Events


April 10 to November 20—Farmers Market

Market

Click here to watch a video about the St. Michaels Farmers Market

Follow the Farmers Market on Facebook

When: Saturdays starting on from April 10, 2021, from 8:30am-11:30am

Where: 204 S. Talbot Street St. Michaels MD
Market opens with special precautions

Saturday rain or shine, with the first hour reserved for our most vulnerable customers. 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@gmail.com

October 22-24–Fall into St. Michaels Weekend

EventPhotoMini_Carpenter street halloweenAnnual Fall into St. Michaels has fun for all ages!

Events & Activities:
Fall into St. Michaels scheduled for the weekend of October 22-24, 2021
St. Michaels, Maryland

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”.

pirate scarecrowThe Fall into St. Michaels festivities begin with the town-wide scarecrow contest on Saturday, October 16. Participating area businesses are competing in the Third Annual St. Michaels Scarecrow Contest, where each sponsoring business will have the chance to win first place in one of the following three categories: Traditional, Whimsical or Humorous and will seek the coveted People’s Choice award. Walk along the streets of St. Michaels, where you’ll find the scarecrows displayed in front of participating businesses and hung along the telephone poles on Talbot Street. Visitors can vote for the People’s Choice award online. The People’s Choice winner will be announced on Monday and can be seen on the “Visit St. Michaels” Facebook page and www.stmichaelsmd.org.

kimThe following weekend, the Fall into St. Michaels festivities go into full swing on Saturday with the start of the Annual Pumpkin Carving Contest held at the St. Michaels Community Center early Saturday morning. Participating businesses sponsor the pumpkins, which are carved by experienced and novice carvers alike, each striving for the top spot in one of the four pumpkin categories. The pumpkins are judged from 1:00 p.m.-1:30 p.m. and then will remain on display until 7:00 p.m. on Saturday and 10:00 a.m. thru 2:00pm on Sunday.

pieThe Bay Hundred’s Annual Pumpkin Pie Competition will be held during the Pumpkin Carving Contest at the St. Michaels Community Center. The Pumpkin Pie Competition is open to professionals, home bakers and children. Each group will be judged on traditional or creative creations. Cash prizes will be awarded to top three winners in each category, and of course, bragging rights and a plaque go to the winners. Each contestant must submit 2-3 pies of the same recipe. The St. Michaels Community Center will be selling pieces and whole pies of those entered. Judging will begin at 10:00 am and sales will begin at 11:00am. Proceeds of the bake sale will benefit the programs and activities of the St. Michaels Community Center. Please contact Trish at the SMCC 410-745-6073 for more information or to register as an entrant. The St. Michaels Community Center is located on the corner of Railroad Street and Fremont Street.

Jack Russell RacesEvery year, dog owners from all over Maryland join the residents of St. Michaels, this year on the lawn at the St. Michaels Inn, for the annual Jack Russell Races. This year’s races are on Sunday, October 21st and will begin at 11:00 am. Registration is available online on the event Facebook Page and at 10 a.m. that morning at the event. The proceeds from the benefit will go to the St. Michaels Community Food Pantry and Pet Pantries of Talbot, Caroline and Dorchester Counties. The races will be 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 will be held, rain or shine! Refreshments, including Coffee & Donuts and a Bloody Mary & Mimosa Bar, will be available on-site. There will be live raffles of items from area restaurants and retailers between races! No Dog? No Problem- Fun for humans, too!

The St. Michaels Museum at St. Mary’s Square will offer one of their signature walking tours. The walking tour is $10 per person and also includes admission to the museum. Please visit the museum’s website for more information and to reserve your space: www.stmichaelsmuseum.org

Lastly, as a way to give back during the harvest months, the St. Michaels Business Association is combining their “Fall into St. Michaels” festivities with their Second Annual Food Drive for the St. Michaels Food Pantry. The St. Michaels Food Pantry, which is housed in Christ Church, is supported through individual food and financial contributions as well as donations from area businesses and organizations. It serves Talbot County residents requiring food assistance. A satellite program on Tilghman Island operates out of the Tilghman United Methodist Church. The St. Michaels Food Pantry also provides complete Thanksgiving and Christmas dinners to those in need. “Many members of our community struggle with providing healthy, nutritious food for their families. We hope our first annual food drive is the first of many to come that will help fill the shelves of the St. Michaels Food Pantry and help Talbot County residents in need.” said Kim Hannon, Secretary of the St. Michaels Business Association. While the St. Michaels Food Pantry appreciates every single food donation, they strive to offer a variety of food items that help balance nutritional intake, especially important to children, seniors, those with health challenges and those with culturally diverse diets. Drop off your donation items at the St. Michaels Community Center on Railroad Ave. during the hours of the Pumpkin Carving & Pie Baking contest.

Shop. Eat. Play. Stay – Visit St. Michaels www.stmichaelsmd.org or call 410.745.0411.

October 24–Jack Russell Races

Date: Sunday, October 24, 2021
Time: Registration at 10 a.m., Coffee & Doughnuts and a Bloody Mary & Mimosa Bar at 10 a.m., Races start at 11 a.m.
Location: On the lawn at the St. Michaels Inn
More info: Visit the Facebook Page.
REGISTER your pup for the races! Link to come as event nears.

Every year, dog owners from all over Maryland join the residents of Talbot County St. Michaels on the lawn at the St. Michaels Inn for the annual Jack Russell Races. This year’s races will begin at 11:00 am. Registration is available online and at 10 a.m. that morning.

JRT pole signThe races will be broken down into categories: Jack Russell (flat and hurdles), 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 will be held, rain or shine! Refreshments, including Coffee & Doughnuts and a Bloody Mary & Mimosa Bar, will be available on site. There will be live raffles of items from area restaurants and retailers between races!

No Dog? No Problem- Fun for humans, too!

The proceeds from the benefit will go to Community Food Pantry and Pet Pantries of Talbot, Caroline, and Dorchester Counties. Want to make a donation? Buy a bone to be displayed on poles on Talbot Street! (see at left : ) Donation site HERE.

October 30–OysterFest

OysterFestDate: Saturday, October 30, 2021 — 
11 a.m.- 4 p.m.
Location: Chesapeake Bay Maritime Museum

CBMM’s OysterFest features oysters served a variety of ways, along with other local fare, craft beer, and spirits; live music on two stages, including a return performance by Swamp Donkey Newgrass; scenic river cruises aboard Winnie Estelle (weather dependent); an oyster stew competition; cooking presentations; Chesapeake Bay retriever and oystering demonstrations; children’s activities, and more.

Festival-goers can savor Chesapeake Bay wild and aquaculture oysters served steamed or raw, plus oyster fritters, crab cakes, fried shrimp, clam strips, pit beef, pit turkey, and pulled pork, among other offerings. Lyon Distilling Company will serve a specialty rum cocktail, with other drink options including oyster shooters and Chesapeake-style Bloody Marys, featuring George’s Bloody Mary mix. Sweets and treats include ice cream, funnel cakes, kettle corn, and more.

Local chefs will offer cooking demonstrations of signature oyster dishes throughout the day. Beginning at 11am, attendees can vote for their favorite oyster stew in a competition among local restaurants and chefs. Participation is limited to 500 people on a first-come, first-served basis, with a commemorative OysterFest mug and the tastings offered for $10. This blind taste test awards bragging rights to the chef with the most votes, with the People’s Choice winner announced at the festival and later to the public.

Family activities include Chesapeake-themed games, activities, and demonstrations; a scavenger hunt; face painting; and a chance to build a take-home model boat for $3. The Chesapeake Bay Retriever Relief and Rescue club will also present retriever demonstrations on CBMM’s Navy Point.

Guests will also be able to explore CBMM’s exhibitions, including Oystering on the Chesapeake and Waterman’s Wharf, where they can try tonging or nippering for oysters. A spirited oyster slurping contest has competitions taking place on the hour from 1–3pm.

OysterFest admission is $5 for CBMM adult members, or $18 for non-member adults; $15 for seniors and students with ID; and $6 for children ages 6 to 17. CBMM members at the Family & Friends level and above also receive the $5 discounted admission for two adult guests. Food, drinks, and boat rides are an additional cost, with carry-on alcohol prohibited. For safety reasons, non-service dogs need to be kept home during CBMM festivals, with leashed dogs permitted during regular operating hours.

Proceeds from the event support CBMM’s education, restoration, and exhibition programs, with advanced tickets and more information at cbmm.org/oysterfest.

PLEASE NOTE: The Museum Store now has an ATM.

November 5, 8 a.m.–Virtual Coffee with a Cop

Please join us at 8 a.m. on the first Friday of each month to hear from Chief Smith and special guests to discuss public safety and other citizen concerns that matter to you, our residents.

See the January “Coffee with a Cop!” The one where Chief Smith gets his first Covid-19 vaccination (skip to near the end : )

Join Chief Smith and officers of the St. Michaels Police Department to discuss the Town’s Mask Ordinance, as well as other law enforcement issues encountered during the COVID-19 pandemic. We will have this and future meetings virtually using Zoom. So, grab a cup of coffee and join us!

Join meeting by computer or smart phone: 
https://us02web.zoom.us/j/3264261778
Meeting ID: 326 426 1778

Join meeting by telephone:
+1 301 715 8592 US
Meeting ID: 326 426 1778

As always, please follow us on Facebook and our police blotter page located on the Town of St. Michaels website.

By Authority of the St. Michaels Police Department

November 20-21–Eastern Shore Sea Glass & Coastal Arts Festival

Dates: November 20-21, 2021, Saturday, 10 a.m. to 5 p.m. & Sunday 10 a.m. to 4 p.m.

Ticket info: HERE
Location: Chesapeake Bay Maritime Museum

The Eastern Shore Sea Glass Festival will feature more than 90 artisans featuring coastal and sea-glass related jewelry, home décor, art, and more. The two-day festival ticket includes entrance to the Eastern Shore Sea Glass & Coastal Arts Festival, educational lectures, live music, and all of the exhibitions and historic structures on the campus of the Chesapeake Bay Maritime Museum.

Boat rides, food and beverages will be available for purchase, including beer, wine, and cocktails. Additional free event parking will be available at St. Michaels High School, with a complimentary shuttle service to and from CBMM running throughout the day.

Tickets to the Chesapeake Bay Maritime Museum are two day tickets, there will be no single day tickets available.  The purchase of the tickets include all of the CBMM exhibits.

Tickets will also be available at the door.

For safety reasons, non-service dogs need to be kept home during CBMM festivals, including the Eastern Shore Sea Glass & Coastal Arts Festival. Carry-on alcohol from dock or land is prohibited.

PLEASE NOTE: For the safety and comfort of our guests, CBMM staff and volunteers will be masked at all festivals and special events. Guests—both unvaccinated & vaccinated—are encouraged to wear a mask indoors due to high community transmission and current guidance from the CDC. Masks are available at the Museum Store & Welcome Center

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December 4–Midnight Madness Shopping

_DSC8139View our lovely Christmas Video here!

Date: Saturday, December 4, 2021
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 for the holidays.

More details coming soon HERE!

December 10-12–Christmas in St. Michaels

Golden_2013 Parade 9Christmas in St. Michaels began in 1987 when a group of energetic volunteers recognized the need for daycare services in the community. Funds were raised through community support, and a daycare center was established, now known as Critchlow Adkins Children Centers. Sponsors and patrons of Christmas in St. Michaels since that time have helped raise more than $1.4M in support of numerous local non-profit organizations.

Proceeds from Christmas in St. Michaels help the people served by local non-profit organizations. Event updates, online purchases, and more about Christmas in St. Michaels are at christmasinstmichaels.org.

December 11-12–Christmas Train Display (Tentative)

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Date: December 11-12, 2022, 10 a.m. to 3 p.m.
Location: St. Michaels Community Center

Once again, SMCC plays host to the Annual Christmas Train Village Display, Gift Sale and Holiday Baked Goods, open to the public. Baked goods and crafts will be for sale on Saturday (after the parade) and Sunday. There is no charge to see the trains. Donations are gratefully accepted. Fun for all kids of all ages!!!

February 12-14–Valentine’s Day and Winter Romance

St. Michaels Xf V-day 300x600Winter is a very romantic time in St. Michaels! Cozy inns, elegant and relaxed dining, wonderful shops (many with lovely jewelry, hint, hint.)
Watch a Winter Romance video here!

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Plan your visit here!

Here are some of the things they are saying about us:

“My day to day life is very stressful and I don’t really have a lot of time to relax. I finally got a weekend off and my boyfriend surprised me with a romantic weekend getaway to St. Michaels. The owners were extremely nice and helpful. They gave us the best tips for our weekend and were very accommodating. We had room 1 on the first floor. It was cozy with a king size bed, very comfortable, and nice little fireplace for the evening. We did not have a tv in our room which was absolutely amazing for getting away. However, there was a tv in the lounge area with dvd’s, plenty of books to read and complimentary coffee, hot tea, cider, hot chocolate, and little pastries. Each morning we awoke to the amazing smells coming from the kitchen and warm voices for conversation. The food was incredible. Fresh ingredients all prepared each morning. I really appreciate the care they put into everything. They shared stories about the history of the town and we always had an abundance of conversation. The town was quaint and beautiful with a lot of neat little stores and excellent cuisine. Weather was great with a slight breeze from the water. We will definitely be back.”


“My choice for a weekend winter escape! No Crowds! Shopping, Cafés, Museums, Pubs & Saloons, all with no crowds! ENJOY!”