St. Michaels Events



Wylder Hotel Tilghman Island

2019 Happenings Calendar

Concert Series



Friday October 11th: 7 – 9 pm Gerry Mack in concert

Saturday October 12th: 3 – 5 pm Joe hickey live in concert

Friday October 18th: Kenny 7 – 9 pm live in concert

Saturday October 19th: Tilghman Island Day! Catch two free concerts at Wylder: Gerry Mach from 2 – 4 pm and Joe Hickey from 5 – 7 pm

Saturday October 19th and Sunday October 20th: Fall into St. Michaels

Saturday October 26th: Oyster Fest 

Thursday October 31st: Halloween fun is on Friday, November 1st at Wylder this year.



Friday November 1st: Join us from 5-8 for our Halloween party!

Saturday November 2nd 8 am: We’re a proud sponsor of the Historic Drawbridge Half and we’ll be this year’s start line!

Saturday November 2nd 12 – 4 pm: Oyster Jam Oyster and Brew Festival in St. Michael’s.

Thursday November 7th – Sunday November 10thWaterfowl Festival Weekend


Wylder Friends Header Image


Saturday December 7th: 18th Annual Midnight Madness

Friday December 13th thru Sunday December 15th: Christmas in St. Michaels



Saturday March 7th and Sunday March 8th: St. Michaels Chocolate Fest

Saturday March 28th: Daffodil Festival 2020

Saturday March 4th and Sunday March 5th: Eastern Shore Sea Glass and Coastal Arts Festival



Saturday April 25th and Sunday April 26th: Wine Fest at St. Michaels 



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