Upcoming Events to Discover in St Michaels, MD
Static event cards remain readable before the live widget becomes interactive.
Multiple Dates | San Miguels Mexican Food
Taco Tuesday at San Miguels
🌮🍹 Crafted. Shared. Savored. Some meals are meant to be shared. Join us for Taco Tuesday and experience our Curated Taco Board for Two—four handcrafted street tacos served with…
Explore eventMultiple Dates | San Miguels Mexican Food
Taco Tuesday at San Miguels
Crafted. Shared. Savored. Some meals are meant to be shared. Join us for Taco Tuesday and experience our Curated Taco Board for Two—four handcrafted street tacos served with hou…
Explore eventMultiple Dates | 101 N Harbor Rd, St Michaels, MD 21663, USA
Chesapeake Bay Sunset Champagne Sail
Relax as you sail into golden hour on the Chesapeake Bay, sipping champagne while the sun sets aboard Lady Patty or Epiphany.
Explore eventMultiple Dates | 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Trivia at Foxys! 💡🧠✨
Trivia at Foxy’s with DJ Shannon! Every Tuesday from 7-9pm
Explore eventMultiple Dates | 101 N Harbor Rd, St Michaels, MD 21663, USA
Lady Patty 2 Hour Relaxing Chesapeake Day Sail
Sit back and enjoy the views, or help sail the boat, while experiencing unforgettable Chesapeake Bay sailing in historic St. Michaels, MD on the historic Lady Patty!
Explore eventMultiple Dates | 101 N Harbor Rd, St Michaels, MD 21663, USA
Wine Tasting Cruise
Sip, savor, and sail! Experience a unique blend of wine tasting and scenic sailing with St. Michaels Sailing Charters.
Explore eventMultiple Dates | St. Michaels Sailing Charters
Lady Patty Wine Tasting Cruise
Your Wine Tasting Experience Discover a truly unforgettable wine tasting cruise on the Chesapeake Bay. After boarding, you’ll set sail from historic St. Michaels and enjoy the g…
Explore eventMultiple Dates | 101 N Harbor Rd, St Michaels, MD 21663, USA
Beer Tasting Sailing Cruise
Your Beer Tasting Experience Discover an unforgettable craft beer tasting cruise on the Chesapeake Bay. After boarding in historic St. Michaels, you’ll set sail and enjoy the ge…
Explore eventMultiple Dates | 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Garden Tours
Discover the beauty of the season at Inn at Perry Cabin with our Garden Tours, now open to the public. Offered on select Wednesdays and Sundays from April through the end of Oct…
Explore eventMultiple Dates | 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Haunted Tales of St. Michaels
Join us on Wednesdays and Saturdays at 2:30 PM throughout October for a guided walk through the haunted history of Inn at Perry Cabin and St. Michaels. Hear tales of local legen…
Explore eventMultiple Dates | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Rosie Parks Skipjack Evening Sail
Step aboard the Rosie Parks, one of the Chesapeake Bay’s last remaining skipjacks, for a two-hour evening sail on the Miles River most Wednesdays this fall. Built in 1955 as a w…
Explore eventMultiple Dates | Oxford Community Center
Financial Wellness Estate Planning Basics
Wednesday, October 14 — Estate Planning Basics Attorneys Marianna Batie, Esq., Law Office of Marianna Batie, and Tara K. Frame, Esq., Frame & Frame Attorneys at Law, will discus…
Explore eventOct 14 @ 7:00 PM – 9:00 PM EDT | Avalon Theatre
Oh He Dead
Oh He Dead’s music moves seamlessly between soul, rock, funk, jazz, and R&B. DC-based band Oh He Dead consists of lead guitarist Alex Salser, John Daise/Colin Sidley on bass…
Explore eventOct 14 @ 7:00 PM EDT | Avalon Theatre
Oh He Dead with Kentavius Jones
Washington, D.C., band Oh He Dead performs a live blend of soul, rock, funk, jazz, R&B, and folk, with local performer Kentavius Jones opening.
Explore eventMultiple Dates | Oxford Community Center
Steady and Strong with Janet Pfeffer
Steady and Strong with Janet Pfeffer
Explore eventMultiple Dates | The Galley Restaurant
Thursday Night is Hamburger Night at The Galley
Thursday Night is Hamburger Night at The Galley 🍔 A New Thursday Night Tradition Has Arrived Join us every Thursday evening at The Galley for a classic combination done right. E…
Explore eventOct 15 @ 1:30 PM – 2:30 PM EDT | Scotts United Methodist Church
Nathaniel Hopkins Maryland Roadside Historical Marker Unveiling
The Maryland Department of Transportation, Maryland Commission on African American History and Culture, and Maryland Historical Trust will unveil an updated roadside historical…
Explore eventOct 15 @ 4:30 PM – 7:30 PM EDT | The Oaks Waterfront Hotel
The Second Annual Eastern Shore Witch Paddle
A costumed stand-up paddleboarding event with food, pumpkin painting, face painting, ghost stories, entertainment, and an adults-only after-launch party. Proceeds benefit the Cl…
Explore eventMultiple Dates | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Old Point Miles River Cruise
Step aboard Old Point, CBMM’s beautifully restored 1909 crab dredger, for a relaxing 90-minute evening cruise on the scenic Miles River on most Thursday evenings. This special e…
Explore eventMultiple Dates | Chesapeake Bay Maritime Museum
Old Point Miles River Cruise
Step aboard Old Point, CBMM\'s beautifully restored 1909 crab dredger, for a relaxing 90-minute evening cruise on the scenic Miles River.\n
Explore eventMultiple Dates | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
CBMM's Old Point Miles River Cruise
Step aboard Old Point, CBMM’s beautifully restored 1909 crab dredger, for a relaxing 90-minute evening cruise on the scenic Miles River. This special experience blends the chara…
Explore eventOct 15 @ 5:30 PM – 7:30 PM EDT | 9 South Harrison Street #Unit A, Easton, MD 21601
Visual Board | Collage with Photo Studio Portrait
With friends or solo, join us for a 2hr Vision Collage break; includes a studio portrait as part of collage. All materials & frame incl.
Explore eventOct 15 @ 7:00 PM – 9:00 PM EDT | Stoltz Listening Room
Antje Duvekot and Robby Hecht
An evening of folk-pop in the Avalon Theatre with two acclaimed performers: Antje Duvekot and Robby Hecht! Antje Duvekot is a compelling live performer and has been invited to p…
Explore eventOct 16 @ 12:00 AM EDT | Academy Art Museum
HALF-DAY ART CLUB
A youth art session for children in grades K–5 featuring varied media, projects inspired by current exhibitions, creative play, and social time.
Explore eventOct 16 @ 12:00 AM EDT | Academy Art Museum
Printmaking Demonstration with Dan Welden
A printmaking demonstration by Chesapeake Film Festival featured artist Dan Welden.
Explore eventOct 16 @ 9:00 AM – 12:00 PM EDT | Old Wye Church
Quiet Morning – An Invitation to a Holy Autumn Harvest
A gentle fall retreat with quiet reflection, prayer, journaling, restorative conversation, outdoor walking, and time in nature. Optional lunch follows. Suggested donation $20; r…
Explore eventOct 16 @ 9:00 AM – Oct 18 @ 4:00 PM EDT | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Half-Hull Modeling Workshop
Coming Oct. 16-18, CBMM's Half-Hull Modeling Workshop delves into the world of maritime history and craftsmanship with our three-day half-hull model workshop. For centuries, shi…
Explore eventMultiple Dates | San Miguels Mexican Food
Fajita Fridays at San Miguels
🔥 **Fajita Fridays at San Miguels** 🔥 There's nothing quite like the sound of sizzling fajitas arriving at your table. Every Friday, enjoy our signature fajitas made with fresh…
Explore eventOct 16 @ 3:30 PM – 5:30 PM EDT | Chesapeake Bay Maritime Museum
Free Fishing Friday
CBMM’s Free Fishing Fridays program invites community members of all ages for catch-and-release fishing on Fridays from 3:30 – 5:30pm.\n
Explore eventMultiple Dates | The Galley Restaurant & Bar
Ladies Night – Fridays at The Galley
Ladies Night at The Galley Friday evenings deserve something special. Join us every Friday from 4:00–7:00 PM for an elegant start to the weekend at The Galley in the heart of hi…
Explore eventOct 16 @ 5:00 PM – 7:00 PM EDT | 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Yappy Hour at Foxy’s! 🐾👻
YAPPY HOUR AT FOXY’S! Bring your furry friends all dressed up and join us for a spooky good time! Friday, October 16th 5–7 PM Foxy’s Harbor Grille Grab your pups, enjoy some dri…
Explore eventOct 16 @ 5:30 PM – 7:30 PM EDT | 9S Studios
Vision Board Collage with Studio Photo Portrait Session
A two-hour creative session at 9S Studios featuring a studio portrait, a printed photograph used in a 12-by-12-inch collage, creative materials and a high-resolution digital ima…
Explore eventOct 16 @ 6:00 PM – 8:00 PM EDT | Talbot County Free Library, Easton Branch
Laughs for the Library Featuring Improv Easton
An improv comedy show starring Improv Easton. Doors open at 5:30 p.m.; free wine, beer and soft drinks will be served. Admission is $15 per person, with proceeds benefiting the…
Explore eventOct 16 @ 6:00 PM – 8:00 PM EDT | Kiln Born Creations
Wheel Throwing Workshop
Join Kiln Born Creations for a beginning adult wheel-throwing class. Students learn the basics of centering and pulling on clay and create one to three pieces for bisque firing,…
Explore eventOct 16 @ 6:00 PM – 9:00 PM EDT | Corah's Corner, 105 N Talbot Street, Saint Michaels, MD, United States
Petals & Pumpkins
5th Annual Petals & Pumpkins at Corah’s Corner Hosted by Vintage Family Farms & Corah’s Corner 105 N Talbot Street, St. Michaels, MD Friday, October 16th, 2026 6:00–9:00…
Explore eventOct 16 @ 7:00 PM – 9:00 PM EDT | Avalon Theatre
Tyrone Vaughan
“Tyrone’s inspired by his Uncle Stevie but he has his own sound.” – Cyril Neville, The Neville Brothers Born in Dallas and raised in Austin, Tyrone Vaughan is the son of Jimmie…
Explore eventOct 17 @ 8:00 AM – 12:00 PM EDT | Easton Farmers Market
Easton Farmers Market
Producer-only farmers market featuring local produce growers, watermen, bakers, crafters, and local artisans. The market operates year-round every Saturday, rain or shine, with…
Explore eventMultiple Dates | 114 N Harrison St. Easton, MD 21601
Easton Farmers Market
Produce, vegetables, baked goods (including "The Bread Guy"), artisans, and coffee. Pedestrian market, plenty of parking steps from the market (via Washington Street entrance)….
Explore eventMultiple Dates | 206 S Talbot St, St Michaels, MD 21663, USA
St. Michaels Farmers Market
A free weekly producer-only farmers market and community gathering space featuring the Eastern Shore's best small farmers and food producers. Plus live music and community educa…
Explore eventOct 17 @ 9:00 AM – 11:00 AM EDT | The Hill Community; meeting at Talbot Historical Society
Hill Community Walking Tour
A guided walking tour led by Yvonne Freeman through The Hill, one of Easton’s historic free Black neighborhoods, featuring neighborhood history, personal stories, and the commun…
Explore eventOct 17 @ 9:00 AM – 1:00 PM EDT | Easton Farmers' Market at Scott Park
Apple Jam
Fall apple celebration featuring apple pie, caramel apples, strudel, dumplings, cider donuts, farm-pressed cider, hard cider, savory apple sausage, and an annual tasting of loca…
Explore eventOct 17 @ 9:00 AM – Oct 18 @ 1:00 PM EDT | 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Fall into St. Michaels
Fall into the enchantment of St. Michaels October 17 – 18! Experience the charm of our scenic town as it comes alive with scarecrow contests, pumpkin pie eating competitions, an…
Explore eventOct 17 @ 9:30 AM – 5:15 PM EDT | Councell Farms
Councell Farms Field of Fun
Family-oriented fall farm attraction with more than 20 activities, including a corn maze, jumping pillow, combine slide, pumpkin patch, farm obstacle course, corn box, duck race…
Explore eventOct 17 @ 10:00 AM – 2:00 PM EDT | Oxford Community Center
Community Fall Fest
A family-oriented fall festival at the Oxford Community Center with community activities and opportunities to connect with local organizations.
Explore eventOct 17 @ 10:00 AM – 7:00 PM EDT | Tilghman Volunteer Fire Company
Tilghman Island Day
Get a taste of the Eastern Shore by visiting "the home of the seafood industry" on Tilghman Island Day. This event features local seafood, waterman's demonstrations, boat races,…
Explore eventMultiple Dates | Lawrence Denton Extended Museum and Catherine Valliant Hill Research Center
Historic Easton Walking Tour
This one-hour walking tour explores Easton’s historic buildings and cultural landscape as they evolved over the past 250 years, highlighting the people, stories, and events that…
Explore eventOct 17 @ 11:00 AM – 1:00 PM EDT | Talbot Historical Society
Historic Walking Tours
This one-hour walking tour invites you to discover the rich past of Easton by exploring itshistoric buildings and cultural landscape as they have evolved over the past 250 year…
Explore eventOct 17 @ 11:00 AM – 3:00 PM EDT | Talbot Humane
Paws Under the Big Top
Talbot Humane will host Paws Under the Big Top on Saturday, Oct. 17, from 11 a.m. to 3 p.m. at 7894 Ocean Gateway in Easton. The free event combines the organization’s annual ad…
Explore eventOct 17 @ 11:00 AM – 3:00 PM EDT | Oxford Community Center
OCC CommUNITY Fall Fest
Join us for CommUNITY Fall Fest, a fun-filled day for the whole family. Enjoy lunch from the grill, live music, a bouncy house, pumpkin decorating, hayrides and the 2nd Annual S…
Explore eventMultiple Dates | Academy Art Museum
Inner Landscapes: Session II
A two-day hands-on painting workshop using inks, watercolors, graphite, acrylics, mixed media, textiles, and collage to explore identity, memories, emotions, and personal expres…
Explore eventMultiple Dates | 500 Dover Road, Easton, MD, 500 Dover Rd, Easton, MD 21601-3806, United States
Floral Atelier
Whether it's Mother's Day or any day, treat yourself to a three-hour intensive floral arranging class with Easton's most prestigious florist! Learn techniques and century-old se…
Explore eventOct 17 @ 12:00 PM – 5:00 PM EDT | 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Foxy’s Beer & Oyster festival ✨🦪🍻✨
Beer, oysters & a little dockside fun! Join us at Foxy’s for our Beer & Oyster Festival from 12–5 PM! Cold beers, food specials, and all the waterfront vibes you love! T…
Explore eventMultiple Dates | Simpatico, Italy's Finest
Sample Saturdays: Free Wine Tasting at Simpatico, Italy's Finest
Are you a lover of Italian wines? In addition to our complimentary daily wine tastings, join us every Saturday from 12 Noon to 4:30 PM as we introduce new wines to you from all…
Explore eventOct 17 @ 1:00 PM – 4:00 PM EDT | The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
The Met: Live in HD Macbeth by Giuseppe Verdi
*TICKET SALES OPEN 10:00 AM ON JULY 22* New ProductionBy Giuseppe Verdi **The Met: LIVE in HD package – Purchase 8 Operas for the price of 7**Senior & Adult packages availab…
Explore eventOct 17 @ 1:00 PM EDT | Queen Anne Fire Hall
Fall Texas Hold 'em Poker Tournament
A public Texas Hold ’em poker tournament hosted by the Queen Anne-Hillsboro Volunteer Fire Company. The $100 entry includes $5,000 in chips, water, soft drinks, and pretzels; fo…
Explore eventOct 17 @ 4:30 PM – 6:30 PM EDT | Talbot County Community Center
Gather ‘Round! Community Dance
Step into the fun with a lively country square dance for all ages! Enjoy live music by Steve & Ali Quillen and easy-to-follow dance calling by Rebecca Anger, with squares, circl…
Explore eventOct 17 @ 5:00 PM – 9:00 PM EDT | Hummingbird Inn
Dark Dinner at Hummingbird Inn
An intimate, multi-course dining experience served in complete darkness. Guests experience a secret menu through aroma, texture, flavor, and sound while the Hummingbird Inn team…
Explore eventOct 17 @ 6:00 PM – 9:00 PM EDT | 100 Peachblossom Road, Easton, MD 21601
OkSoberFest
Enjoy a night of dancing and music from the 50's to today, good food and fellowship1
Explore eventMultiple Dates | Golden Hour
Stephen Philip Harvey Jazz Trio
Join us for a *stunning* evening of live jazz in our 2026 SPH+2 Residency!Doors open at 5pm for cocktails + soundcheck
Explore eventOct 17 @ 7:30 PM – 9:00 PM EDT | Prager Family Center for the Arts, Ebenezer Theater
CREATIO EX NIHILO | Gabriela Montero
Gabriela Montero performs an improvisation-focused piano recital built around a selection of classical works. Doors open at 7:00 PM and the concert begins at 7:30 PM.
Explore eventMultiple Dates | The Galley Restaurant
Bottomless Mimosas – Sunday Brunch
Sunday mornings were made for this. Join us in the heart of St. Michaels for award-winning brunch, bottomless mimosas, and the Eastern Shore's favorite Bloody Marys. From fluffy…
Explore eventOct 18 @ 9:00 AM EDT | St. Michaels Inn lawn
St. Michaels Jack Russell Races
The 30th annual Jack Russell Races welcomes dogs, owners, and spectators to the St. Michaels Inn lawn. Registration opens at 9:00 AM, races begin at 11:00 AM, and proceeds suppo…
Explore eventMultiple Dates | San Miguels Mexican Food
Sangria Sundays at San Miguels Mexican Food
Sundays at San Miguels are made for slowing down, sipping longer, and savoring every moment. Join us for Sangria Sundays and enjoy half off our house-made sangrias—crafted with…
Explore eventMultiple Dates | San Miguels Mexican Food
Margartia Mondays at San Miguels
AN EXTRAORDINARY MARGARITA STARTS AT THE RIM. At San Miguels, every margarita is finished with a handcrafted cocktail rimmer from St. Michaels Salt Company—our own small-batch c…
Explore eventOct 20 @ 12:00 PM EDT | Academy Art Museum
Daniel Garcia | Music at Noon
A lunchtime classical guitar performance by Daniel Garcia, featuring music from Spain and Latin America and works by Villa-Lobos, Tárrega, Albéniz, and Barrios.
Explore eventOct 20 @ 5:30 PM EDT | The Wardroom
Wine Tastings at the Locker
Join us for monthly wine and food experiences in the Wine Locker of The Wardroom, led by Anthony Austin and our stellar wine team as we discover distinctive regions, remarkable…
Explore eventOct 22 @ 6:00 PM – 8:00 PM EDT | The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
Spy Nights: Conversations with Craig Fuller: Len Foxwell and Clayton Mitchell
The Spy and the Avalon Foundation will continue their Conversations with Craig Fuller series on with a timely look at Maryland and regional politics just days before the 2026 ge…
Explore eventOct 22 @ 7:30 PM – 9:30 PM EDT | Oxford Community Center
Tred Avon Players presents Ravenscroft
By Don NigroDirected by Rob SanchezMystery/Dark ComedyOn a snowy night, Inspector Ruffing is called to a remote mansion to investigate the death of Patrick Roarke, who plunged d…
Explore eventOct 23 @ 6:00 PM – 8:00 PM EDT | Kiln Born Creations
Glass Workshop – October
Create and customize a seasonal fused-glass piece while learning the basics of glass cutting and fusing. The workshop focuses on making the Changing Seasons scene; stands may be…
Explore eventOct 23 @ 7:00 PM – 9:00 PM EDT | The Avalon, 40 E Dover Street, Easton, MD, United States
Cris Jacobs & Pressing Strings A CO-BILL EVENT
Two great musical acts from Maryland in one cool night on the Avalon stage! Baltimore’s Cris Jacobs is an unexpectedly gritty soul-blues singer and guitarist with an outlaw coun…
Explore eventMultiple Dates | Tred Avon Players
Ravenscroft – Tred Avon Players Community Theatre
Ravenscroft is coming to Tred Avon Players Community Theatre in Oxford, MD for an unforgettable event
Explore eventOct 24 @ 6:30 AM – 12:00 PM EDT | Frederick Douglass Park
Frederick Douglass on the Tuckahoe Park
A birding field trip at Frederick Douglass Park, with expected species including passerines and sparrows. Participants may depart from the Easton Acme parking lot at 6:30 a.m. o…
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 @ 9:00 AM – 12:30 PM EDT | Talbot County Courthouse, Spring Hill Cemetery, and Avalon Theatre
3rd Annual Tench Tilghman Week Celebration
A history-focused community celebration featuring a parade from the Talbot County Courthouse to Spring Hill Cemetery, a grave-marking and wreath-laying ceremony, a musket salute…
Explore eventOct 24 @ 9:00 AM – 1:00 PM EDT | Downtown Easton and Avalon Theatre
3rd Annual Celebration of Colonel Tench Tilghman
A public historical celebration featuring a parade with historical societies, veterans organizations, bands, and SAR members, followed by a wreath-laying ceremony at Spring Hill…
Explore eventOct 24 @ 9:30 AM – 5:15 PM EDT | Councell Farms
Councell Farms Field of Fun
Family-friendly fall farm attraction featuring more than 20 activities, including a corn maze, jumping pillow, combine slide, pumpkin patch, and other farm activities. Grandpare…
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 @ 1:00 PM – 2:30 PM EDT | 9S Studios & Gallery
Spook & Paint Halloween Flower Pot Painting Workshop
Artist Jennifer Hartfield leads a family-friendly Halloween workshop at 9S Studios. Participants paint a terracotta flower pot using themed colors and materials, with candy and…
Explore eventOct 24 @ 1:00 PM – 2:30 PM EDT | 9 South Harrison, unit 9A, Easton, MD 21601
Spook and Paint Halloween Flower Pot Painting Workshop at 9s Studios!
Get ready for a scary good time at our Spooky Flower Pot Painting Workshop, where creativity blends in creepy colors and Halloween fun!
Explore eventOct 24 @ 4:00 PM – 7:00 PM EDT | 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Foxy’s Annual Halloween Scavenger Hunt! 💀🎃
Get ready for a spooky good time at Foxy’s! Our Halloween Scavenger Hunt is back on Saturday, October 24 from 4–7 PM! Grab your crew, throw on your best costume, and join us for…
Explore eventOct 24 @ 6:00 PM – 9:00 PM EDT | 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Live music at Foxy’s! Oliver & friends ✨
Friday night plans? We’ve got your live music covered! Oliver & Friends are bringing the tunes to Foxy’s on October 24 from 6–9 PM! Grab a drink, bring your friends, and kic…
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 @ 12:00 AM EDT | Hog Neck Golf Course
MHNGA Florida Scramble
MHNGA Florida Scramble
Explore eventOct 25 @ 11:30 AM – 12:30 PM EDT | Royal Oak Community Church
Halloween Trunk or Treat
Community Halloween trunk-or-treat event at Royal Oak Community Church.
Explore eventOct 25 @ 12:00 PM – 5:00 PM EDT | Talbot Agriculture & Education Center
Talbot County Harvest Fair
A fall harvest fair celebrating families, friends and the season, with arts, crafts, baked goods, small-business vendors, exhibits and community activities. The event is a fundr…
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 25 @ 7:30 PM EDT | Avalon Theatre
Neko Case with Destroyer
Grammy-nominated singer-songwriter Neko Case brings her genre-defying songwriting and touring production to the Avalon Theatre, with Destroyer appearing as support.
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 27 @ 11:00 AM EDT | Talbot County Free Library
Free Public Lecture: Dr. Lesley Parness
Garden writer LESLEY PARNESS will cover "The Final Act: Your Autumn Garden." She counsels that you skip the pumpkins and mum and instead “Extend your garden’s floristic dis…
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 28 @ 5:00 PM – 8:00 PM EDT | Wylder Hotel Tilghman Island
Trunk or Treat
Trunk or Treat at the Wylder Hotel in Tilghman IslandSign up your car by emailing GuestServicesTI@WylderHotels.com
Explore eventOct 29 @ 5:00 PM – 6:30 PM EDT | The Ebenezer Theater
Author Event: "Your Turn: How to Create a Midlife You Love"
NPR health and science correspondent Allison Aubrey discusses her book Your Turn: How to Create a Midlife You Love with moderator Mary Beth Durkin. The program includes an autho…
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 | Stoltz Listening Room
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 30 @ 5:00 PM EDT | 103 S Morris Street, Oxford, MD, United States, Maryland 21654, 103 S Morris St, Oxford, MD 21654-1018, United States
Harry Potter Halloween Party!
Join us on Friday, October 30th for our annual Halloween Ice Cream Party! This year we're delighted to host a Harry Potter themed Halloween Party! Decor, costumes, music, and of…
Explore eventOct 30 @ 8:00 PM – 10:00 PM EDT | The Ivy Cafe
A Nightmare on Elm Street – Outdoor Movie Night
A free outdoor Halloween movie night in the Ivy Cafe courtyard. Guests should bring a chair, blanket, and friends. The film is rated R for strong bloody horror violence, disturb…
Explore eventOct 30 @ 8:00 PM EDT | The Ivy Cafe, 12 W Dover Street, Easton, MD, United States
A Nightmare on Elm Street – Outdoor Movie Night @ 4 Dogs Brewery
One, two, Freddy's coming for you! Come and join us for our final free outdoor movie night of the year on All Hallows' Eve at the Ivy Cafe! Bring a chair, a blanket, and your fr…
Explore eventNov 7 @ 8:30 AM – 10:30 AM EST | Oxford Community Center
Cars & Coffee at the Oxford Community Center
September 5, 2026, 8:30am – Cars & Coffee at the OCC Sponsored by Prestige Auto Vault, Eat Sprout & Doc’s Sunset Grille. Come enjoy the incredible array of automobiles! Weather…
Explore event
If JavaScript is disabled, this listing remains readable in the raw HTML.