Festivals near Chestertown, MD.

Holy Family Summerfest

• Jul. 15 - Jul 19, 2026
• Holy Family Church Summerfest - Newark, DE USA

• Community (Community / Social)
• Community (Family & Kids)
• Religion / Spirituality

• $50 - $100

 Summerfest at Holy Family is back for 2026!  Get ready for an unforgettable 5-day Carnival at Holy Family Catholic Church in Newark, Delaw ....

Summer Psychic Fair

• Jul. 19 - Jul 19, 2026
• Glen Burnie Elks Lodge #2266 - Severn, MD USA

• Other / General

• FREE!!

Engage with knowledgeable vendors who are eager to share their expertise and passion for all things metaphysical. Whether you're a seasoned practitio ....

First Sunday Arts Festival 2026

• Aug. 2 - Aug 2, 2026
• West Street - 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 ....

First Sunday Arts Festival 2026

• Sep. 6 - Sep 6, 2026
• West Street - 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 ....

FunFest

• Sep. 12 - Sep 12, 2026
• Glasgow Park Playground - Newark, DE USA

• Food / Wine / Beer

Join us for an unforgettable day at DSBC's FunFest on September 12, 2026, from 12:00 PM to 5:00 PM at Glasgow Park, located at 2275 Pulaski Highway, N ....

Hope Lutheran Church Fall Festival

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

• Other / General

* Crafters and Vendors * Delicious Food Trucks * Family Activities * Pumpkin Patch * Build-a-scarecrow * Petting Zoo * Community Resources *Entertai ....

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 ....

Fall Harvest Festival

• Oct. 10 - Oct 11, 2026
• Steppingstone Farm Museum - Havre de Grace, MD USA

• Other / General

• $10 - $25

Steppingstone's signature event, Fall Harvest Festival, will be held on Saturday, October 10th and Sunday, October 11th from 11am to 4pm. This annual ....

Summer Second Fridays

• Jul. 10 - Jul 10, 2026
• Essex Community Development Corporation - Essex, MD USA

• Other / General

Summer Second Fridays Are Back! Mark your calendars and join us for an evening of community, music, local businesses, food, and summer fun in Essex! ? ....

First Sunday Arts Festival 2026

• Jul. 5 - Jul 5, 2026
• West Street - 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 ....

3 Palms Zoo Presents: Red, White, & Zoobilee - Celebrating America's 250th

• Jul. 3 - Jul 11, 2026
• 3 Palms Zoo & Education Center - Townsend, DE USA

• Community (Family & Kids)
• Community (Fundraiser)
• Community (Local / Fair)
• Holiday (4th of July)
• Outdoor / Recreation

• $1 - $10

Celebrate America’s 250th with Delaware's favorite rescue crew! Join 3 Palms Zoo in Townsend, DE, for the Red, White, & Zoobilee. If you ar ....

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. ....

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. 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. ....

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. ....

Free LakeFest Weekend 2026

• Jun. 14 - Jun 14, 2026
• Columbia Lakefront Stage - Columbia, MD USA

• Music

The 39th annual Columbia Festival of the Arts’ Free LakeFest Weekend returns to the Downtown Columbia Lakefront, June 12-14, 2026! Produced by the Mer ....

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 ....

Free LakeFest Weekend 2026

• Jun. 13 - Jun 13, 2026
• Columbia Lakefront Stage - Columbia, MD USA

• Music

The 39th annual Columbia Festival of the Arts’ Free LakeFest Weekend returns to the Downtown Columbia Lakefront, June 12-14, 2026! Produced by the Mer ....

Free LakeFest Weekend 2026

• Jun. 12 - Jun 12, 2026
• Columbia Lakefront Stage - Columbia, MD USA

• Music

The 39th annual Columbia Festival of the Arts’ Free LakeFest Weekend returns to the Downtown Columbia Lakefront, June 12-14, 2026! Produced by the Mer ....

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. ....

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

• 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

• 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. ....

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 ....