Events


March 5–ChocolateFest


Date: March 5, 2022
Website: HERE

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 TBD from 10:00 a.m. – 4:00 p.m. during the Chocolate Crawl, sampling amazing artisan chocolates, desserts, locally crafted wine, beer and spirits. Pre-Purchase ONLY Chocolate Crawl Tasting Tickets (minimum 10 tickets).

March 17–St. Patrick’s Day

Shopping CartEvery year on March 17, the Irish and the Irish-at-heart across the globe observe St. Patrick’s Day. What began as a religious feast day for the patron Saint of Ireland has become an international festival celebrating Irish culture with parades, dancing, special foods and a whole lot of green.

St. Michaels is joining the St. Patrick’s Day celebration with special events. The annual Carpenter Street Saloon shopping cart races are held every year on St. Patrick’s Day at Midnight. Proceeds benefit the St. Michaels and Tilghman Fire Departments.

Participating businesses will have specials all weekend long.

Buy a personalized shamrock to adorn the street! $50 each to support the St. Michaels Police Department “S.M.Y.L.E” Program (St. Michaels Youth Law Enforcement) which is a great program which educates kids about law enforcement.

April 2-3–Daffodil Days

Join us for our fabulous floral festival! Take a self-guided Daffodil Tour. Pick up a map to tour and see the tens of thousands of Daffodils planted throughout our lovely waterfront town! Enter your house or your business window in the daffodil decorating contest. Get free seeds at the seed library at the St. Michaels Library. See members of the St. Michaels Art League do plain air painting of the large array of daffodil beds throughout the town with art sales from 2-3 p.m. on the corner of Talbot and Railroad. Look for exciting details for the 2022 event on the DAFFODIL DAYS WEBSITE!

Want to participate? Visit the ST. MICHAELS IN BLOOM WEBSITE! St. Michaels In Bloom is a newly formed community organization dedicated to the beautification of St. Michaels. Consisting solely of volunteers, St. Michaels in Bloom works to create a welcoming and vibrant landscape for our town through the planting colorful flowers, plants, and trees throughout our business and community districts. Part of the national organization, America in Bloom, whose vision is to have localities across the US participate in community beautification projects, the goal of St. Michaels in Bloom is to see our community bloom in many ways.

April TBD–WineFest

Date: Friday, VIP evening events. April TBD 2022 from Noon-5 p.m.
Locations: Throughout the town

Visit the WineFest website for information and tickets!

Join us at Maryland’s premiere wine event, featuring over 400 wines from around the globe. Now in its 11th year, WineFest is a streetscape event held throughout the town of St. Michaels. Wine tastings, great food, retail specials, and much more. Wine aficionados will experience hundreds of highly-rated U.S., international, and Maryland wines. Each wine venue will be retailing wine at special WineFest discount pricing. Some of these wines are in very limited supply and in some cases only available at Winefest!

Two VIP tasting venues will be available for tasting premium wines often not available in Maryland. One VIP venue will be on the Patriot Cruise Boat where you will taste fine wines while cruising the Miles River. The other VIP venue will be at the Old Brick Inn. At the conclusion of your two great VIP tasting experiences, all of the wines you have tasted will be available for purchase at the Old Brick Inn.

All attendees will be able to “Walk throughout St. Michaels” using a WineFest map as their guide or ride the shuttle buses provided by WineFest.

May 1–May Day Basket Competition

Decorate your front door with a basket of fresh flowers on Sunday, May 1st by 10 a.m. and show your support for St. Michaels in Bloom and the merry month of May! If you wish to be included in the competition, simply send an email to stmichaelsinbloom@gmail.com with your name and address by Friday, April 29th. Herald spring, join in with St. Michaels in Bloom, and make May 1st a beautiful blooming day in our Town! For more information, visit The St. Michaels in Bloom website, HERE.

Follow St. Michaels in Bloom on Facebook  !

June 4, 11 a.m.-4 p.m.–Brewfest

Brewfest-2014Date:  June 4, 2022
Time: 11 a.m. to 4 p.m.
Ticket Prices/Links: TBD
Locations: Throughout the town

StMike2016St. Michaels Brewfest 2022 will feature over 100 beers including one-off’s, seasonals, collaborations and casks from local, regional & national breweries. More to come…cheers! This will all take place at three locations within easy walking distance in the heart of St Michael’s, MD…the Old Mill behind Eastern Shore Brewing Co, Foxy’s and Town Dock, and The Crab Claw Restaurant. Along with great beer & ales, we’ll have live music and delicious food. Last year was a sellout, this year we’re adding a VIP Package, so be sure to get your tickets early!

patriotVIP Beer Cruise! Can it get any better?! You’ll board at 10:30 (next to the Crab Claw Venue), enjoy a 1 hour and 15 min cruise, talking about beers, and drinking beers only available to you. Disembark at 11:45 p.m. and directly enter the event at the Crab Claw venue. No check-in lines, let the day begin! (Due to the nature of this venue, there will be no Designated Driver tickets available or allowed.)

Brewery List so far:

Dogfish Head Brewery – BBC – 16 Mile Brewery – Tall Tales Brewery – Eastern Shore Brewing Co – Real Ale Revival – 3rd Wave Brewing Co – Troegs Brewing Co – Devils Backbone Brewing Co. – Victory Brewing Co – Flying Dog – Port City Brewing Co. – Yards – Duclaw – Terrapin – Southern Tier – Brewers Art – Burley Oak – Lagunitas – Union Craft Brewery – DC Brau – Allagash – and that’s just to start with….

For more information visit the BrewFest website!

June TBD—Bike MS: Chesapeake Challenge

The National MS Society’s Bike MS: Chesapeake Challenge, held June TBD, offers a picturesque cycling experience throughout Talbot County including St. Michaels for participants of all levels and abilities. It features a variety of route options winding through the flat and rural Eastern Shore of Maryland. The two-day event starts and finishes each day at the Talbot County Community Center in Easton, MD. Be sure to stick around for some festivities after you finish the ride!

Your participation will drive MS research forward faster, and deliver services to those who face the challenges of MS every day so they can live their best lives.

For more information visit the event WEBSITE.

June 4, 10 a.m.—St. Luke’s UMC Strawberry Festival

strawberries-basket-2Date: June 4, 2022, 10 a.m. to 5 p.m. TENTATIVE

The Church Lawn and the Parking Lot are adorned with beautiful crafts and lots of good food. As always the show will take place on the first Saturday of June, June 4th this year on the lawn and the parking lot of St. Luke’s U. M. C. Eastern Shore. Strawberries will be featured. Home-made Strawberry baked goods will be available for your enjoyment.

Vendor information may be obtained by contacting St. Luke’s Church at stlukeschurch21663@gmail.com or by calling 410-745-2534.

June TBD—CBMM Antique & Classic Boat Festival & the Arts at Navy Point

18992671425_c8f2ee549a_oDates:Friday & Saturday, Father’s Day Weekend, June TBD, 2022
Fri. 10am – 5pm; Sat., 10 am-5 pm: Sunday, 10 am-3 pm. Entrance included with CBMM general admission – tickets valid for two days.
Location: Chesapeake Bay Maritime Museum, 213 N. Talbot St., St. Michaels, Md.
Ticket Prices:
• FREE Admission for CBMM Member
Non-member pricing:
• $16.00 Adults
• $13.00 Seniors 65+ & college students with ID
• $12.00 Retired military with ID
• $6.00 Kids 6-17
• Free for Active Military (with ID)
• Free for Children ages 5 and under

VIEW EVENT PHOTOS HERE!

Wooden and fiberglass classics, vintage racers, and other antique and Chesapeake Bay-related boats are returning to the Chesapeake Bay Maritime Museum for the 34rd Antique & Classic Boat Festival and the Arts at Navy Point in St. Michaels, Md.

Hosted by the Chesapeake Bay Chapter of the Antique & Classic Boat Society, this Father’s Day tradition brings a sense of nostalgia to the Miles River and CBMM’s docks and campus, drawing some of the area’s finest classic boats, nautical and maritime treasures, and entertainment to the waterfront festival.

This year’s festival celebrates a theme of Cruising on the Chesapeake, with classic-style cabin and express cruisers and sport fishing boats expected to attend, and a full slate of boating history seminars planned on June 18 &19. Click here to see a list of planned seminars.

The show attracts everything from the finest runabouts to yachts, and includes race boats, work boats, launches, hydroplanes, and utilities. Chris-Craft, Trumpy, Gar Wood, Donzi, and Lyman are among some of the names represented with sizes ranging from a 9-foot hydroplane to 70-foot plus cruisers. Several Jersey Speed Skiffs—a crowd favorite—will be displaying their aptly named strengths throughout the show.

“With a juried competition among entrants for best restored and preserved boats, this festival attracts the best of the best when it comes to classic and antique boats,” said ACBS-Chesapeake Bay Chapter Festival Chairman Bob Hamilton. “We’re thrilled the festival is able to return to CBMM’s beautiful campus this summer and can’t wait to see the public there.”

From Friday, June 18, through Sunday, June 21, the festival’s signature Arts at Navy Point pavilion brings juried fine artists, craftspeople, and vendors to CBMM’s waterfront campus, offering nautical and maritime-themed items for boat and home. Festival hours are 10am–5pm Friday and Saturday, with the Arts at Navy Point and limited displays continuing on Sunday from 10am–3pm. Entrance to the festival is included with CBMM’s general admission, which is good for two days and free for CBMM members.

Festival parking and a Saturday shuttle service are free, with CBMM a short walk to specialty shops, restaurants, inns, bed & breakfasts, and other attractions in St. Michaels’ historic district. For information about the Antique & Classic Boat Society’s Chesapeake Bay Chapter, visit chesapeakebayacbs.org.

REMINDER: For safety reasons, non-service dogs need to be kept home during CBMM festivals, including the Antique & Classic Boat Festival & the Arts at Navy Point. Carry-on alcohol from dock or land is prohibited.

For more information, call 410-745-2916 or visit CBMM.

July 1-31—Art Hunt! St. Michaels Art League

During the month of July, 20 merchants on Talbot Street in St Michaels exhibit artwork done by one of our SMAL members. Pick up an ArtHunt card at any store displaying the ArtHunt poster and start playing. You need to go into the stores listed on the back of the card, find one of the paintings on the card and have your card stamped. No, we don’t tell you which one you are looking for in each store. That’s part of the fun/challenge. When you have found just 12 out of the 20 shown on the card, take your card to Justine’s for a FREE ice cream treat.