Upcoming Events to Discover in St Michaels, MD
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Multiple Dates | Chesapeake Bay Maritime Museum
Family Funday Sunday
CBMM is bringing fun to the end of your weekend with Family Funday Sundays presented by PNC Bank!\n
Explore eventOct 24 @ 9:00 AM – 12:30 PM EDT | Easton, MD
Colonel Tench Tilghman Week
This year during the 250th anniversary of the founding of our nation we are planning the following three events to celebrate and honor the memory of Colonel Tench Tilghman and a…
Explore eventOct 24 @ 12:00 PM EDT | 104 Railroad Ave, Saint Michaels, MD, United States, Maryland 21663, 104 Railroad Ave, St Michaels, MD 21663-2125, United States
Special Italian Experience and In-Shop Wine Tasting with Sisto Tessari!
Join us on Oct. 24th, when we will be hosting a special Italian experience and in-shop tasting with Sisto Tessari, winemaker at his family's La Cappucina estate east of Verona i…
Explore eventOct 24 @ 7:00 PM – 9:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
Amy Speace with special guest Jesse Lynn Madera
“Amy Speace is a wonderful artist, a writer of songs, a performer who has beauty and transformation in her music and her writing.” Judy Collins Heralded by Rolling Stone, The Ne…
Explore eventOct 25 @ 7:30 PM – 10:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
Neko Case
Artist Presale: Wednesday, June 10 at 10am (ET) – Thursday, June 11 at 10pm (ET)General Public On Sale: Friday, June 12 at 10am (ET). Every handful of years, Neko Case resurface…
Explore eventOct 26 @ 12:00 AM – Nov 15 @ 12:00 AM EST | St. Michaels Sailing Charters
St. Michaels Wine Tasting Cruise!
Your Wine Tasting ExperienceDiscover a truly unforgettable wine tasting cruise on the Chesapeake Bay. After boarding, youll set sail from historic St. Michaels and enjoy the gen…
Explore eventOct 27 @ 9:00 AM – 12:00 PM EDT | Poplar Island
Poplar Island Tours
We are excited to offer the members of the Talbot Historical Society a personal tour of Poplar Island again! If you are not a member, consider becoming a member today to take ad…
Explore eventOct 28 @ 3:00 PM EDT | Oxford Community Center
OCC Classic Cinema Club – Shadow of a Doubt
OCC Classic Cinema Club: All Films start at 3:00PM, Intro by Committee Chairs with Q&A after each film. Popcorn and Waters provided, but BYO snacks is welcomed – Free, but pleas…
Explore eventOct 29 @ 5:30 PM – 6:45 PM EDT | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Freedom Ship: The Uncharted History of Escaping Slavery by Sea
Many people seeking freedom from slavery escaped not by land, but by sea. Acclaimed maritime historian Marcus Rediker will explore these overlooked seaborne routes, sharing deep…
Explore eventOct 29 @ 7:00 PM – 9:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
Stillhouse Junkies
“Stillhouse Junkies make a mighty big joyful noise for a trio! There is some really fine pickin’ and songwritin’ within…Y’all really need to check them out.” Becky Buller, The…
Explore eventMultiple Dates | Tred Avon Players
Ravenscroft
Ravenscroft is coming to Tred Avon Players Community Theatre in Oxford, MD for an unforgettable event
Explore eventOct 31 @ 12:00 AM EDT | 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Halloween Festival
Celebrate the season with a festive afternoon of live music, autumn treats, family-friendly activities, and fall fun throughout the grounds. From pony rides to costume contests…
Explore eventOct 31 @ 8:00 AM – 4:00 PM EDT | St Michaels Md
Historic Drawbridge Running Festival
We can't wait to show off one of Maryland's FLATTEST courses, with our Marathon, Half Marathon and 5k events, we welcome you to beautiful Talbot County! Our marathon and half ma…
Explore eventNov 5 @ 5:30 PM – 6:45 PM EST | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
History Beneath the Waters
Take a dive into the Chesapeake’s past and discover what lies beneath its waters. Join CBMM in the Van Lennep Auditorium or virtually on Thursday, Nov. 5, for a Speaker Event fe…
Explore eventNov 5 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
Jake Shimabukuro
The Jimi Hendrix of the ukulele! Tickets: $50 (fees not included) Jake Shimabukuro is a world-renowned ukulele virtuoso whose groundbreaking artistry has redefined the instrumen…
Explore eventNov 6 @ 6:00 PM – 8:00 PM EST | The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
TheaterWorksUSA presents Ada Twist, Scientist & Friends
“One of [TheaterWorksUSA’s] best works yet…a heady hour of learning, but also very entertaining.” – Memory Tourist Purchase all 3 TheaterWorksUSA performances in the same transa…
Explore eventNov 7 @ 10:00 AM – 4:00 PM EST | Chesapeake Bay Maritime Museum, 38.787516, -76.220082
CBMM's OysterFest
CBMM will host OysterFest on Saturday, Nov. 7, from 10am-4pm, inviting the community to celebrate the Bay’s favorite bivalve with a day of fun for the whole family. The OysterFe…
Explore eventNov 7 @ 10:00 AM – 8:00 PM EST | 11472 Ocean Gateway, Easton, MD 21601
6th Annual Shore Good Truck Show and Pull
Welcome to the 6th Annual Shore Good Truck Show and Pull @ Tuckahoe Steam and Gas Association Grounds, Easton MD.
Explore eventMultiple Dates | Theo's Steaks, Sides & Spirits – St. Michaels
Happy Sunday at Theo's
Extend your weekend at Theo’s with Happy Sunday, featuring signature bites, sips, and Chef's Selections. Enjoy our Happy Hour cocktails, wines, and beers, alongside favorites li…
Explore eventMultiple Dates | Tidewater Inn
Waterfowl Festival Premier Night Tickets
Experience the Waterfowl Festival at its finest with VIP access. This elevated ticket includes everything in General Admission—plus exclusive perks designed to make your weekend…
Explore eventNov 12 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
Ali Webb & Friends
Jazz as you’ve never heard it before – Ali Webb’s humorous vignettes celebrate life through song, the ironies and self-effacing moments, the defeats and triumphs, the heartbreaks…
Explore eventNov 13 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
Chloe Kimes: Daredevil Tour
“She sells her narrative lyricism with the vocal resonance of a rock chameleon reminiscent of Linda Ronstadt.” – For Folk’s Sake Chloe Kimes, an Americana singer/songwriter base…
Explore eventNov 15 @ 1:00 PM EST | Cadby Theatre
The Lost Trees of Willow Ave with Mike Tidwell
Join author and climate activist Mike Tidwell for a discussion of his new book, The Lost Trees of Willow Avenue: A Story of Climate and Hope on One American Street. Through a st…
Explore eventNov 19 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
Low Lily
"Low Lily brandishes their formidable individual folk foundations within a collective sound that’s as smart with sense of pop phrasing and flair as it is roots-savvy." – Roots M…
Explore eventNov 20 @ 7:00 PM – 8:30 PM EST | 12&14 W Dover St., Easton, MD 21601
Next Stop Comedy at The Ivy! – Easton, MD
Next Stop Comedy brings the best comedians, with new lineups every time, straight to your neighborhood for an unforgettable night of laug…
Explore eventNov 20 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
The Reagan Years
When The Reagan Years comes to the Avalon you know the dance floor will be open, so put on your red shoes and get ready to dance the blues! This totally tubular tribute band rec…
Explore eventNov 21 @ 10:00 AM – 4:00 PM EST | Chesapeake Bay Maritime Museum
Eastern Shore Sea Glass & Coastal Arts Festival: Holiday Edition
CBMM gets in the festive spirit, hosting the Holiday Edition of the Eastern Shore Sea Glass & Coastal Arts Festival on Saturday, Nov. 21.\n
Explore eventNov 21 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
Newmyer Flyer Presents: The Joni Mitchell Songbook
Newmyer Flyer brings together the finest musicians to pay homage to iconic singer/songwriter Joni Mitchell, whose prolific repertoire was the very essence of the ‘60s folk scene…
Explore eventNov 26 @ 12:00 PM – 5:00 PM EST | 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Thanksgiving Dining at STARS
Thanksgiving Day | 12–5 PM$135 Adults | $60 Children 12 & Under Gather at our table with waterfront views, live piano and an abundant holiday spread on the Miles River. From…
Explore eventNov 27 @ 6:00 PM – 8:00 PM EST | 101 East Dover Street, Easton, MD 21601
Preview Gala
The Preview Gala, a formal affair, is the kickoff of the Festival of Trees.
Explore eventNov 27 @ 9:00 PM EST | Carpenter Street Saloon, 111 S Talbot St, St Michaels, MD 21663, United States
The Agitators at Carpenter St. Saloon
We're rolling back into town for another rocking night in St. Michaels with all the gang at C-Street! Kicking things off at 9:00.
Explore eventNov 28 @ 10:00 AM – 5:00 PM EST | 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
Shop Small Saturday
Save the date for Shop Small Saturday! Start the holidays off right and support our local merchants!
Explore eventNov 28 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
The Seldom Scene
“The Seldom Scene continues to possess a rare spirit which promotes both spontaneity and elasticity which… is instantly audible, on-stage and on record.” – Americana Highways Fi…
Explore eventDec 4 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
Medium Debbie Wojciechowski
Medium Debbie Wojciechowski is back for TWO NIGHTS at the Stoltz to share her extraordinary abilities! *Please note that Table A and Table B will be placed on the stage and that…
Explore eventDec 4 @ 7:30 PM – 9:00 PM EST | Oxford Community Center
Jazz on the Stage at OCC: Dominick Farinacci & Friends
A Talbot County favorite, we are excited to keep the Holiday tradition alive welcoming Dominick Farinacci back in December. Trumpeter Dominick Farinacci served as ambassador to…
Explore eventDec 5 @ 12:00 PM – 3:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
The Met: Live in HD Samson et Dalila by Camille Saint-Saëns
*TICKET SALES OPEN 10:00 AM ON JULY 22* RevivalBy Camille Saint-Saëns **The Met: LIVE in HD package – Purchase 8 Operas for the price of 7**Senior & Adult packages available…
Explore eventDec 5 @ 6:30 PM – 10:00 PM EST | 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
Easton's Holiday Parade
Hope you’re ready for some holiday cheer! Easton’s holiday parade will take place on December 5th, 2026. With a myriad of vehicles, novelties, and floats, this parade will surel…
Explore eventDec 5 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
Medium Debbie Wojciechowski
Medium Debbie Wojciechowski is back for TWO NIGHTS at the Stoltz to share her extraordinary abilities! *Please note that Table A and Table B will be placed on the stage and that…
Explore eventDec 11 @ 12:00 AM – Dec 13 @ 12:00 AM EST | Oxford Community Center
Oxford Holiday Market
Spend a December Weekend in Oxford: Holiday Market Returns to Eastern Shore Village for Third Year The Oxford Holiday Market invites visitors from D.C. to the Delaware shore to…
Explore eventDec 11 @ 4:00 PM – Dec 13 @ 5:00 PM EST | Oxford Community Center
Oxford Holiday Market 2026
In its third year, this great shopping event showcases over 24 local artisans and makers along with a visit from Santa on Saturday and delicious holiday treats at our cafe. The…
Explore eventDec 11 @ 5:00 PM – Dec 13 @ 5:00 PM EST | St. Michaels Historic District, 114 S Talbot St, St Michaels, MD 21663, United States
Christmas in St. Michaels, Maryland | Enjoy our historic waterfront town!
(Important Scam Note: We do not solicit vendor opportunities and tickets are not needed for the majority of our events. Those comments and posts are scams. Only use our website…
Explore eventDec 12 @ 1:00 PM – 7:00 PM EST | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Winter on the Chesapeake at CBMM
You’re invited to experience Winter on the Chesapeake at the Chesapeake Bay Maritime Museum on Saturday, Dec. 12, starting at 1pm. Held in conjunction with Christmas in St. Mich…
Explore eventDec 31 @ 9:00 PM – 12:00 AM EST | 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
Easton's New Years Celebration
A New Year's Eve Celebration in the heart of Easton! The iconic crab drop returns on December 31st at 9pm and 12am in front of the Tidewater Inn on Harrison Street. Stay tuned f…
Explore eventJan 6 @ 6:00 PM – 9:00 PM EST | 355 Glebe Road, Easton, MD 21601
Talbot County Agronomy Program – 2026 Crop
75th TALBOT CORN CLUB and 56th SOYBEAN IMPROVEMENT PROGRAM
Explore eventJan 23 @ 1:00 PM – 4:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
The Met: Live in HD La Fanciulla del West by Giacomo Puccini
*TICKET SALES OPEN 10:00 AM ON JULY 22* New ProductionBy Giacomo Puccini **The Met: LIVE in HD package – Purchase 8 Operas for the price of 7**Senior & Adult packages availa…
Explore eventFeb 3 @ 12:00 AM – Feb 7 @ 12:00 AM EST | The Ebenezer Theater
Residency at Chesapeake Music Festival
Residency at Chesapeake Music Festival
Explore eventFeb 20 @ 10:00 AM – 5:00 PM EST | 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
Chesapeake Fire & Ice
Enjoy a free self-guided tour of the beautifully designed ice sculptures in downtown Easton, along with live music, entertainment, and other fun events! Stay tuned for more Deta…
Explore eventFeb 26 @ 6:00 PM – 8:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
TheaterWorksUSA Presents: Cat Kid Comic Club: The Musical
“Fabulously entertaining and engaging…unleashes the power of creativity, inspiration, and perspective!” DC Theater Arts TheaterWorksUSA shows:Friday, November 6 at 6pm – Ada Twi…
Explore eventMar 20 @ 1:00 PM – 4:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
The Met: Live in HD Silent Night by Kevin Puts & Mark Campbell
*TICKET SALES OPEN 10:00 AM ON JULY 22* New Production/Met PremiereMusic by Kevin Puts/Libretto by Mark Campbell **The Met: LIVE in HD package – Purchase 8 Operas for the price…
Explore eventMar 21 @ 7:00 PM – 9:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
Larry, Steve and Rudy: The Gatlin Brothers
“…the Gatlin Brothers are a Grammy Award-winning trio who have dazzled audiences for more than sixty years with a lifetime of noteworthy achievements…” OPRY Larry, Steve, and Ru…
Explore eventApr 3 @ 12:00 PM – 4:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
The Met: Live in HD Manon by Jules Massenet
*TICKET SALES OPEN 10:00 AM ON JULY 22* RevivalBy Jules Massenet **The Met: LIVE in HD package – Purchase 8 Operas for the price of 7**Senior & Adult packages available onli…
Explore eventApr 24 @ 1:00 PM – 4:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
The Met: Live in HD Otello by Giuseppe Verdi
*TICKET SALES OPEN 10:00 AM ON JULY 22* RevivalBy Giuseppe Verdi **The Met: LIVE in HD package – Purchase 8 Operas for the price of 7**Senior & Adult packages available onli…
Explore eventMay 7 @ 6:00 PM – 8:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
TheaterWorksUSA Presents: The Pout-Pout Fish: The Musical
“Visual punch with an inventive set and even more imaginative large-scale puppets!” – The New York Times TheaterWorksUSA shows:Friday, November 6 at 6pm – Ada Twist, Scientist &…
Explore eventJun 5 @ 12:00 PM – 6:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
The Met: Live in HD Parsifal by Richard Wagner
*TICKET SALES OPENS 10:00 AM ON JULY 22* RevivalBy Richard Wagner **The Met: LIVE in HD package – Purchase 8 Operas for the price of 7**Senior & Adult packages available onl…
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