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Events and Things to do in Shady Side, MD

Search for something you love or check out popular events in your area.

American Voices United Through Song - June 6, 2026
Today at 7:30 PM
Annapolis · Maryland Hall
American Voices United Through Song - June 6, 2026
Today at 7:30 PM
Annapolis · Maryland Hall
DMV Line Dance Field Party
Sat, Jun 20, 5:00 PM
Lothian · Drury Ball Park
DMV Line Dance Field Party
Sat, Jun 20, 5:00 PM
Lothian · Drury Ball Park
Sales end soon
@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026
Tomorrow at 4:45 PM
Annapolis · Annapolis City Dock
Sales end soon
@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026
Tomorrow at 4:45 PM
Annapolis · Annapolis City Dock
Going fast
April, The DIRTY GIRL, Entrepreneur MIXER
Sat, Jun 13, 7:00 PM
Upper Marlboro · 9101 Croom Acres Dr
Going fast
April, The DIRTY GIRL, Entrepreneur MIXER
Sat, Jun 13, 7:00 PM
Upper Marlboro · 9101 Croom Acres Dr
Going fast
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Going fast
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Groove Spot Band & Show
Sun, Jun 21, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Groove Spot Band & Show
Sun, Jun 21, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Pause & Reset: A Restorative Yoga & Meditation Experience for Women
Sat, Jun 13, 1:00 PM
Annapolis · Annapolis Athletic Club
Pause & Reset: A Restorative Yoga & Meditation Experience for Women
Sat, Jun 13, 1:00 PM
Annapolis · Annapolis Athletic Club
Going fast
Laughs in the Lounge
Fri, Jun 12, 7:00 PM
Annapolis · Stan & Joe's Saloon
Going fast
Laughs in the Lounge
Fri, Jun 12, 7:00 PM
Annapolis · Stan & Joe's Saloon
Sales end soon
Confident & Capable: Women Raising Cattle
Friday at 9:00 AM
West River · 4956 Muddy Creek Rd
Sales end soon
Confident & Capable: Women Raising Cattle
Friday at 9:00 AM
West River · 4956 Muddy Creek Rd
Sales end soon
Trail Trotters 5k & Fun Run
Tomorrow at 8:00 AM
Upper Marlboro · Promise Landing Farm, Inc
Sales end soon
Trail Trotters 5k & Fun Run
Tomorrow at 8:00 AM
Upper Marlboro · Promise Landing Farm, Inc
Shake, Rattle & Bingo
Fri, Jun 19, 5:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
Shake, Rattle & Bingo
Fri, Jun 19, 5:00 PM
Chesapeake Beach · The Overlook at Rod 'N' Reel Resort
‘Just looking?’: Evaluating Risk in Online Behavior Course 2026
Mon, Jun 22, 8:00 AM
Annapolis · The Westin Annapolis
‘Just looking?’: Evaluating Risk in Online Behavior Course 2026
Mon, Jun 22, 8:00 AM
Annapolis · The Westin Annapolis
Johnny Seaton & Bad Behavior | Elvis Tribute
Sat, Jun 27, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Johnny Seaton & Bad Behavior | Elvis Tribute
Sat, Jun 27, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Going fast
In-person Lactation Basics - AAMC Annapolis, MD
Wed, Jun 17, 5:00 PM
Annapolis · 2000 Medical Pkwy
Going fast
In-person Lactation Basics - AAMC Annapolis, MD
Wed, Jun 17, 5:00 PM
Annapolis · 2000 Medical Pkwy
The NoWhere Men Concert
Sun, Jul 12, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
The NoWhere Men Concert
Sun, Jul 12, 2:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Almost full
3 week birth class series (AAMC) -IN PERSON
Tue, Jun 16, 4:30 PM
Annapolis · AAMC Belcher Pavilion
Almost full
3 week birth class series (AAMC) -IN PERSON
Tue, Jun 16, 4:30 PM
Annapolis · AAMC Belcher Pavilion
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Wed, Jun 17, 6:00 PM
Annapolis · Great Frogs Winery
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Wed, Jun 17, 6:00 PM
Annapolis · Great Frogs Winery
Mini Birth Class
Sat, Jun 13, 9:00 AM
Annapolis · AAMC - Clatanoff Pavilion
Mini Birth Class
Sat, Jun 13, 9:00 AM
Annapolis · AAMC - Clatanoff Pavilion
Eclipse | The Ultimate Journey Tribute
Sat, Jul 4, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Eclipse | The Ultimate Journey Tribute
Sat, Jul 4, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort

Trends in Shady Side

Explore more trends

Explore more trends

Frequently asked questions about Shady Side

What are the best events to attend?

According to Eventbrite, the best events are:

DMV Line Dance Field Party

April, The DIRTY GIRL, Entrepreneur MIXER

DMV R&B Wine Festival

Groove Spot Band & Show

Which events are currently trending in Shady Side?

The trending searches this month in Shady Side are:

wig install classes

Which events are coming up?

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

American Voices United Through Song - June 6, 2026

Trail Trotters 5k & Fun Run

@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026

Confident & Capable: Women Raising Cattle