Upcoming Events to Discover in Oxford, MD
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Multiple 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 22 @ 5:00 PM – 6:30 PM EDT | 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 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 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 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 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
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 | 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 | 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 eventOct 23 @ 9:30 AM – 5:00 PM EDT | 11773 Old Skipton Rd, Cordova, MD, 11773 Old Skipton Rd, Cordova, MD 21625, United States
Councell Farms Friday Festivities
Come join us Friday, October 4th with over 40 activities in our field of fun! Admission $6 Plenty of pumpkins to choose from, fall decor and farm fresh ice cream! Ez Eats Food T…
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 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 23 @ 6:00 PM – 8:00 PM EDT | Kiln Born Creations
Glass Workshop – October
Hands-on workshop from Kiln Born Creations. Participants create and customize a Changing Seasons piece while learning the basics of glass cutting and fusing. Stands may be purch…
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 on the Tuckahoe
Frederick Douglass on the Tuckahoe Park
Talbot Bird Club field outing at Frederick Douglass Park on the Tuckahoe. Expected species include passerines and sparrows. Participants may depart from the Easton Acme parking…
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 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 | Easton streets, Spring Hill Cemetery, and Avalon Theatre
3rd Annual Celebration of Tench Tilghman
A historical community celebration featuring a parade through Easton, a wreath-laying ceremony at Spring Hill Cemetery, a musket salute, and a guest historian presentation at th…
Explore eventOct 24 @ 9:00 AM – 12:30 PM EDT | Talbot County Courthouse and Avalon Theatre
3rd Annual Celebration of Tench Tilghman
History celebration featuring a parade through Easton, a grave-marking and wreath-laying ceremony at Spring Hill Cemetery, a musket salute, and an 11:00 AM presentation by histo…
Explore eventOct 24 @ 9:00 AM EDT | 114 N. Washington Street, Easton, MD, United States, Maryland 21601, 114 N Washington St, Easton, MD 21601-3154, United States
Musical Market
Pop-up Musical Market coming October 24! Buy upscale vintage for a song, including used instruments, gowns, designer clothing (women’s and men’s), upscale household items, and s…
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 @ 9:30 AM – Oct 25 @ 5:30 PM EDT | 11773 Old Skipton Rd, Cordova, MD, 11773 Old Skipton Rd, Cordova, MD 21625, United States
Councell Farms Fall Festivities
Come play in our Field of Fun with over 40 different farm fun activities! $6 per person and grandparents are free! Farm fresh ice cream and pumpkins galore to shop from!
Explore eventOct 24 @ 10:00 AM – 3:00 PM EDT | Academy Art Museum
Introduction to Watercolor—Learning the Basics
Beginner-friendly, one-day watercolor class covering papers, brushes, paints, water-and-paint effects, simple exercises, and foundational techniques. No prior experience is nece…
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 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 24 @ 12:30 PM – 3:30 PM EDT | Simpatico Italy's Finest
The Veneto Italian Table 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 Cappuccina estate east of Verona…
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 @ 1:00 PM – 2:30 PM EDT | 9S Studios & Gallery
Spook & Paint Halloween Flower Pot Painting Workshop 9s Studios!
A family-friendly Halloween flower-pot painting workshop led by artist Jennifer Hartfield of Chroma Pop. Participants customize a terracotta flower pot using Halloween colors, p…
Explore eventOct 24 @ 2:00 PM – 5:00 PM EDT | Carpenter Street Saloon, 113 S Talbot St, Saint Michaels, MD, United States
Rambling Bob Benson/Banjo Greg
Put this on your calendar!
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 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 @ 5:00 PM – 8:00 PM EDT | Family Affair Farm, 30091 Rabbit Hill Rd. , Easton, MD, United States
FOOD TRUCK SATURDAY NIGHT
ATTENTION FALL FEST FUN We have food truck Saturday nights 5-8pmOct 3 ,17,24Come pick pumpkins in the moonlight, play, travel in the Maze and have dinner under the tent
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 | Stoltz Listening Room
Amy Speace with special guest Jesse Lynn Madera
Folk and Americana concert featuring singer-songwriter Amy Speace with special guest Jesse Lynn Madera.
Explore eventOct 25 @ 12:00 AM EDT | Hog Neck Golf Course
MHNGA Florida Scramble
MHNGA Florida Scramble
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 25 @ 10:00 AM – 3:00 PM EDT | Academy Art Museum
Intermediate Watercolor – Creating Simple Landscapes
A one-day intermediate watercolor class focused on composition, perspective, value, color, and a consistent process for creating simple landscape paintings. Some watercolor expe…
Explore eventOct 25 @ 11:00 AM – 4:00 PM EDT | Talbot Agriculture & Education Center
Talbot County Fair Fall Festival
A fall family festival featuring 4-H exhibits, local vendors and crafts, seasonal activities, food, and community entertainment.
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 eventOct 25 @ 11:30 AM – 12:30 PM EDT | Royal Oak Community Church
Halloween Trunk or Treat
Halloween trunk-or-treat event in the church parking lot. The event follows the 10:30 a.m. family-friendly church service; costumes are encouraged and each child receives a good…
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
Concert by genre-defying singer-songwriter Neko Case with Destroyer at the Avalon Theatre.
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 26 @ 9:30 AM – 5:30 PM EDT | 11773 Old Skipton Rd, Cordova, MD, 11773 Old Skipton Rd, Cordova, MD 21625, United States
Monday at Councell Farms
School’s out, but the fun is ON! We’ll be open Monday at 9:30 for all the Anne Arundel families looking for a fall day on the farm. Come play, pick out pumpkins, visit the anima…
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 26 @ 4:00 PM – 5:00 PM EDT | Talbot County Free Library — Easton Branch
Read with Coco, A Pets on Wheels Therapy Dog
Children ages 5–10 can read with Janet and her therapy dog, Coco. Children may bring a book or choose one at the library. No registration is necessary.
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 @ 10:00 AM – 10:45 AM EDT | Talbot County Free Library — Easton Branch
Story Time
Stories, songs, and rhymes for children from birth through age 5 accompanied by an adult. No registration is necessary.
Explore eventOct 27 @ 11:00 AM – 12:30 PM EDT | Talbot County Free Library — Easton Branch
The Final Act: Your Autumn Garden with Dr. Lesley Parness
A free public lecture in the Talbot County Garden Club series featuring garden scholar, historian, and writer Dr. Lesley Parness.
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…
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 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 27 @ 5:00 PM – 7:00 PM EDT | Academy Art Museum
Drawing Class: Charcoal Figure Drawing
Four-week figure-drawing class using short poses and live models, focusing on gesture, proportion, and shape. Open to beginner, intermediate, and experienced artists.
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 eventOct 28 @ 9:30 AM – 5:15 PM EDT | 11773 Old Skipton Rd, Cordova, MD, 11773 Old Skipton Rd, Cordova, MD 21625, United States
Wednesday at Councell Farms
Come enjoy this fall day while Queen Anne’s Public Schools get out early! $6 admission to the field of fun with over 30 activities. Ice Cream opens at 12pm.
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 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 @ 4:30 PM – 5:30 PM EDT | Talbot County Free Library — Easton Branch
Afternoon Chess
A chess program for ages 8–16. Participants can learn and play chess, with snacks provided. Registration is required.
Explore eventOct 28 @ 5:00 PM – 7:00 PM EDT | 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
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 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 @ 9:30 AM – 5:15 PM EDT | 11773 Old Skipton Rd, Cordova, MD, 11773 Old Skipton Rd, Cordova, MD 21625, United States
Thursday on the Farm
Come enjoy this fall day while Queen Anne’s schools are out early! $6 admission to the field of fun with over 40 activities. Ice Cream opens at 12pm.
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 & Science Correspondent and author Allison Aubrey discusses her book with Mary Beth Durkin. The program includes an author talk, Q&A, and book personalization; doors…
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 @ 6:00 PM – 7:30 PM EDT | 100 Seymour Avenue, St. Michaels, MD 21663, 100 Seymour Ave, St Michaels, MD 21663-2930, United States
Trunk or Treat
Get ready for some family-friendly Halloween fun! Join the team from Shore United Bank (St. Michaels branch) & SMCC for a special Trunk or Treat event! Thursday, October 29t…
Explore eventOct 29 @ 7:00 PM – 9:00 PM EDT | Stoltz Listening Room
Stillhouse Junkies
Colorado acoustic trio blending roots, bluegrass, Texas swing, blues, and rock in an intimate live performance.
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 @ 9:30 AM – 5:00 PM EDT | Councell Farms, 11773 Old Skipton Rd , Cordova, MD, United States
Face Painting at Councell Farms Pumpkin Patch by Enchanted Entertainment
Looking forward to seeing old clients and new at Councell Farms – a premier family activities destination this autumn! Happy to be working close to my new home in Saint Michaels…
Explore eventOct 30 @ 9:30 AM – 5:15 PM EDT | 11773 Old Skipton Rd, Cordova, MD, 11773 Old Skipton Rd, Cordova, MD 21625, United States
Final Fun-Friday at Councell Farms
Schools out early?!? Come play, pick out pumpkins and eat ice cream on our final Friday of the season! Food truck will be here serving breakfast and lunch!
Explore eventOct 30 @ 5:00 PM – 8:00 PM EDT | Easton Baptist Church
Fall Family Fun Night!
Family-oriented evening event hosted by Easton Baptist Church, with activities for children and families.
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
Free outdoor movie night in the Ivy Cafe courtyard. Bring a chair, blanket, and friends. The film is rated R for strong bloody horror violence, disturbing images, terror, and la…
Explore eventOct 30 @ 8:00 PM EDT | 4 Dogs Brewing Co. & Pub, 38.783254, -76.081035
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 4 Dogs Brewery! Bring a chair, a blanket, and y…
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 | Burns St, 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 eventOct 31 @ 9:00 AM – 11:00 AM EDT | Talbot Historical Society
Hill Community Walking Tour
Walking tour led by Yvonne Freeman through one of Easton’s oldest free Black neighborhoods, exploring historic streets, personal stories, and the community’s enduring legacy. Fr…
Explore eventOct 31 @ 9:00 AM – 1:00 PM EDT | Easton Farmers' Market at Scott Park
Pumpkins and Pooches
Fall farmers-market event with dog costume prizes, a Howl-O-Ween photo opportunity, and activities for visitors and their dogs.
Explore eventOct 31 @ 10:30 AM – Nov 1 @ 2:30 PM EST | Academy Art Museum
Two-Day Workshop: The Figure in Clay
A hands-on ceramics workshop with instructor Stephen Walker focused on working with the human figure in clay.
Explore eventOct 31 @ 5:00 PM – 7:30 PM EDT | 31 Jowite Street, Easton, MD 21601
Cake & Create: A Sweet Halloween
Get into the Halloween spirit – Grab your friends and join us for a creative night of cake decorating + Halloween fun.
Explore eventOct 31 @ 5:30 PM – 8:30 PM EDT | Tidewater Inn, Crystal Room
Spend An Evening with Edgar Allan Poe
Interactive Halloween evening featuring storytelling, poetry, spirits, a cocktail-style welcome, and a three-course paired menu inspired by Edgar Allan Poe. The experience is fo…
Explore eventNov 2 @ 6:00 PM – 9:00 PM EST | 105 N Talbot Street, Saint Michaels, MD, 105 N Talbot St, St Michaels, MD 21663, United States
Spooked Trivia 🎃✨🍂
HALLOWEEN’S NOT OVER… SPOOKY TRIVIA NIGHT! Give your costume one more night out—or debut a completely different one! Join DJ Chuckie at Corah’s Corner on Monday, November 2, fro…
Explore eventNov 5 @ 12:00 AM EST | Old Wye Mill
Old Wye Mill Christmas Shoppes
Annual holiday shopping event at the historic Old Wye Mill, featuring local and seasonal gifts, homemade baked goods, and other holiday items. The organizer's 2026 event page li…
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 @ 6:00 PM – 8:00 PM EST | Hunters' Tavern at Tidewater Inn
Wine Dinner at Hunters' Tavern
A four-course dinner with four wine pairings inspired by France and Italy. Each course presents French and Italian components paired with wines, allowing guests to compare the t…
Explore eventNov 5 @ 7:00 PM – 9:00 PM EST | Avalon Theatre
Jake Shimabukuro
Live performance by world-renowned ukulele virtuoso Jake Shimabukuro, whose music combines jazz, rock, classical, blues, folk, and traditional Hawaiian influences. Doors open at…
Explore eventNov 6 @ 12:00 AM – Jan 2 @ 12:00 AM EST | Zach Gallery
David Rathbone: Big Water
A gallery exhibition of photographs, prints, and woodwork exploring landscapes and the relationship between people and water.
Explore eventMultiple Dates | 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
First Friday Gallery Walk
Join us every First Friday April to December in downtown Easton for the First Friday Gallery Walk! Our galleries are open 5 to 7pm hosting exhibit openings, artist meet and gree…
Explore eventNov 6 @ 5:00 PM – 9:00 PM EST | Bas Rouge
Autumn Harvest Dinner
Bas Rouge’s third market dinner celebrates the fall season through locally harvested ingredients and the growers and producers behind them. The menu is to be announced.
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 eventMultiple Dates | The Milk Truck Garage at The Wildset
Field & Tide: A Culinary Festival at The Wildset
Join us to celebrate the food culture of the Chesapeake Bay, with a Four-Course Collaborative Friday Dinner and a Saturday Food Fair.
Explore eventNov 6 @ 7:00 PM – 9:00 PM EST | The Avalon, 40 E Dover Street, Easton, MD, United States
Young Wolf & Dave McQuay (co-bill)
Join two of the Mid-Shore’s most talented performers in the Stoltz for an evening of originalatmospheric folk-rock! Young Wolf is the moniker for the music of Caleb Lovell, a mu…
Explore eventNov 7 @ 12:00 AM – May 23 @ 11:59 PM EDT | Academy Art Museum, Lederer and Healy Galleries
From Sea to Shining Sea: American Landscape Painting, 1850–1950
An exhibition of more than 40 American landscape and seascape paintings from a private collection, organized geographically from the Northeast and Puerto Rico to the West Coast,…
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 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 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
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