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Events and Things to do in St. Michaels, MD

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Real Estate Rumble 2026-After Party Celebration!
Wed, Jun 3, 2:00 PM
Stevensville · The Edge Arena
Real Estate Rumble 2026-After Party Celebration!
Wed, Jun 3, 2:00 PM
Stevensville · The Edge Arena
Juneteenth in Caroline County For-Profit Vendor Registration
Fri, Jun 19, 11:00 AM
Preston · Mt. Pleasant Acres Farms
Juneteenth in Caroline County For-Profit Vendor Registration
Fri, Jun 19, 11:00 AM
Preston · Mt. Pleasant Acres Farms
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Sun, May 31, 11:00 AM
Annapolis · Great Frogs Winery
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Sun, May 31, 11:00 AM
Annapolis · Great Frogs Winery
American Voices United Through Song - June 6, 2026
Sat, Jun 6, 7:30 PM
Annapolis · Maryland Hall
American Voices United Through Song - June 6, 2026
Sat, Jun 6, 7:30 PM
Annapolis · Maryland Hall
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
Confident & Capable: Women Raising Cattle
Fri, Jun 12, 9:00 AM
West River · 4956 Muddy Creek Rd
Confident & Capable: Women Raising Cattle
Fri, Jun 12, 9:00 AM
West River · 4956 Muddy Creek Rd
The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026
Sun, Jun 7, 4:45 PM
Annapolis · Annapolis City Dock
The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026
Sun, Jun 7, 4:45 PM
Annapolis · Annapolis City Dock
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
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
Chart House Prime - Duckhorn Wine Dinner
Thu, May 28, 7:00 PM
Annapolis · Chart House Prime
Going fast
Chart House Prime - Duckhorn Wine Dinner
Thu, May 28, 7:00 PM
Annapolis · Chart House Prime
21ST ANNUAL DMV & BEYOND CAR, MOTORCYCLE, & TRUCK CRUISE-IN!
Sat, Jun 6, 2:00 PM
Lothian · Geno's Ball Park
21ST ANNUAL DMV & BEYOND CAR, MOTORCYCLE, & TRUCK CRUISE-IN!
Sat, Jun 6, 2:00 PM
Lothian · Geno's Ball Park
Going fast
6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals
Wed, Jun 3, 12:30 PM
Annapolis · Annapolis Crystals
Going fast
6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals
Wed, Jun 3, 12:30 PM
Annapolis · Annapolis Crystals
Spring "Witness House" Soiree Fundraiser
Fri, May 29, 5:00 PM
Cambridge · Glasgow Court
Spring "Witness House" Soiree Fundraiser
Fri, May 29, 5:00 PM
Cambridge · Glasgow Court
Maryland Commodity Classic 2026
Thu, Jul 23, 8:00 AM
Centreville · Queen Anne's County 4-H Park
Maryland Commodity Classic 2026
Thu, Jul 23, 8:00 AM
Centreville · Queen Anne's County 4-H Park
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
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Sagittarius Full Moon Circle & Crystal Grid Workshop with Donna & Audrey
Sun, May 31, 10:30 AM
Annapolis · Annapolis Crystals
Sagittarius Full Moon Circle & Crystal Grid Workshop with Donna & Audrey
Sun, May 31, 10:30 AM
Annapolis · Annapolis Crystals
The Reagan Years | Original 80's Tribute
Fri, Jul 17, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
The Reagan Years | Original 80's Tribute
Fri, Jul 17, 7:00 PM
Chesapeake Beach · The Bandshell at Rod 'N' Reel Resort
Just added
Abstract Painting Class (Intuitive) with Susan King
Sat, May 23, 2:00 PM
Cambridge · The Star Child Family Trading Company LLC
Just added
Abstract Painting Class (Intuitive) with Susan King
Sat, May 23, 2:00 PM
Cambridge · The Star Child Family Trading Company LLC
Sales end soon
The Heather Pierson Duo in Annapolis, MD
Monday at 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Sales end soon
The Heather Pierson Duo in Annapolis, MD
Monday at 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery

Trends in St. Michaels

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Explore more trends

Frequently asked questions about St. Michaels

What are the best events to attend?

According to Eventbrite, the best events are:

Real Estate Rumble 2026-After Party Celebration!

Juneteenth in Caroline County For-Profit Vendor Registration

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

American Voices United Through Song - June 6, 2026

Which events are currently trending in St. Michaels?

The trending searches this month in St. Michaels are:

murder mystery dinner

seafood festival

Which events are coming up?

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

The Heather Pierson Duo in Annapolis, MD

Abstract Painting Class (Intuitive) with Susan King

Chart House Prime - Duckhorn Wine Dinner

Spring "Witness House" Soiree Fundraiser