Events


October 4-5—Mid-Atlantic Small Craft Festival XXXVI

MASCF_02CBMM_ModelExpo_01 copyDates: Friday, October 4 &
Saturday, October 5, 2019, 10am – 5pm

Please note: Public dates for this event are now Friday & Saturday. Participant dates are still Friday – Sunday. Please check back for details. Admission is good for both Saturday and Sunday and is $15 for adults, $12 for seniors, $6 for children ages 6 to 17, and FREE for CBMM and children 5 and under. All museum exhibitions will be open throughout the event.

Location: Chesapeake Bay Maritime Museum

On Friday & Saturday, October 4 & 5, 2019, the Chesapeake Bay Maritime Museum will host one of the nation’s largest gatherings of small boat enthusiasts and unique watercraft at the Mid-Atlantic Small Craft Festival XXXVI.

Hundreds of amateur and professional boatbuilders and enthusiasts come from all over the region to display their one-of-a-kind kayaks, canoes, and other traditional small craft.

Sailing skiffs, rowing shells, kayaks, canoes, paddle boats, prams, and one-of-a-kind boats will be on display and in the water throughout this family-oriented event. Small craft owners hailing from all over the country will also be available to share their knowledge and boating experiences with guests.

Scenic river cruises aboard the 1920 buyboat Winnie Estelle will be available Friday & Saturday, along with food, and beverages on Saturday.

Museum shipyard staff and Chesapeake Wooden Boat Builders School instructors will be on hand Saturday to offer boatbuilding workshops and maritime demonstrations. Beginning at 1 p.m. on Saturday, a lively Miles River race of small craft can be watched from the museum’s waterfront and docks. Festival-goers can also vote for their favorite boat, with the People’s Choice award and others announced among participants on Saturday evening. VVisit CBMM HERE for more info!

For safety reasons, non-service dogs need to be kept home during the Mid-Atlantic Small Craft Festival and all CBMM festivals. Leashed dogs are only permitted during non-festival days.

October 19-20—Fall into St. Michaels

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 19-20, 2019
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 13, 2018. 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.

October 20, 10 a.m.—Jack Russell Races

Date: Sunday, October 20, 2019
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 TBD, 11-4—CBMM OysterFest

OysterFestDate: Saturday, October TBD, 2019 — 
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.

October TBD, Noon-6 p.m.—Fall WineFest

Due to overwhelming demand from our faithful WineFest fans, the WINEFEST organizing committee has decided to organize a one day Fall WineFest on October TBD, 2019. This Wine “Cellar”bration is an opportunity to stock your wine cellar before the holiday season!

Tickets available HERE!

Discover new wines and revisit those hard to find favorites from last year.

One Amazing Venue
This Georgian style house built in 1807 by Col. Joseph Kemp, a Revolutionary soldier and hero of the War of 1812, has become the “can’t miss” venue of WineFest at St Michaels. Chef Adam Sanders, a fixture at the Kemp house, will be on hand with delicious gourmet food.

Fabulous Wines
The Kemp house will feature 40-60 carefully selected wines which have been chosen to offer something for everyone: sparkling, whites, rose’s, reds, and dessert wines. If you know Winefest and its 10-year history, you know these wines will have global appeal. The list will include both domestic and international varietals.

VIP Wines
We will offer both a regular ticket which provides tastings of 40-60 wines, as well as a VIP ticket which provides access to both the regular venue as well as the VIP tent. Those of you who have previously attended WineFest VIP events will not be disappointed by the wines that the WineFest team has picked out!

October TBD, 1 p.m.—Annual Auction to benefit Fire Departments

Date: 38th Annual Volunteer Firefighters’ Auction, Sunday, October TBD, 1 p.m.- til
Location: Harrison’s Eastern Shore, 1216 S. Talbot Street

We are pleased to announce that the 39th Annual Volunteer Firefighters’ Auction will be held at Harrison’s Eastern Shore Restaurant. 100% of the proceeds of this auction will benefit the St. Michaels and Tilghman Island Volunteer Fire Departments. This is the largest fundraiser of the year for both departments, and it would not be possible without the generous donations that we receive from our local community partners. Our goal this year is to raise $70,000!

Please consider supporting our event by donating a gift certificate(s), merchandise, and/or a service(s). In addition to our traditional live auction, we are hoping to add a silent auction this year. All donations are greatly appreciated and are tax deductible. A receipt will be delivered to you when your item(s) is picked up.

A donation form for auction items is attached. Please complete the form and then call or email us and we will arrange a time that is convenient for you! We would like to receive all donations by Sunday, October 21st.

Thank you for your continued support! We hope to see you Sunday for food, fun, and fundraising!

Contact Jessica Boyd Kastel, Auction Committee Chairperson, auction@stmichaelsfd.org

October 31—Halloween

images-4Date: Monday, October 31st for Halloween “Trick-or-Treating” for children 12 years and under from 6-8 p.m.

St. Michaels is a fun place for kids and adults to celebrate the spooky night. Residents and businesses have (almost) as much fun as the kids.

Be safe!

November 23, 10 a.m.—Thanksgiving Parade of Classic Cars

The Classic Motor Museum of St. Michaels will host the 6th Annual Holiday Parade on November 23rd, 2019 at 10:00 AM. To register-your car, contact the museum by phone: 410-745-8979, email: classicmotormuseum@gmail.com, or register online at: classicmotormuseum.org. Registration is free, but space is limited, so register early.

Cars will begin to line up at 9:00 on Rt. 33 at the Ballfield/Inn at Perry Cabin. The parade will proceed through town to the Classic Motor Museum at 102 E. Marengo Street. The public is invited to the Museum after the parade for hotdogs courtesy of the the CMM Student Chapter AACA Club.

December 7—Midnight Madness Shopping

_DSC8139View our lovely Christmas Video here!

Date: Saturday, December 7, 2019
Location: Talbot Street and throughout the town shopping area

Mark your calendar for the BIGGEST shopping day of the year! If you’ve ever been to Midnight Madness in St. Michaels, you’ll definitely be back for this year’s 15th annual event.

Great shops will be open ’til Midnight with refreshments and snacks, and special sales for that day and evening. The Town will be festively decorated for the season, and Carolers stroll the streets. You may even meet Santa…

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.

Midnight Madness is a reminder of how important the small-business sector is to our economy and why it’s so important to “Shop Local” all year round. The movement to “Shop Local”, especially during the holidays, is needed to help support the locally owned small businesses that create jobs, boost the economy and preserve our hometown businesses.

Best of all, with every purchase you’ll receive raffle tickets to WIN fabulous prizes! Last year lucky ticket holders won over $19,000 in gift baskets, St. Michaels Shopping Dollars, and special bonus prizes.

Drawings start at 11:30 p.m. and you must present to win.

Participating restaurants and accommodations will be giving out special Ticket Redemption Coupons on December 1st and 2nd, so make your reservations today!

The drawings will be held on the deck of the Galley, on the corner of Talbot and Mulberry Streets on Saturday, December 7th at 11:30 p.m. and remember, you must be there to WIN! For more info, visit Midnight Madness.

December 13-15—Christmas in St. Michaels

Golden_2013 Parade 9View our lovely Christmas Video here!

Dates: December 13-15, 2019
Locations throughout the town

Friday, Gala at Miles River Yacht Club

Saturday, Breakfast with Santa, Mid-Shore Band (Railroad), Celebration of Choirs UUMC, Parade, Santa Wonderland, Tour of Homes all weekend

Sunday, Tour of Homes all weekend

Christmas in St. Michaels is held annually the second weekend in December in historic St. Michaels, Maryland. For more than a quarter-century, both ticketed and free events including the Tour of Homes, Holiday Gala, Breakfast with Santa and largest Holiday Parade on the Eastern Shore have celebrated the arrival of the Christmas season. Proceeds from ticketed events and the sales of our very popular Collectors Ornaments have raised more than one million dollars to directly benefit local non-profit organizations in our community. We invite you to join us as we welcome Santa, the Christmas spirit and the joy of giving.

For more information, visit www.christmasinstmichaels.org