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Holiday Specials

The Town of St Michaels definitely has the holiday spirit!

We know that when it comes to planning your holiday celebrations, you want to spend time with the people you love most while creating memories that will last a lifetime. We've got some fun ideas for how to do just that right here in our picturesque harbor on Maryland's Eastern Shore. Christmas In St Michaels is truly a magical experience.

Holiday Activities & Place to Visit

Local Events

Midnight Madness
Location: St Michaels Maryland
Date & Time: December 3rd, 2022

Christmas In St Michaels
Location: St Michaels Maryland
Date & Time: December 9-11, 2022

 

Please see event details on Christmas in St Michaels website links for locations, dates, times and ticket information.

 

 

Breakfast With Santa

$10.00 Children ages 4-9

Saturday 8-10

 

Holiday Meals

TICKETS AVAILABLE AT LOCATION(S)
Saturday

Enjoy a delicious traditional Eastern Shore breakfast, lunch or dinner.

 

Holiday Music

FREE EVENTS
Saturday - Sunday

Join us around town throughout the weekend for free holiday music events. See website for locations and details.

 

Lighted Boat Parade

Saturday, December 10, 2022, 6pm

Back by popular demand is the Lighted Boat Parade around St. Michaels Harbor.

 

‘Light Up The Night'

FREE EVENT

Nightly during the Holiday Season 

Check website for an up-to-date listing of the best lighting displays in and around St. Michaels.

 

 

Marketplace and Sweet Shoppe

Friday Noon-3, Saturday 9-5, Sunday 10-3

Marketplace offers one-of-a-kind, artisan-crafted items and culinary delights available only during this weekend event. See website for details.

Located on St. Mary's Square to find gifts for everyone on your list!

 

Santa Dash

REGISTER HERE!

Saturday 10:30am

Santa Dash is held RAIN OR SHINE. See website for details.

 

Talbot Street Parade

FREE EVENT
Saturday 10:30am

Parade is held RAIN OR SHINE. Only lightning can stop Santa from coming!!

 

Tour of Homes

$25.00 Tickets

Saturday 11am-5pm & Sunday 11am-4pm

 

Holiday Shopping 

Guilford and Company
Address: 101 N Talbot St, St Michaels, MD 21663, United States

Ophiuroidea "The O"
Address: 100 S. Talbot Street  St. Michaels, MD  21663

The Preppy Redneck
Address: 213 S. Talbot Street  St. Michaels, MD  21663

The Christmas Shop
Address: 216 S. Talbot Street  St. Michaels, MD  21663

Pemberton
Address: 204 S. Talbot Street  St. Michaels, MD  21663

Brackish Life - More than just a t shirt shop

The Christmas Shop - who doesn't love Christmas 365 Days a Year!

Chesapeake Trading Company - Wonderful Book Selection and Classic Gifts - Special Discount for ASTA Members

Sea Captains Cottage - Uniquely Curated and hand crafted items

Wood Crafted Artisans -Wooden Maps, Gifts and Bowls

American Holiday - Great Selection of Stores - Household Items, Furniture, Clothing and on and on 

Come By Chance - Check out the Darling new St Michaels Canvas Tote Bags!

Silver Linings - Go ahead and pick up something a little special for yourself

Pizzazz - SO MUCH FUN!

Old Town Candy Company - Sweet Treats!

Simpatico - 10% off for St Michaels Inn Guests

Olivins - Olive Oils & Vinegars, take home a special gift for a friend

 

Holiday Dining

Ava's - 409 S Talbot St -  Wood Fired Pizzas, Salads, Meatballs and so much more

Cafe 401 - 401 S Talbot St - Brunch and Now Dinners

Corah's Corner - 105 N Talbot St - Try the zoodle bowl with tuna, smoked fish dip! 

Carpenter Street Saloon - 113 S Talbot St - A real Eastern Shore Breakfast

Gina's - 601 S Talbot St - Fun, Relaxed atmosphere, delicious tacos, quesadillas and oh my the Tres dippes  (relaxed outdoor, pescatarian fare)

Blu Miles - 305 Mulberry St - A newcomer to St Michaels, waterfront dining, Seafood and Mediterranean Food

Foxy's - 125 Mulberry St - Waterfront fun & food,

Harrison Harbor Lights - 101 N Harbor Rd - Beautiful views of St Michaels Harbor, phenomenal crab cakes, Ms. Alices stewed tomatoes.

The Bistro - 403 Talbot St - Upscale Local Fare - Try the Braised Short Ribs

 Limoncello - 200 S Talbot St - Upscale Italian - Try the Pappardelle allo Zafferano

The Galley - 305 S Talbot St -  The Treetop lounge is a great way to celebrate St Michaels. We really enjoy stating out the day on the patio with the Crab Cakes Bene

Plates at 208 - 208 Talbot St - Mediterranean meets St Michaels 

Theos  - 407 S Talbot St - Upscale Steak House, but I am going to suggest the Thanksgiving Dinner ‘365' and we love the Burgers there too!

Ruse - 209 N Talbot St - Just opened in 2021, a wonderful addition to St Michaels

Eat Sprout - 114 S Talbot St - On the Run, Great Grab & Go Selection of Healthy, Organic foods

 

Our Holiday Specials

Christmas In St Michaels

Christmas In St Michaels

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Rate: $150 Per Night ; plus applicable Taxes