Events


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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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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.

The Blackthorn Irish Pub will have their annual event with live music and Bag Pipers.

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.

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Daffodil Days is cancelled due to the recent Governor’s order during this health Crisis, but please enjoy a VIRTUAL DAFFODIL DAYS TOUR video HERE 

Still want to enter the VIRTUAL Daffy-Dog Contest? Just dress your pup in a daffodil these and send us your photos HERE by April 28th.

3RD ANNUAL 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. Dress up your pooch or your pooches for the Daffy-Dog Costume Contest at 11 a.m. in Muskrat Park with winners for individual and groups of pups. Take a historic walking tour at 2 p.m. the St. Michaels Museum and 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 2021 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.

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Dates: April 4&5, 2020, Saturday, 10 a.m. to 5 p.m. & Sunday 10 a.m. to 4 p.m.
Location: Chesapeake Bay Maritime Museum

INFORMATION FROM 2019 FESTIVAL BELOW…

The 8th annual Eastern Shore Sea Glass and Coastal Arts Festival in St. Michaels, Md. now has a larger, waterfront location at the Chesapeake Bay Maritime Museum. The festival takes place at CBMM on Saturday, April TBD, 2020 from 10–5 pm and Sunday, April 7, 2019 from 10–4 pm. The new venue also expands the festival—which was previously held at the Old Mill in St. Michaels—to include scenic river cruises, live music, food, and libations. The Sea Glass Festival will feature more than 70 artisans many from the local Delmarva area, and others travelling from as far away as New England—who will exhibit and sell coastal and sea-glass related jewelry, home décor, art, and more. The festival also includes educational lectures about sea glass and its history along the shores of the Chesapeake Bay.

The Sea Glass Center will be exhibiting Beach Finds of the Chesapeake in CBMM’s Van Lennep Auditorium, which explores a sampling of the different types of finds discovered by those who seek to preserve the history of our region by collecting fragments of its past. From shark teeth and other 20-million-year-old Miocene-era fossils, through Victorian doll parts and marbles, to modern plastic toys and marine debris found today, the Chesapeake Bay holds history, treasures and trash alike to be discovered by beachcombers who search its disappearing shorelines.

The Sea Glass Center is a non-profit organization preserving and presenting the historical, artistic, and cultural significance of sea glass through education. The exhibit will be on display during the festival and at CBMM through June 29, 2019.

The two-day festival ticket includes entrance to the Eastern Shore Sea Glass and Coastal Arts Festival, educational lectures and documentaries, live music, all of the exhibitions and historic structures on the campus of the Chesapeake Bay Maritime Museum and is set at $15 for adults; $12 for seniors and retired military; $6 for children 6–17; $5 for CBMM members and active military (ID required); and free for member children 6–17 and all children 5 and under. Advanced admission tickets can be purchased online at web address, with tickets also sold at CBMM the day of the event.

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.

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

The Chesapeake Bay Maritime Museum is a non-profit educational organization dedicated to preserving and exploring the history, environment, and culture of the entire Chesapeake Bay region, and making this resource available to all. Every aspect of fulfilling this mission is driven by CBMM’s values of relevancy, authenticity, and stewardship, along with a commitment to providing engaging guest experiences and transformative educational programming, all while serving as a vital community partner. For more information, visit cbmm.org or call 410-745-2916.

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To keep up our spirits up during these tough times, Commissioner Dennis Glackin is spearheading a Town-wide fun event (thanks for the idea, Mary Lou McAlister) to have residents monitor how much they walk and turn it into a fun contest. The Governor’s Stay-at-Home Order encourages enjoying the outdoors and exercising while maintaining the 6’ social distancing.

The first week of the walking challenge has concluded.   Note: certain classes have been combined as there weren’t enough entries to keep things competitive.  The leaders as of Saturday, April 11 are as follows:

19-55 age group – Sherry, 8 hours
56-75 age group – Angeline, 12.25 hours
Over 75 – Deborah, 14 hours

Remember, I need your TIME spent walking. Time in minutes or hours is acceptable to submit. Steps don’t count. Next results due Saturday, April 18 at dglackin@stmichaelsmd.gov. Keep up the good work!

Here are the rules if you want to join in!

  • The contest starts Saturday April 4th, and ends at midnight on Thursday, April 30th.
  • Age groups are 5-18; 19-35; 36-55; 56-75; and over 75
  • Register with Dennis Glackin with your name, address and email address at dglackin@stmichaelsmd.gov and report the count of how many minutes you walk to him every Saturday. (Obviously, we will be operating on the Honor System.)
  • Stop and chat times during the walk should be excluded from the time walking, but are encouraged along the way (6 feet apart).
  • All walking should be outdoors, unless there is a physical reason that is not possible, then indoor walking can be counted.
  • When the stay-at-home order is lifted, we will have a Town-wide awards ceremony at Muskrat Park for the top finishers in each age category.
  • Check the At Home in St. Michaels Facebook page HERE for updates.
  • Remember…keep your social distancing.

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Date: Friday, VIP evening events. April TBD 2021 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.

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Rummage Sale Fall 2014-8303

Dates: Sale days are May TBD

Location: Christ Church, Episcopal Parish

Rummage Donation Tips – Your generous donations make our Rummage Sales possible – without them we would not have anything to sell! This spring, as you are sorting through your things and deciding what to recycle, please continue to send us only your gently used items. We are going to be more selective this year with large items like furniture because if they don’t sell, we have difficulty finding homes for them. If you have questions about your planned donations, please contact Judy Sandground 703-408-1890. Remember, the net proceeds from our sales go back into our community to support charities which are assisting children, youth and the elderly and providing food, shelter and health benefits. So, please start collecting NOW!