Events


April 2, 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

TBD, 6:30 p.m.–Community Conversations on Race

Please join us for the ninth St. Michaels Community Conversation, hosted by Bay Hundred Clergy and Chief Anthony Smith of the St. Michaels Police Department via ZOOM on Wednesdays (Dates TBD.) This series of conversations, dedicated to hope, peace, and unity, brings us together as a community to try to find common ground on ways to address race-based systemic inequities and injustices that are evident in many institutions throughout our nation and in our region.

Join Zoom Meeting by computer or smart phone:
https://us02web.zoom.us/j/86875619249?pwd=RGltT25NMUJ6VjVhdElxbGw0blFJZz09
Meeting ID: 868 7561 9249
Passcode: 547619

Join by Phone
1 301 715 8592 US
Meeting ID: 868 7561 9249
Passcode: 547619

RECORDINGS OF PREVIOUS CONVERSATIONS
July 1 Topic: So You Want To Be An Ally? Click here to watch on FACEBOOK.
July 8 Topic: Police and Crisis Response Panel Discussion Click here to watch on ZOOM.
July 15 Topic: Health and Healthcare Disparities Click here to watch a VIDEO.
July 22 Topic: Education Disparities Click here to watch a VIDEO.
July 29 Topic: The Intersection of Race, Policing, Health and Education. Where do we go from here? Click here to watch a VIDEO.
August 5 Topic: Let’s Talk About Race. We Are Game! Are You? No Video for this session.
September 16 Topic: Vote! Vote! Vote! Click here to watch a VIDEO.
November 4 Topic: The Media and Racism Click here to watch a VIDEO.
By Authority of Chief Smith of the St. Michaels Police Department

The Commissioners of St. Michaels issue the following statement regarding the death of George Floyd

The Commissioners of St. Michaels unanimously condemn the actions of the Minneapolis Police that caused the death of one of their citizens, George Floyd. We call on police departments and public safety organizations across the country to adopt policies of inclusion, engagement and most importantly respect for its citizens.

We believe that if police departments across the country adopted the approach to public safety that has been implemented in St. Michaels, MD, this terrible result and others like it could be avoided. Our town’s public safety is led by our Chief Anthony Smith. He has spent his entire adult life in law enforcement, 25 years with the Maryland State police and 14 years with St. Michaels. He believes in and strictly enforces the concept of community policing and he is always vigilant and will not tolerate any form of racism within our police department. He and all of his officers know our residents personally. They work with our youth on a daily basis and as a result have developed a trust within the community. They run programs, such as SMYLE that is funded by the town and its residents, that engage our young people with the police. Arrest or detention is always the last resort. As a result, St. Michaels has one of the lowest records of arrest of many towns in Maryland.

We believe that all police should interact with citizens and visitors at a personal level and that treating everyone with dignity can co-exist with law enforcement.

By Authority of Commissioners of St. Michaels

TBD, 8:30 a.m.—Conversation with a Commissioner

Join Commissioner Mike Bibb for coffee and discussion of current projects, ideas, and citizen concerns.
Usually held on the third Saturday of each month at 8:30 a.m. in the Boy Scout Cabin at 407 St. Mary’s Sq.

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Autofest 2020

When: Saturday, September 26, 2020, 9 a.m. to 2 p.m.
Where: Classic Motor Museum, 102 E. Marengo St. St. Michaels, MD

The Classic Motor Museum is happy to announce the third annual AutoFest! AutoFest is free to attend and there will be something for everyone including:

  • Classic car show (30 vehicle cap, pre-registration strongly suggested)
  • Antique American LaFrance firetruck on site for wonderful photo ops
  • Discounted CMM Membership Booth (one day only!)
  • Cars & Coffee with Blue Heron Coffee Roasters
  • Sit down discussion with former Ford Mustang designer, John Aiken
  • Sheriff Gamble’s team for Talbot Goes Purple
  • Silent Auction with great local items as well as car related items!
  • 50/50 Raffle
  • Food truck
  • Live Music from the legendary Kenny Haddaway!
    …and much more!

To register for the car show, click here.

Admission to AutoFest is free, and admission to the Exhibit Barn is $15/couple, $10/single, $5/Student, Under 6 free

**PARKING WILL BE AVAILABLE AT THE ST MICHAELS SCHOOL LOT – ONLY CAR SHOW VEHICLES CAN PARK ON THE MUSEUM LAWN**
(Directions: From the High School lot, it is a 2 block walk. Seymour Ave to New Lane to Marengo St)

**Please note that masks or facial covering must be worn while on the museum campus when social distancing cannot be observed**

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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 17-18, 2020
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 10. Participating area businesses are competing in the Second 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.

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Date: Sunday, October TBD 2020
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.

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OysterFestDate: Saturday, October TBD, 2020 — 
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. Last year’s People’s Choice award went to Sunflowers & Greens of Easton, Md., who will be returning for this year’s stew competition.

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.

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Date: December TBD, 2020, 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!!!

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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!

LIKE our Facebook page!

Visit our calendar of events page!

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!”

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Date: March TBD, 2021
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, 2021 from 11:00 a.m. – 4:00 p.m. during the Chocolate Crawl, sampling amazing artisan chocolates, desserts, locally crafted wine, beer and spirits. Pre-Purchase Chocolate Crawl Tasting Tickets (minimum 5 tickets).