St. Michaels Annual Events

Closeup of lettuce

April to November: Farmers Market

 

When: Saturdays starting in April, 2024, from 8:30am-11:30am

Where: 206 S. Talbot Street St. Michaels MD (between Knotty Living and Pemberton Pharmacy)

Saturday rain or shine, April through November. Public parking lot next to Pemberton’s. Local fruit, vegetables, meat, eggs, flowers, booze, and more, all grown or made within a 60-mile radius. Our vendors are all eagerly awaiting the opening of the Market season and we might even have a few new vendors in our Pop-up Tent…..come check it out.

It takes a village and WE NEED YOU!
EMAIL: stmichaelsmarket [at] gmail.com (stmichaelsmarket[at]gmail[dot]com)
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st michaels concert in muskrat park people sitting in the park listening to music by the band who is performing under the gazebo

Summer Concerts in the Park

 

Location: Muskrat Park on Green Street
Times: May through August, Thursday nights from 6:00-7:30 p.m.

If it’s summer, it’s Summer Concerts in Muskrat Park. These free Thursday night concerts are sponsored by the St. Michaels Community Center (SMCC) and local businesses acknowledged at each concert. So, bring a chair or a blanket and a picnic and enjoy our beautiful waterfront park and great music! For the Music line-up this season CLICK HERE.

Please, no alcoholic beverages in Muskrat Park.
Photo: Courtesy of SMCC


Docked Boats at waterfront

June: CBMM Antique & Classic Boat Festival and Coastal Arts Fair 

 

Dates: Typically, Friday - Sunday, Father’s Day Weekend

Tickets: Information can be found on the CBMM website for this yearly event

Location: Chesapeake Bay Maritime Museum, 213 N. Talbot St., St. Michaels, Md.

Photos: VIEW EVENT PHOTOS HERE!

Description:
Wooden and fiberglass classics, vintage racers, and other antique boats return to the Chesapeake Bay Maritime Museum for the Antique & Classic Boat Festival and Coastal Arts Fair.

Hosted by the Chesapeake Bay Chapter of the Antique & Classic Boat Society, this Father’s Day weekend tradition is one of the largest classic boat shows in the Mid-Atlantic region and annually brings a sense of nostalgia to the Miles River and CBMM’s waterfront campus.

In addition to the wide range of vessels on display representing a multitude of makers and eras, the Antique & Classic Boat Festival is accompanied by a juried Coastal Arts Fair showcasing vendors whose products, services, and art represent boats, the water, and coastal life.

Driven by the Antique & Classic Boat Society – Chesapeake Bay Chapter’s mission of continuing the legacy of these venerable vessels through preservation, restoration and education, the festival features seminars on Friday and Saturday highlighting experts, historians, and authors. Other festival highlights include a Field of Dreams for those looking to buy, boat rides, a nautical flea market, and a children’s scavenger hunt, as well as a DJ spinning classic tunes.

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


Fireworks blast in night sky

Celebrate the Fourth of July in St. Michaels

 

Family Oriented Outings Include:

Big Band Night

In celebration of Independence Day, the Chesapeake Bay Maritime Museum on the Miles River in St. Michaels, Md. welcomes The Shades of Blue Orchestra for a live performance at its Big Band Night. The St. Michaels fireworks are scheduled to launch after dusk that evening, with CBMM’s waterfront campus a great venue from which guests can enjoy the fireworks. The rain date for the concert and fireworks will be posted on the yearly event.

The orchestra will set the mood for the fireworks display, with the public invited to bring lawn chairs and picnic blankets for an evening of music, dancing, and fireworks along the Miles River. Food, ice cream, and non-alcoholic beverages will be available for purchase during the event.

Mixing together popular standards, a variety of musical styles, and dance-able rhythms, the Shades of Blue Orchestra combines brass, woodwind, and rhythm instruments to bring music from the 1930’s to present to the Miles River. Established in 1976, this 18-piece Big Band consists of a well-balanced complement of brass, woodwind, and rhythm instruments, as well as two of the finest Big Band vocalists anywhere.

CBMM’s Welcome Center will open for Big Band Night guests to enter the campus for the event. Admission prices and specific information regarding Big Band Night, can be found on the CBMM website

Fireworks in St. Michaels Harbor

Scheduled for Saturday night, shortly after dusk with a rain date scheduled accordingly. Bring your lawn chairs and find a good spot in town! The Chesapeake Bay Maritime Museum will be open to the public for viewing. Or, come by boat and anchor out in the Miles River! 

Old-Fashioned 4th at St. Michaels Museum - Children's Parade 

St. Michaels Museum at St. Mary’s Square sponsors a traditional Independence Day Celebration, at their Museum located at 201 East Chestnut Street on St. Mary’s Square, featuring exhibits like the “Frederick Douglass’s Years in St. Michaels & Talbot County”. 

The Children’s Parade will kick off the celebration on July 4th, usually beginning at 10:00am. All children, residents or visitors, are welcome to participate. Patriotic dress is encouraged for children, bicycles, tricycles, wagons, and pets! The parade route will begin at St. Michaels Museum (201 East Chestnut Street) at 10:00am, they will head west to Talbot St., turn north until reaching Willow St. (just past Christ Church), at which time they will continue to Church St. then down Mulberry St. until reaching St. Mary’s Square and arriving back to St. Michaels Museum. Following the parade on the museum lawn, children will enjoy a magic show, special children activities and much more. Refreshments will be available for purchase at this event.

  • At 11:00am our Traditional Program will begin with Boy Scout Troup 741 raising the flag and leading the Pledge of Allegiance.
  • A formal program will follow on our Teetotum Porch with a Benediction, patriotic and folk songs, and a featured speaker.
  • St. Michaels Museum will be open after the program.

Come join us to celebrate our Nation’s Birthday!


Man on Motor Boat

August  — CBMM Waterman’s Appreciation Day & Crab Feast

 

Date: Sunday in August 
Location: Chesapeake Bay Maritime Museum (CBMM)

GREAT EVENT PHOTOS HERE!

The Chesapeake Bay Maritime Museum will host Watermen’s Appreciation Day on a Sunday in August on its waterfront campus.

This annual celebration of the men and women who make their living on the Chesapeake Bay and their heritage features a boat docking contest, steamed crabs by the dozen, live music, family activities, and more. 

A highlight of the day is the always-spirited watermen’s rodeo, which is a boat docking contest along the Miles River near CBMM’s 1879 Hooper Strait Lighthouse. Bleacher seating will be provided for spectators to enjoy all the action. Be ready for some amazing photos/videos and meet the locals who work the water! 

This is a fundraising event organized by CBMM in partnership with TWA, with proceeds benefiting both organizations. “Watermen’s Appreciation Day is our way of giving thanks to all the hard-working watermen and women,” TWA President Jeff Harrison said. “It is an honor to provide Maryland’s Best seafood to all the seafood lovers in Maryland and beyond. Thank you to CBMM for partnering with us these last 12 years.”

In addition to the special festivities, guests are encouraged to explore all the exhibitions and historic structures across CBMM’s 18-acre campus, including its working Shipyard that is currently home to several projects spotlighting the construction, care, and preservation of traditional Chesapeake Bay workboats. Visit the CBMM website for more information.

Photos courtesy of the CBMM by George Sass.


photo of downtown st michaels decorated for fall with pumpkins, cornstalks, and scarecrows

Fall into St. Michaels Weekend

 

Annual Fall into St. Michaels has fun for all ages! Read what previous years have offered.

Events & Activities:

The change of the season brings excitement and vibrant color to the Town of St. Michaels, as residents and businesses celebrate their annual harvest festival “Fall into St. Michaels”.  

Fall into St. Michaels festivities have included town-wide scarecrow and pumpkin carving contests at participating businesses. While walking along the streets of St. Michaels, you’ll find the scarecrows displayed in front of participating businesses and hung along the telephone poles on Talbot Street. Look into the shop windows, where you may sight a pumpkin from the carving contest. 

The Bay Hundred’s Annual Pumpkin Pie Competition will entice entrants of all ages. Each contestant will submit 3 pies for judging which will later be sold, with proceeds of the bake sale benefiting the programs and activities of the St. Michaels Community Center.

New in 2023 was Wag-O-Ween, a dog-costume contest! There were costume contests, photos, and a doggie trick-or-treats at participating businesses. Proceeds from this event benefited the Talbot County Humane Society. View the flyer from this past event.

The St. Michaels Museum at St. Mary’s Square offers their signature walking tours. Please visit the museum’s website for more information and to reserve your space: www.stmichaelsmuseum.org

Shop. Eat. Play. Stay – Visit St. Michaels Business Association at www.stmichaelsmd.org or St. Michaels Tourism at https://www.stmichaelsmd.com/ to plan your stay today!

Jack Russell Races:

Every year, dog owners from all over Maryland join the residents of St. Michaels, for the annual Jack Russell Races. The proceeds from the benefit go to local dog charities. The races are broken down into categories: Jack Russell, Dachshund Dash and the famous “So Your Dog Thinks He’s a Jack” race. All dogs are welcome at the event, big or small, racing or not, to mingle with other dog lovers in Talbot County. Dogs under 25 pounds are welcome to race. The event is held, rain or shine! Refreshments, including Coffee & Donuts and a Bloody Mary & Mimosa Bar, have been available on-site, in previous years. A 50/50 raffle of items from area restaurants and retailers between races is always a hit! No Dog? No Problem- Fun for humans, too!


picture of old world santa, Golden 2013 Parade 9

Christmas in St. Michaels

 

Experience holiday joy in the heart of historic waterfront St. Michaels, Maryland with Christmas in St. Michaels hosting a full weekend of events and celebrations this December 13-15. 

This 38th year of the event is highlighted by the return of the Gingerbread Contest, with a Gingerbread “House” Preview Cocktail Party kicking off the weekend of events on Thursday, December 12 beginning at 5 p.m. The preview party takes place at the Woman’s Club of St. Michaels, with limited $75 tickets available to be purchased online.  

The weekend of festivities includes crowd favorites like the Tour of Homes, Breakfast with Santa, and the Marketplace and Sweet Shoppe, along with two parades on Saturday - the Talbot Street Parade at 10:30 a.m. and the Lighted Boat Parade along St. Michaels Harbor at 6 p.m., with plenty of places to watch the boats passing by. You can also start your day with breakfast at St. Luke’s, enjoy a delicious Old Fashioned Eastern Shore Christmas Dinner later at Union United, and take in music out and about in this waterfront vacation-friendly town. 

The Marketplace and Sweet Shoppe are located at St. Mary’s Square’s Granite Lodge and open at noon on Friday, Dec. 13 with select hours through Sunday, Dec. 15 at 3 p.m. Proceeds from every sale benefit local nonprofits, with shoppers finding one-of-a-kind, artisan-crafted items, and culinary delights available only during this weekend event. 

Holiday music will mix with the brackish air of this historic harbor-front town, including gospel and traditional Christmas music at St. Luke’s United Methodist Church on Sunday beginning at 5 p.m.

Family-favorite events include Saturday’s Breakfast with Santa for children ages 4 to 9 years old, which takes place from 8-10:00 a.m. at the waterfront Foxy’s Harbor Grille, with limited $10 tickets available for online purchasing. The 10:30 a.m. Talbot Street Parade and the beginning of the Tour of Homes are wonderful mid-day events, with the Lighted Boat Parade beginning along St. Michaels Harbor at 6:00 p.m. Parade routes, event details, online tickets, and more are at christmasinstmichaels.org

“Our town is beautifully decorated, and the spirit and warmth of the holidays are abundant during Christmas in St. Michaels,” says Christmas in St. Michaels Board President Pat Martin. “Be sure to join us this December for one of Maryland’s longest-running home tours, showcasing a curated collection of beautifully decorated homes in our historic district and among the area’s wide expanses of country and watersides.”

The Tour of Homes takes place during select hours on Saturday and Sunday, with tickets available for advanced online purchase, as well as at Marketplace during the event weekend. The $35 per person advance ticket ($40 during the event) includes one-time admission to all tour homes; transportation to the countryside homes; a detailed tour guide booklet with local information and other major St. Michaels landmark descriptions; and free admission to the Chesapeake Bay Maritime Museum, the Classic Motor Museum, and the St. Michaels Museum at St. Mary’s Square for Saturday and Sunday.

Christmas in St. Michaels’ Old Fashioned Eastern Shore Christmas Dinner takes place on Sat., Dec. 14 starting at 11:00 a.m. and lasting until 3:00 p.m., or when the meals are sold out. Dinners include sliced roast turkey, Maryland fried oysters, and a large assortment of sides and desserts. The event will be held at the Union United Parish Hall on Fremont Street in St. Michaels with dine-in and carry-out dinners available at $25 per person, with tickets sold at the door, on the day of the event.  

Since the all-volunteer organization’s beginnings, sponsors and patrons of Christmas in St. Michaels have helped raise more than $1.6M in support of local children and adults served by family-focused, education and child development, and community enhancement organizations. Event updates, online ticket and ornament purchases, and more about Christmas in St. Michaels are at christmasinstmichaels.org


Midnight Madness

 

View our lovely Christmas Video here!

Date: December date to be determined
Location: Talbot Street and throughout the town shopping area

Each year, the town of St Michaels is transformed into a picture perfect holiday postcard, the shops, restaurants and B&B’s are decorated with stunning greenery, lights and festive cheer.

The holiday spirit is felt throughout town, which makes coming to St. Michaels during the holiday season a special experience, year after year, and provides a wonderful backdrop to shop, play and stay for the holidays.

More details HERE!