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Search filters: Events in Maryland.

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Leitersburg Peach Festival
August 2026 (dates not updated)

Leitersburg Peach Festival

Ruritan Community Park, Leitersburg, MD

Status: Updated 4/9/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Variety, and there will be other activities like pony rides, barrel train, live demonstrations.
  • # of Exhibitors: 120
  • Juried: no
  • Prize Money: na
Caroline Summerfest
August 2026 (dates not updated)

Caroline Summerfest

Courthouse Green and surrounding streets, Denton, MD

Status: Updated 7/10/2025

There will be 3 stages with Regional and Local talent. The entertainment will be Beach, Bluegrass, Christian, Country, Folk, Gospel, Jazz, R & B/Soul, Top Forty/Pop, Variety and World, and there will be other activities like fireworks, river run, fire truck rides, car show, kidzart.
  • # of Exhibitors: 15
  • Juried: yes
  • Prize Money: na
Wicomico County Fair
August 2026 (dates not updated)

Wicomico County Fair

Winterplace Park, Salisbury, MD

Status: Updated 7/6/2025

There will be 2 stages with Local talent. The entertainment will be Bluegrass, Blues, Christian, Country, Gospel, Old-time and Variety.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
Disney Pin Trading Event
August 2026 (dates not updated)

Disney Pin Trading Event

Marley Station Mall, Glen Burnie, MD

Status: Updated 6/13/2025

  • # of Exhibitors: 15
  • Juried: no
  • Prize Money: No
Easterns Bayside Blues and Wine Festival
August 2026 (dates not updated)

Easterns Bayside Blues and Wine Festival

Eastern Yacht Club, Essex, MD

Status: Updated 7/10/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Blues, Cajun/Zydeco, Funk and R & B/Soul.
  • # of Exhibitors: 30
  • Juried: no
  • Prize Money: na
Augustoberfest
August 2026 (dates not updated)

Augustoberfest

Washington County Agricultural Center, Boonsboro, MD

Status: Updated 7/14/2025

There will be 1 stage with International, National and Regional talent. The entertainment will be Variety and World, and there will be other activities like children's area, vendor area, saturday volksmarch.
  • # of Exhibitors: 20
  • Juried: no
  • Prize Money: na
Ocean City Jeep Week
August 2026 (dates not updated)

Ocean City Jeep Week

Various Locations, Ocean City, MD

Status: Updated 7/17/2025

  • # of Exhibitors: 100
  • Juried: no
  • Prize Money: na
Maryland State Fair
August - September 2026 (dates not updated)

Maryland State Fair

State Fairgrounds, Timonium, MD

Status: Updated 7/15/2025

There will be 1 stage with National and Regional talent. The entertainment will be Country, Rock and Variety.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
Fourth Friday Street Festival - August
August 2026 (dates not updated)

Fourth Friday Street Festival - August

Downtown, Pocomoke City, MD

Status: Updated 3/11/2025

There will be 1 stage with Local talent. The entertainment will be Classical/Symphony and Jazz.
  • # of Exhibitors: 11
  • Juried: no
  • Prize Money: na
August 22, 2026

Cultural Enrichment, Music, and Arts Festival

Laurel Race Track, Laurel, MD

Status: Updated 4/25/2025

  • # of Exhibitors: 80
  • Juried: no
  • Prize Money:
Hot August Music Festival
August 2026 (dates not updated)

Hot August Music Festival

Oregon Ridge Park, Cockeysville, MD

Status: Updated 7/8/2025

There will be 3 stages with National, Regional and Local talent. The entertainment will be Americana, Bluegrass, Blues, Rock and Roots, and there will be other activities like kids' area, workshops percussion, harmonica, face painting plus more for the kids.
  • # of Exhibitors: 20
  • Juried: yes
  • Prize Money: na
C & O Canal Days
August 2026 (dates not updated)

C & O Canal Days

Byron Memorial Park, Williamsport, MD

Status: Updated 8/14/2025

There will be 2 stages with Local talent. The entertainment will be Bluegrass, Country and Rock, and there will be other activities like canal educational tours, parade, trolley, mules.
  • # of Exhibitors: 120
  • Juried: no
  • Prize Money: na
Spud Fest
August 2026 (dates not updated)

Spud Fest

Washington County Ag Education Center, Boonsboro, MD

Status: Updated 7/18/2025

There will be 1 stage with Local talent. The entertainment will be Americana and Country, and there will be other activities like children's crafts', potato pickin, pedal pull, pick ur own potatoes, potato chip making.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
Maryland Renaissance Festival
August - October 2026 (dates not updated)

Maryland Renaissance Festival

Crownsville Road, Annapolis, MD

Status: Updated 2/21/2025

There will be 10 stages with International, National and Regional talent. The entertainment will be Folk and Variety, and there will be other activities like children's area, games.
  • # of Exhibitors: 118
  • Juried: yes
  • Prize Money: na
Western Maryland Street Rod Round-Up
August 2026 (dates not updated)

Western Maryland Street Rod Round-Up

Allegany County Fairgrounds, Cumberland, MD

Status: Updated 7/24/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Old-time, Rock, Top Forty/Pop and Variety, and there will be other activities like races, kids' games, door prizes.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
National Hard Crab Derby
August 2026 (dates not updated)

National Hard Crab Derby

Somer's Cove Marina, Crisfield, MD

Status: Updated 5/29/2025

There will be 1 stage with Regional and Local talent. The entertainment will be , and there will be other activities like crab races, crab picking contest, boat docking contest.
  • # of Exhibitors: 30
  • Juried: no
  • Prize Money: na
Greenbelt Labor Day Festival
August - September 2026 (dates not updated)

Greenbelt Labor Day Festival

Roosevelt Center, Greenbelt, MD

Status: Updated 5/29/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Variety, and there will be other activities like parade, carnival rides, kids' games, local art contest.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
Frederick End of Summer Celebration
August 2026 (dates not updated)

Frederick End of Summer Celebration

Carroll Creek Park, Frederick, MD

Status: Updated 2/7/2025

There will be 1 stage with International talent. The entertainment will be DJ/Dance/Techno.
  • # of Exhibitors: 60
  • Juried: no
  • Prize Money:
Deal Island Skipjack Races and Festival
August 2026 (dates not updated)

Deal Island Skipjack Races and Festival

Deal Island Harbor, Deal Island, MD

Status: Updated 7/23/2025

There will be 1 stage with Regional and Local talent. The entertainment will be Christian, Country, DJ/Dance/Techno, Gospel, Rock and Top Forty/Pop.
  • # of Exhibitors: 30
  • Juried: no
  • Prize Money: na
Gaithersburg Labor Day Parade
September 2026 (dates not updated)

Gaithersburg Labor Day Parade

Olde Towne Gaithersburg, Gaithersburg, MD

Status: Updated 7/25/2025

  • # of Exhibitors: na
  • Juried: no
  • Prize Money: na
Labor Day Parade and Festival
September 2026 (dates not updated)

Labor Day Parade and Festival

Downtown, Kensington, MD

Status: Updated 6/19/2025

  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
Casey Farmers Market - September
September 2026 (dates not updated)

Casey Farmers Market - September

Casey Community Center, Gaithersburg, MD

Status: Updated 4/29/2025

  • # of Exhibitors: 10
  • Juried: yes
  • Prize Money: na
September 5, 2026

Market of Crafts Galore! - September

Timonium UMC, Timonium, MD

Status: Updated 11/12/2025

  • # of Exhibitors: 50
  • Juried: yes
  • Prize Money: na
Wine Fest on the Beach
September 2026 (dates not updated)

Wine Fest on the Beach

Inlet Park, Ocean City, MD

Status: Updated 7/2/2024

There will be 1 stage with Regional and Local talent. The entertainment will be Jazz, Reggae, Rock and Rockabilly.
  • # of Exhibitors: tba
  • Juried: yes
  • Prize Money: na