Fall into St. Michaels

Name: Fall into St. Michaels
Start: 2026-10-17T13:00:00.000Z
End: 2026-10-18T17:00:00.000Z

308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, St Michaels, MD 21663-2114

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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, and pumpkin carving festivities scattered throughout. Immerse yourself in the vibrant spirit of the season as you wander the streets adorned with whimsical creations.

https://innatperrycabin.com/events/fall-into-st-michaels/…

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Other Upcoming Events

OCT 17

OCC CommUNITY Fall Fest

Join us for CommUNITY Fall Fest, a fun-filled day for the whole family. Enjoy lunch from the grill, live mu…

OCT 17

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 – Pur…

OCT 17 – OCT 18

OkSoberFest

Enjoy a night of dancing and music from the 50's to today, good food and fellowship1

OCT 22 – OCT 23

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 time…

OCT 22 – OCT 23

Tred Avon Players presents Ravenscroft

By Don NigroDirected by Rob SanchezMystery/Dark ComedyOn a snowy night, Inspector Ruffing is called to a re…

OCT 23 – OCT 24

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 u…

OCT 23 – NOV 1

Ravenscroft – Tred Avon Players Community Theatre

Ravenscroft is coming to Tred Avon Players Community Theatre in Oxford, MD for an unforgettable event

OCT 24

Colonel Tench Tilghman Week

This year during the 250th anniversary of the founding of our nation we are planning the following three ev…

OCT 24

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 T…

OCT 24 – OCT 25

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…

OCT 25 – OCT 26

Neko Case

Artist Presale: Wednesday, June 10 at 10am (ET) – Thursday, June 11 at 10pm (ET)General Public On Sale: Fri…

OCT 26 – NOV 15

St. Michaels Wine Tasting Cruise!

Your Wine Tasting ExperienceDiscover a truly unforgettable wine tasting cruise on the Chesapeake Bay. After…

OCT 27

Poplar Island Tours

We are excited to offer the members of the Talbot Historical Society a personal tour of Poplar Island again…

OCT 28

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. Pop…

OCT 29

Freedom Ship: The Uncharted History of Escaping Slavery by Sea

Marcus Rediker is Distinguished Professor of Atlantic History at the University of Pittsburgh and a leading…

OCT 29 – OCT 30

Stillhouse Junkies

“Stillhouse Junkies make a mighty big joyful noise for a trio! There is some really fine pickin’ and songwr…

OCT 29 – NOV 1

Ravenscroft

Ravenscroft is coming to Tred Avon Players Community Theatre in Oxford, MD for an unforgettable event

OCT 31

Halloween Festival

Celebrate the season with a festive afternoon of live music, autumn treats, family-friendly activities, and…

OCT 31

Historic Drawbridge Running Festival

We can't wait to show off one of Maryland's FLATTEST courses, with our Marathon, Half Marathon and 5k event…

NOV 6

Jake Shimabukuro

The Jimi Hendrix of the ukulele! Tickets: $50 (fees not included) Jake Shimabukuro is a world-renowned ukul…

NOV 6 – NOV 7

TheaterWorksUSA presents Ada Twist, Scientist & Friends

“One of [TheaterWorksUSA’s] best works yet…a heady hour of learning, but also very entertaining.” – Memory…

NOV 7

CBMM's OysterFest

CBMM will host OysterFest on Saturday, Nov. 7, from 10am-4pm, inviting the community to celebrate the Bay’s…

NOV 7 – NOV 8

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, East…

NOV 8 – DEC 21

Happy Sunday at Theo's

Extend your weekend at Theo’s with Happy Sunday, featuring signature bites, sips, and Chef's Selections. En…

NOV 12 – NOV 15

Waterfowl Festival Premier Night Tickets

Experience the Waterfowl Festival at its finest with VIP access. This elevated ticket includes everything i…

NOV 13

Ali Webb & Friends

Jazz as you’ve never heard it before – Ali Webb’s humorous vignettes celebrate life through song, the ironi…

NOV 14

Chloe Kimes: Daredevil Tour

“She sells her narrative lyricism with the vocal resonance of a rock chameleon reminiscent of Linda Ronstad…

NOV 15

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 Av…

NOV 20

Low Lily

"Low Lily brandishes their formidable individual folk foundations within a collective sound that’s as smart…

NOV 21

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 a…

NOV 21

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…

NOV 22

Newmyer Flyer Presents: The Joni Mitchell Songbook

Newmyer Flyer brings together the finest musicians to pay homage to iconic singer/songwriter Joni Mitchell,…

SEP 20 – NOV 22

Family Funday Sunday

CBMM is bringing fun to the end of your weekend with Family Funday Sundays presented by PNC Bank!\n

NOV 26

Thanksgiving Dining at STARS

Thanksgiving Day | 12–5 PM$135 Adults | $60 Children 12 & Under Gather at our table with waterfront vie…

NOV 28

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! Kicki…

NOV 28

Shop Small Saturday

Save the date for Shop Small Saturday! Start the holidays off right and support our local merchants!

NOV 29

The Seldom Scene

“The Seldom Scene continues to possess a rare spirit which promotes both spontaneity and elasticity which……

DEC 5

Medium Debbie Wojciechowski

Medium Debbie Wojciechowski is back for TWO NIGHTS at the Stoltz to share her extraordinary abilities! *Ple…

DEC 5

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 b…

DEC 5

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 – Purch…