• St. Michaels ChocolateFest

  • The First Annual St. Michaels ChocolateFest will be held the first weekend in March on Friday, March 1st thru Sunday, March 3rd.    

    The St. Michaels ChocolateFest and will include restaurant chefs conjuring up amazing delectable special menu items to showcase chocolate inspired dishes and desserts.   Our inns and bed and breakfasts will feature chocolate inspired get-away packages...chocolate spa treatment anyone?   Chocolate lovers will enjoy strolling throughout the Town of St. Michaels to indulge in thousands of chocolate concoctions on Saturday, March 2nd from 11:00 a.m. - 5:00 p.m. during the Chocolate Crawl, sampling amazing artisan chocolates, desserts, locally crafted wine, beer and spirits.  

    Chocolate Crawl tickets are LIMITED!  Please Pre-Purchase Chocolate Crawl Tasting Tickets thru Thursday, Feb 28th at 5pm! (ONE TICKET per TASTING- Sold in packs of 5) HERE


    ChocolateFest Sponsors:



    St. Michaels ChocolateFest Events

    Chocolate Crawl - Saturday, March, 2019  11:00 a.m. - 5:00 p.m.  Rain or Shine event

    1st Annual St. Michaels ChocolateFest, Saturday March 2, 2019 Chocolate Crawl tasting tickets (ONE TICKET per TASTING- Sold in packs of 5)  

    Each ticket may be redeemed at participating Tasting Venues listed below during the Chocolate Crawl during the hours of 11 a.m. - 5 p.m. 
    Choose from thousands of amazing chocolate concoctions, desserts, candies and drinks at participating tasting venues throughout the Town of St. Michaels.

    Limited tickets will be available for purchase the day of the event starting at 10:00 a.m. at two locations Guilford & Company (101 N. Talbot Street) and Kemp House (412 S. Talbot Street)

    Chocolate Crawl tickets are LIMITED!   Please Pre-Purchase Chocolate Crawl Tasting Tickets thru Thursday, February 28 @ 5pm (ONE TICKET per TASTING- Sold in packs of 5) HERE

    Pick up your pre-purchased tickets Saturday starting at 10:00 a.m. at the Will Call located in Guilford & Company 101 N. Talbot Street.

    Tickets will be available for purchase on Saturday starting at 10:00 a.m. at the Guilford & Company or Kemp House.

    Printable Map here & ChocolateFest Event information here


    Chocolate Crawl Tasting Venues

    Agave Arts & Juicing Co. - 406 S. Talbot Street   

    Mini Rise Up Cold Brew iced mochas made with Agave house made dark chocolate cashew milk.

    Ava's Pizzeria & Wine Bar - 409 S. Talbot Street   

    Chocolate ganache cheesecake lollipops
    Black and white chocolate tuxedo cookies
    Chocolate smores brownies
    Chocolate peanut butter bread pudding

    Come By Chance - 202 S. Talbot Street    


     Dulce de Leche – Creamy, milky caramel surrounded by luscious milk chocolate. 

     Aztec Gold – Deep, dark chocolate ganache infused with cinnamon.

     Bacon – Smooth milk chocolate ganache center is filled with hickory smoked bacon and enclosed with a dark chocolate truffle shell.

     Red Velvet - Creamy milk chocolate ganache center infused with all natural cake batter flavor and then totally covered with Belgian white chocolate truffle shell. 

    Bistro St. Michaels - 403 S. Talbot Street

    Handmade Lyon Coffee Rum dark chocolate truffles

     Daffodil Festival - Tasting Venue at Chesapeake Trading Company  102 S. Talbot Street

    Ghirardelli white chocolate daffodil lollipops

    Eastern Shore Brewing - 605 S. Talbot Street

    Chocolate cherry cordial porter samples (21 and over)

    Five Gables Inn - 209 N. Talbot Street

    Assorted gourmet chocolates

    Guilford & Company -  101 N. Talbot Street

    Assorted gourmet chocolates & premium hand selected beverages 

    Inn at Perry Cabin - Tasting venue will be at Guilford & Company  101 N. Talbot Street

    Barrier Island Sea Salt Chocolate Chip Cookies

    Dark Chocolate Macaron with Coffee Rum Buttercream

    Langenfelder Pork Brownies with Cajeta Caramel & Pecan Roca

    Whiskey & Chocolate Caramel with Pink Salt

    Chocolate & Beet Surprise 

    Old Brick Inn - 401 S. Talbot Street

    Olivin's - 205 N. Talbot Street

    Olivins will pick a winner over ChocolateFest weekend and giveaway $100.00 in product. Everyone who redeems a ticket gets entered.  See more under Special Events

    Chocolate Raspberry truffles

    Dark or Milk Chocolate sea salt caramel 

    Chocolate waffle cone
    Chocolate butter cookie batter


    Ophiuroidea - 100 S. Talbot Street

    Mouth Party Chocolate Sea Salt hot cocoa

    Mouth Party Chocolate Mouth Party covered caramel with sea salt and choice of sampling one caramel of choice

    Mouth Party specials throughout the weekend

    Simpatico - 104 Railroad Ave 

    Gourmet Italian chocolates 

    Stewart's Catering - Tasting venue will be at Bistro

    French Silk Shooters

    Triple Chocolate "I Do" Brownies 

    The Galley (will not be able to participate this year)


    Theo's Steaks, Sides and Spirits -  407 S. Talbot Street

    Salted caramel and chocolate covered popcorn
    Chocolate raspberry mousse
    Trio of chocolate barks
    Salted caramel chocolate tart bites

    Simpatico Italy's Finest Wine & Chocolate Venue - Saturday, March 2 and Sunday, March 3  - 104 Railroad Ave

    Purchase Wine-Liqueur-Spirits-Chocolate & Cheese Tasting Tickets here 

    Be prepared for two days of chocolate delight from 11 AM to 5 PM on Saturday, March 2nd and Sunday, March 3rd!  

    Join us in our heated tent and in the shop for special paired tastings of fabulous wine, chocolate, liqueurs, spirits, cheese & more!  Enjoy 5 ($8) or 10 ($15) Tastings of hand-selected wines, liqueurs and spirits paired with fabulous chocolates and Italian cheeses.  You will be presented with 5 or 10 tickets or more, based on your total ticket purchase, when you check in for registration at Simpatico. The tickets can be used to redeem for the equal number of Wine-Liqueur-Spirit-Chocolate-Cheese tastings offered at our venue.


    PLEASE NOTE: Saturday only -  Chocolate Crawl tickets can be redeemed for chocolate tastings only in the Simpatico tent.

    Simpatico is offering a lineup of their favorite Italian red, white and sparkling wines and Dark and White Chocolate liqueurs and Spirits to taste with Italian chocolates and cheeses, all especially paired for your delight. You can learn about how to pair the various types of chocolates with wines, cheeses, and spirits. They will also have regional artisan Chocolate makers with their delightful chocolates to taste and purchase under their heated tent.    And finally, they are offering tastings of their Italian Chocolate Desserts, Biscotti, Cookies, and more!  Don’t miss out on the fabulous offerings at Simpatico's venue during St. Michaels ChocolateFest.

    Pairing event tickets are LIMITED, purchase Wine-Liqueur-Spirits-Chocolate & Cheese Tasting Tickets here

    Chocolate-Wine-Liqueurs-Spirits-Cheese we will be tasting in Simpatico's heated tent and in the shop on Saturday and Sunday. Attendees can choose which tastings to try out of the selections offered. Saluti!
    Gemma di Luna Moscato
    White Chocolate w/ Cranberries & Pistachio
    Gemma di Luna Prosecco
    White Chocolate "Feeling" - Bianco Single Piece
    Gemma di Luna Pinot Grigio
    Piave Cheese
    Emporium Appassimento
    Tindy Asolo Dolce Chocolate Cream 
    Asiago Pressaro
    Lignum Red Blend
    La Suissa Dark Chocolate
    La Tur Cheese
    Sicalia Nero d'Avola - Merlot
    Milk Chocolate Hearts w/Hazelnut Cream Piece
    Red Fire Zinfandel
    Dark Chocolate w/Gianduia Filling Single
    La Giuva Amarone
    Baby Nuss Dark Chocolate Whole Hazelnut Single Piece
    La Giuva Valpolicella 
    Chocolate Hazelnut Biscotti
    Table 2 - Banfi/Republic
    Banfi Rosa Regale
    La Suissa 70% Chocolate Bar
    Via Rosa 
    La Suissa 70% Chocolate Bar
    Col Di Sasso
    Sidari Milk Chocolate w/Pistachio Bar
    Piave Cheese
    Banfi Belnero Sangiovese Reserve
    "Mixed Nuts" Milk Chocolate w/Nut Cream Single Piece
    Camembert Cheese
    Love Story Rose
    Sidari Dark Chocolate w/Whole Hazelnuts Bar
    Love Story Pinot Noir
    Milk Chocolate Hearts w/Hazelnut Cream Single Piece
    Maschio Sparkling Rose
    Milk Chocolate "Feelings" w/Coconut Single Piece
    Van Gogh Double Espresso Vodka
    "Flowers" Hazelnut, Cocoa & Coffee Creams - Single Piece
    Van Gogh Dutch Chocolate Vodka Cocktail
    Milk Chocolate "Feeling" w/Coconut Single Piece
    Dolce Nero Espresso Liqueur
    "Flowers" Hazelnut, Cocoa & Coffee Creams Single Piece
    Van Gogh Raspberry Vodka Cocktail
    Milk Chocolate "Feeling" w/Coconut Single Piece
    White Chocolate Liqueur Francescano
    Hazelnut Chocolate Biscotti
    Dark Chocolate and Rum Liqueur Francescano
    Hazelnut & Chocolate Square Single 
    Limoncello Francescano
    Sidari White Chocolate Bar w/Lemon
    Perfectus Rosso Cab-Merlot
    Grisbi Wafer with Chocolate Cream 
    Salice Salentino Negroamaro Reserve
    Dark Chocolate Baci Single Piece
    Silk and Spice Red Blend
    "Mixed Nuts" Milk Chocolate Single Piece
    Pecorino w/ Black Pepper or Pistachio
    Sandemans Port Wine
    Gorgonzola Dolce
    70% Dark Chocolate Bar
    Tawny Port Wine
    Chocolate Goat Cheese
    Ramazotti Apertivo Rosato
    White Chocolate "Feeling" Single Piece


    More Specials during ChocolateFest weekend March 1 - 3, 2019

    Awful Arthur's Seafood Company  402 S. Talbot Street

    Half Price Dessert: Chocolate Mousse, Chocolate Smith Island Cake and their famous 1/4 Pound Chocolate Chip Cookie


     Bistro will be featuring chocolate inspired dinner and brunch offerings all weekend as well. Open for dinner at 5pm on Friday and Saturday, and brunch from 10am - 2pm on Saturday and Sunday. ChocolateFest specials at Bistro St. Michaels offering chocolate muffins,  croissants and scones at brunch on Saturday and Sunday.




    Blue Heron Coffee  500 S. Talbot Street

    Two free pumps of chocolate with coffee purchase





    Blackthorn Irish Pub  209 S. Talbot Street

    Special dessert menu all weekend including chocolate truffles, chocolate cheesecake and spiked Hot Chocolate.



    Broken Rudder Sportswear   103 S. Talbot Street

    Chocolate Festival Special
    Draw a chocolate kiss for 10% Off total purchase* or a Brackish Life Koozie
    *purchases $20 and over


    Carpenter Street Saloon  113 S.  Talbot Street

    ChocolateFest Special menu items

    Adult Chocolate Milk
    Chocolate Martini
    Chocolate Chip Pancakes
    Chocolate French Toast
    Chocolate Cake
    Chocolate Cheesecake

    Gina's Cafe  605 S. Talbot Street  - Menu link here

    ChocolateFest Special menu items

    Starter: Oyster Salad   Panko crusted oysters on a bed of fresh greens, with gorgonzola, dried cranberries, and mango salsa, Drizzled with a chocolate picada sauce and balsamic glaze

    Tasty Main Dishes

    Delectable Dilla- Dilla with wild mushrooms, mystic Salsa, goat cheese Mozzarella, basil jerked shrimp with a red wine Chocolate drizzle.

    Orange Grilled Salmon Tacos-  Grilled salmon with a honey orange glaze served with arugula, mango salsa and cheddar and topped with a homemade chocolate glaze.

    To-Die-For Desserts!     Nutella Xangos,  Chocolate Covered Strawberries,  Chocolate fondue served with fresh fruit

    Cocktails for everyone!  (21 or older we mean)

    Chocolate Martini   Made with Bailey’s, vanilla vodka, shaken with ice and a bit of chocolate syrup. Then, we top it with chocolate shavings! 

    Snickers Bar   You’re Not yourself when you’re thirsty!  Try this hazelnut treat, it tastes just like the candy bar!

    Mexican Hot Chocolate   A sweet treat, with a touch of heat! Our traditional Mexican hot chocolate recipe will keep you nice and warm. Especially once we add the tequila!


    Lighthouse Oyster Bar & Grill  Mulberry Street

    ‚ÄčChocolate Pie, Martinis and Lava Cake


    Lyon Distilling Company 605 S. Talbot Street (in the Old Mill district)

    Complimentary samples of our rich mocha Coffee Rum which is infused with Rise Up Coffee and chocolate shells from DC chocolatier Chocotenango!



    Olivins 205 N. Talbot Street

    Olivins will pick a winner over ChocolateFest weekend and giveaway $100.00 in product. Everyone who redeems a ticket gets entered. 

    Sunday Olivins will be having free tasty of blood Orange EVOO brownies, chocolate balsamic and will sample the rarest chocolate in the world from Peru. 


    St. Michaels Inn   1228 S. Talbot Street

    Come to St Michaels and enjoy ChocolateFest March 1-3, 2019. St Michaels Inn is offering a special weekend package that includes red wine and chocolate, and a two-night room stay only $200. We are excited to offer an extra add on chocolate scented in house massage treatments available.  Call 410-745-3333 to book your ChocolateFest Getaway Package at St Michaels Inn.



    The Galley Restaurant  305 S. Talbot Street

    Friday, March 1st- Dinner & Live Music at The Galley: Music by Hunter $5 Beer Specials and $5 Chocolate Mexi Martinis




    The Old Brick Inn   401 S. Talbot Street

    The Old Brick Inn will be a tasting venue for our "crawlers" to enjoy on Saturday, March 2. They are also offering children's activities while Mom and Dad enjoy their chocolates.

    They will have chocolate themed cocktails available for purchase during the "Chocolate Crawl" on Saturday. On Friday March 1st, they will host 'Dessert Happy Hour' 7:00 p.m. - 9:00 p.m. with cocktails available as well.


    Stay tuned for more information on tasting venues and other events!

  • Chocolatey Good Movies!

    St. Michaels Library - 106 Fremont Street

    Willy Wonka and the Chocolate Factory & Charlie and the Chocolate Factory

    Saturday, March 2, 2019 11 a.m. and 5:00 p.m.





    Everyone welcome for these free events, space is limited, first come first served.

    11:00 a.m.  Willy Wonka & the Chocolate Factory (1971 Gene Wilder version) 

    5:00 p.m.  Charlie & the Chocolate Factory (2005 Johnny Depp version) 


  • Chocolate Baking Contest & Sale

    St. Michaels Community Center  103 Railroad Ave

  • Before You Visit:

  • St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. Find the perfect place to fit your needs here.

  • Nothing says Chesapeake Bay like a steaming pile of locally caught Maryland blue crabs, and our restaurants are serving the Chesapeake Bay's bounty, from steamed crabs and crab cakes to sweet soft shell clams and fresh rockfish.  Find the perfect restaurant here.

  • St. Michaels offers shopping galore, with an eclectic range of shops, including jewelry, clothing and home decor, galleries and more!   Stop by one of the many tasting rooms, offering specialty foods and locally made libations. Find our unique shops here.

  • Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors!  Find your boating options here.

  • Special thanks to William Wilhelm Photography, the Town of St. Michaels and the Chesapeake Bay Maritime Museum for the use of their photos.

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