
• YMCA Field Day Games (10:0 AM – 1:00 PM and 2:00 PM – 4:00 PM)
• Live Music by the U.S. Army Reserve 78th Army Band 9x9 Ensemble
• Boat Parade (1:00 PM – 2:00 PM)
Attendees are encouraged to bring their own food, drinks, chairs, blankets, and picnic essentials to enjoy a relaxing afternoon on the museum grounds with family and friends.
Free tickets:
https://cbmm.org/event/st-michaels-flag-day-celebration/
Boat parade interest: [email protected]

Community Decorating Contest & Voting
Running Throughout the Celebration
The St. Michaels Business Association invites residents and visitors to explore town, enjoy participating businesses decorated for the semiquincentennial, and vote for their favorites via QR codes displayed throughout town.
Each vote enters participants into a drawing for a local business gift basket, with the winner announced on July 5. No purchase is necessary, and participants do not need to be present to win.

For the full Community Celebration Calendar and the most up-to-date event information, visit:
https://www.stmichaelsmd.com/flag-day/

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 bea...

06/01/2026

05/27/2026

The Talbot Guide is looking for feel-good stories from around our community!

If you have an uplifting story, community event, local accomplishment, act of kindness, or something special you would like to share, we would love to hear from you.

Please send submissions to:
[email protected]

Help us spread some positivity across the Shore!

05/06/2026

May Conversation on Race explores environmental justice, Descendant documentary

Talbot Family Network will host a community screening and discussion of excerpts from the documentary film Descendant as part of its ongoing Conversations on Race series. The event will take place Monday, May 18, 2026, from 5:30 to 7:30 p.m. at the Eastern Shore Conservation Center, 114 S. Washington St., Easton. A light dinner and refreshments will be provided.

Presented in partnership with ShoreRivers, the program will explore environmental justice by examining how environmental conditions, historical inequities, and access to decision-making power continue to shape health, opportunity, and belonging in communities. The session was originally offered in February and rescheduled to May.

Descendant tells the story of descendants of survivors of the Clotilda, the last known ship to carry enslaved Africans to the United States. The documentary follows members of the Africatown community in Alabama as they uncover their ancestors’ story, preserve cultural traditions, and confront environmental and economic challenges tied to industrial development in their community.

The film highlights themes of resilience, environmental stewardship, and the ongoing impact of systemic inequities.

“Film is a powerful way to engage people in conversations that might otherwise feel difficult to approach,” said Nancy Andrew, executive director of Talbot Family Network. “By watching and discussing Descendant together, we hope to create space for meaningful dialogue about how history, environment, and community well-being are connected, both nationally and here on the Mid-Shore.”

Following the screening, participants will engage in a facilitated discussion designed to encourage reflection and community dialogue.

ShoreRivers will provide local context by helping participants consider connections between the environmental justice issues highlighted in the documentary and challenges faced by communities on Maryland’s Eastern Shore.

“Environmental justice is closely tied to who has a voice in decisions that affect land, water, and public health,” said ShoreRivers Senior Community Engagement Coordinator Maegan White. “This conversation offers an opportunity to connect a powerful national story to local experiences and to better understand the environmental challenges our Eastern Shore communities face.”

The event is free and open to the public. Advance registration is required, and seating is limited. Registration is available at https://bit.ly/may26convo.

The Conversations on Race series is held monthly from September through May, typically on the last Monday of each month. Each session is designed to stand alone while contributing to an ongoing community dialogue about race, equity, and inclusion. Partners for the 2025-26 series include Shore Lit, the Chesapeake Bay Maritime Museum, and additional community organizations.

ShoreRivers works to protect Maryland’s Eastern Shore waterways through science-based advocacy, restoration, education, and engagement, with a vision of thriving rivers cherished by all Eastern Shore communities. More information is available at shorerivers.org.

Talbot Family Network serves as Talbot County’s Local Management Board, established by the state of Maryland to improve coordination of services for children and families. The organization identifies local priorities, directs resources, and promotes collaboration among agencies and community partners. More information is available at healthytalbot.org/about/talbot-family-network/.