St. Michaels Events



Wylder Hotel Tilghman Island

2019 Happenings Calendar

Concert Series



Every Thursday: Half-Priced Classic Burgers

Every Friday: Half-Priced Cocktails All Night
Every Saturday: Unique Dinner Features
Every Sunday: Brunch Menu All Day, $1 Wings & Oysters, $6 Bloody Mary & Mimosas
Friday March 1st – Sunday March 3rdSt. Michaels Chocolate Fest & Wylder Chocolate-Infused Features in Tickler’s & Bar Mumbo Along with In-Room Packages Featuring Chocolate!
Sunday March 3rd 1-3pm: Joe Hickey Live at Tickler’s – Brunch Menu All Day, $1 Wings & Oysters, $6 Bloody Mary & Mimosas
Sunday March 10th 12-2pm: Paint the Sharps Island Light House with Local Artist Vickie Fisher Plus a Mimosa! $35.
Saturday March 16th 7 – 9pm: St. Paddy’s Day Party With Live Music by Jim Fodrie, Themed Dinner & Drink Specials
Sunday March 17thSt. Patrick’s Day Brunch Features
Thursday March 21st 6-8pm: Special Appetizer Menu and Paint Blue Heron on a Wine Glass and Get a Complimentary House Glass of Wine!
Friday, March 29th 7 – 9pm: Jim Fodrie Live Plus Half-Priced Cocktails All Night
Friday March 22nd 5-7pm: Kennedy Haddaway Live at Tickler’s – Half-Priced Cocktails All Night
Saturday March 30th & Sunday March 31stSt. Michaels Daffodil Festival


Crab illustration

Monday April 1st: Crab Season Begins
Friday April 5th: Gerry Mack live at Tickler’s 5 – 7 PM
Saturday April 6th & Sunday 7th: St. Michaels Sea Glass Festival
Thursday April 11th – Saturday April 13th: Talbot County Restaurant Week. 3-Course Prix Fixe Menu Dinner Special at Tickler’s Thur – Sun, $35.19* Per Person
Saturday April 13th: Restaurant Week Lunch Special 2-Course Prix Fixe Menu $20.19* Per Person
Thursday April 18th – Sunday April 21st: Easter Weekend Dinner Specials and Family Friendly Hotel Packages
Saturday April 20th – Wednesday May 15th: Striped Bass Trophy Season
Saturday April 27th & Sunday April 28th: St. Michaels Wine Fest

*Not including tax, gratuity and beverages.



Thursday May 2nd– Sunday May 5th: Cinco De Mayo Dinner & Drink Specials in Tickler’s Restaurant
Saturday May 11th: Mother’s Day Family Style Dinner Specials
Sunday May 12th: Mother’s Day Brunch Features
Saturday May 18th: St. Michael’s Running Fest with Early Riser’s Running Breakfast Features
Thursday May 23rd – Monday May 27th: Memorial Day Weekend, Backyard Cookout, Pool Party and Summer Concert Series Kickoff


June 1st: St. Michaels Brew Fest
June 8th: Summer Concert Series
Friday June 14th – Sunday June 16th: CBMM Classic Boat Show & Father’s Day Weekend Fishing Charters (book before they are filled!)
Sunday June 16th: Father’s Day Backyard Cookout
Friday June 28th: Summer Concert Series



Thursday July 4th – Sunday July 7thIndependence Day Weekend Pool party, Backyard Cookout and Summer Concert Series
Thursday July 14th – July 21st :  Plein Air Festival Tilghman Island Day Art Show & Reception
Saturday July 20thTilghman Island Seafood Festival & Summer Concert Series
Saturday July 27th 3 – 6pm: Justin Lees Jazz Trio Performs Live



Friday August 16th: Summer Concert Series
Thursday August 29th – Monday September 1st: Labor Day Weekend, Backyard Cookout, Summer Concert Series, Pool Party


Wylder Friends Header Image

Friday September 13th: Fall Concert Series



Saturday October 19th: Tilghman Island Day, Fall Concert Series
Thursday October 31st: Halloween



Thursday November 7th – Sunday November 10thWaterfowl Festival Weekend

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