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Festivals in Shady Side, MD

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3rd Annual National Urban Farm Festival
Sat, May 2, 10:00 AM
Upper Marlboro · 17230 Swanson Rd
3rd Annual National Urban Farm Festival
Sat, May 2, 10:00 AM
Upper Marlboro · 17230 Swanson Rd
Sales end soon
Soul Food and Sunshine
Saturday at 2:00 PM
Upper Marlboro · The Free State Distillery, Inc
Sales end soon
Soul Food and Sunshine
Saturday at 2:00 PM
Upper Marlboro · The Free State Distillery, Inc
Songbird Festival 2026
Sun, May 3, 10:00 AM
Annapolis · Maryland Hall
Songbird Festival 2026
Sun, May 3, 10:00 AM
Annapolis · Maryland Hall
VENDOR SIGN UP - Spring Fest & Craft Fair
Sun, May 3, 12:00 PM
Stevensville · Kent Island Resort
VENDOR SIGN UP - Spring Fest & Craft Fair
Sun, May 3, 12:00 PM
Stevensville · Kent Island Resort
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Sat, May 30, 2:00 PM
Annapolis · Naval-Marine Corps Stadium
Psychic Affairs of Maryland
Sun, Apr 19, 9:00 AM
Gambrills · Bowie Elks Lodge No 2309
Psychic Affairs of Maryland
Sun, Apr 19, 9:00 AM
Gambrills · Bowie Elks Lodge No 2309
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
DMV R&B Wine Festival Vendor Sign Up
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Meet & Greet Breakfast with the Artists
Thu, Jul 16, 10:00 AM
Upper Marlboro · Wellspring Manor & Spa
Meet & Greet Breakfast with the Artists
Thu, Jul 16, 10:00 AM
Upper Marlboro · Wellspring Manor & Spa
Tails on the Trails Funfest
Sun, May 17, 12:00 PM
Huntingtown · Kings Landing Park
Tails on the Trails Funfest
Sun, May 17, 12:00 PM
Huntingtown · Kings Landing Park
East Coast Fit Fest (DMV Edition)
Sat, Mar 14, 10:00 AM
District Heights · District Heights Recreation
East Coast Fit Fest (DMV Edition)
Sat, Mar 14, 10:00 AM
District Heights · District Heights Recreation
Munchie Land - The Ultimate Foodie Experience
Sat, Apr 18, 5:00 PM
Capitol Heights · 8801 Hampton Mall Dr N
Munchie Land - The Ultimate Foodie Experience
Sat, Apr 18, 5:00 PM
Capitol Heights · 8801 Hampton Mall Dr N
Spring Kids Day at STROB Apothecary
Sat, Mar 21, 10:00 AM
Crofton · Vega Therapy Services
Spring Kids Day at STROB Apothecary
Sat, Mar 21, 10:00 AM
Crofton · Vega Therapy Services
Strong Fathers, Supported Families Conference | April 4
Sat, Apr 4, 10:00 AM
Capitol Heights · Trinidad Baptist Church
Strong Fathers, Supported Families Conference | April 4
Sat, Apr 4, 10:00 AM
Capitol Heights · Trinidad Baptist Church
SkunkFunk Fest 2026
Fri, Apr 24, 6:00 PM + 2 more
Salisbury · Micvidos
SkunkFunk Fest 2026
Fri, Apr 24, 6:00 PM + 2 more
Salisbury · Micvidos
10th Annual Burgers & Bands for Suicide Prevention May 17, 2026
Sun, May 17, 11:00 AM
Severna Park · Severna Park Taphouse
10th Annual Burgers & Bands for Suicide Prevention May 17, 2026
Sun, May 17, 11:00 AM
Severna Park · Severna Park Taphouse
Almost full
4/13- Annapolis, MD- Twilight in Thailand
Mon, Apr 13, 7:00 PM
Annapolis · Cooper’s Hawk Winery & Restaurant
Almost full
4/13- Annapolis, MD- Twilight in Thailand
Mon, Apr 13, 7:00 PM
Annapolis · Cooper’s Hawk Winery & Restaurant
FONA Native Plant Sale
Sat, Mar 28, 8:00 AM
Washington · U.S. National Arboretum — Meadow Road
FONA Native Plant Sale
Sat, Mar 28, 8:00 AM
Washington · U.S. National Arboretum — Meadow Road
Sales end soon
Bloom Market
Saturday at 10:00 AM
Waldorf · Discovery Lane
Sales end soon
Bloom Market
Saturday at 10:00 AM
Waldorf · Discovery Lane
Sales end soon
District Beer Fest: Winter
Sat, Mar 7, 12:00 PM
Washington · Dock 5 at Union Market
Sales end soon
District Beer Fest: Winter
Sat, Mar 7, 12:00 PM
Washington · Dock 5 at Union Market

Trends in Shady Side

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Frequently asked questions about Shady Side

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

3rd Annual National Urban Farm Festival

Songbird Festival 2026

VENDOR SIGN UP - Spring Fest & Craft Fair

DMV R&B Wine Festival

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

wig install classes

gloriouis church

Which festival events are coming up?

Discover the best festival events happening soon – you don’t want to miss them:

Soul Food and Sunshine

District Beer Fest: Winter

East Coast Fit Fest (DMV Edition)