Festivals near Chestertown, MD.

The Wailers Are Coming to Cult Classic Brewing in Stevensville MD Saturday on May 9th

• May. 9 - May 9, 2026
• Cult Classic Brewing - Stevensville, MD USA

• $25 - $50
• $50 - $100

Stevensville, MD – March 24, 2026 — Cult Classic Brewing, the Eastern Shore’s premier beer and music venue, plays host to The Wailers - ’50 Years of P ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• May. 12 - May 12, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

KI Renaissance Night at Ye Olde Cult of Classic

• May. 16 - May 16, 2026
• Cult Classic Brewing - Stevensville, MD USA

• Other / General

• $1 - $10

Hear Ye, Hear Ye! A night of mirth & merriment returns to Ye Olde Cult of Classic with live music from The Bards as well as ye old favorite festival f ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• May. 19 - May 19, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• May. 26 - May 26, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Jun. 2 - Jun 2, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Jun. 9 - Jun 9, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Bands in the Sand

• Jun. 13 - Jun 13, 2026
• Philip Merrill Environmental Center - Annapolis, MD USA

• Music

• $100 - $250

Bands in the Sand is the party of the year, and you won’t want to miss it! For two decades, Bay savers from across the region gathered on the warm bea ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Jun. 16 - Jun 16, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Jun. 23 - Jun 23, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

SAIL250® Maryland & Air Show Baltimore

• Jun. 24 - Jun 30, 2026
• Baltimore Inner Harbor - Baltimore, MD USA

SAIL250® Maryland & Airshow Baltimore, June 24-July 1, 2026, is a free family-friendly weeklong event that welcomes international tall ships, U.S. Na ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Jun. 30 - Jun 30, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Hope Lutheran Church Annual Fall Festival

• Sep. 26 - Sep 26, 2026
• Hope Lutheran Church - New Castle, DE USA

A great community event welcome to all families, vendors, crafters, family activities, children's games food trucks and community resources available ....

Cafely Hosts National Coffee Chill

• Sep. 29 - Sep 29, 2026
• Cafely - Wilmington, DE USA

• Nightlife

• FREE!!

Get ready to raise a mug to National Coffee Day on September 29, a day that celebrates the rich, aromatic brew that fuels mornings and sparks connecti ....

Dover Color Run By Color Craze

• May. 9 - May 9, 2026
• Dover - Dover, DE USA

• Community (Family & Kids)
• Health & Wellness
• Other / General
• Outdoor / Recreation
• Sports / Fitness

• $50 - $100
• $100 - $250

Welcome to Color Craze, one of the most vibrant experiences in the ColorVerse! This isn’t just a run, it’s a full-blown festival ....

Annapolis Color Run By Color Craze

• May. 9 - May 9, 2026
• Annapolis - Annapolis, MD USA

• Community (Family & Kids)
• Health & Wellness
• Other / General
• Outdoor / Recreation
• Sports / Fitness

• $50 - $100
• $100 - $250

Welcome to Color Craze, one of the most vibrant experiences in the ColorVerse! This isn’t just a run, it’s a full-blown festival ....

Talbot County Tour / Maryland House & Garden Pilgrimage: A 250th Anniverary Historical Celebration!

• May. 9 - May 9, 2026
• Talbot Historical Society - Easton, MD USA

• $25 - $50
• $50 - $100

The 2026 TALBOT COUNTY TOUR will showcase significant historic sites in Talbot County on Maryland’s Eastern Shore to offer visitors an unrivaled exper ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• May. 5 - May 5, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

First Sunday Arts Festival 2026

• May. 3 - May 3, 2026
• 53 West St - Annapolis, MD USA

• Other / General

The first Sunday of the month West St. and Calvert Street is closed for a family friendly festival with over 150 vendors, food trucks, live music and ....

Wilmington Handbell Ensemble presents 'An American Tapestry'

• May. 2 - May 2, 2026
• Ebenezer United Methodist Church - Newark, DE USA

• Music

Our program features the premier of Flute Loops, composed especially for the ensemble by Michael J. Glasgow, along with patriotic songs, marches, spir ....

Chestertown Pride Festival

• May. 2 - May 2, 2026
• Wilmer Park - Chestertown, MD USA

• Other / General

The festival will bring together residents, visitors, families, allies, and community organizations for a day of celebration, visibility, and unity. ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Apr. 28 - Apr 28, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Celebrity Chefs' Brunch

• Apr. 26 - Apr 26, 2026
• Chase Center on the Riverfront - Wilmington, DE USA

• Food / Wine / Beer

• $50 - $100
• $100 - $250

The renowned Celebrity Chefs’ Brunch will take place on Sunday, April 26, 2026, at our new location—the Chase Center on the Riverfront. This elevated ....

MYFest: Merriweather Youth Festival

• Apr. 25 - Apr 25, 2026
• Merriweather Post Pavilion - Columbia, MD USA

• Other / General

• FREE!!

The next generation of artists is taking the stage! Introducing the first-ever MYFest - a youth arts festival presented by the Merriweather Arts and C ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Apr. 21 - Apr 21, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....