This Mother’s Day, treat your mom to an extra special day in Talbot County by exploring our historic towns offering small-town charm, a vibrant arts scene, and exceptional local cuisine.
Reservations are highly recommended!
In Easton
Deemed the “big city” of Talbot County, Easton is as sophisticated as it is lively. Featuring a world-class theater, renowned art galleries and impeccably curated museums, it’s the heart of the Shore’s arts and culture scene. Easton has earned a reputation as the best dining destination in the Mid-Atlantic. A few options are below, or explore our full article on the Best Restaurants in Easton.
Located at the Tidewater Inn in the heart of downtown Easton, Hunter’s Tavern is the spot to take mom for an elegant dining experience. Their special brunch menu includes Maryland Crab Soup, a made to order omelet stations, and Scottish smoked salmon as well as other delectable options. Request to be seated outside for a view of downtown Easton in full bloom for spring.
Scossa’s fresh, made-in-house pastas and sauces accompany their fabulous wine list. When making your reservation, request a seat outside for a view of downtown Easton’s beautiful old court house and the Frederick Douglass statue directly across the street.
At the “t” of Royal Oak and Bellevue Roads stands a building harkening back to a bygone era. Inside, you’ll find the perfect spot for delicious tea inspired cuisine for dinner or weekend brunch. They are well stocked with fresh loose leaf tea, spirited tea inspired drinks, and a fabulous wine list.
Hint: Things to Do
See the current exhibition at the Academy Art Museum, take the Frederick Douglass Driving Tour, or tour The Hill Community, a neighborhood of Easton that’s been home to free African-Americans since the 1780’s. Check out the events calendar to see who will take the stage at the Avalon Theatre, or explore all that Easton has to offer.
In Oxford
Like an old-fashioned postcard, Oxford is picture perfect. Surrounded by water, with Town Creek to the east and the Tred Avon River to the north and west, the town’s waterways bustle with the passing of yachts, sailboats, and powerboats. Take a stroll back in time as you navigate the tree-lined streets, peppered with historic homes and picket fences. It’s a quiet escape, with water views around every turn. A must visit for ice cream lovers, is the Scottish Highland Creamery. For Mother’s Day, they’ll be serving some special flavors just for mom. Check their Facebook page for this year’s special scoops! If you’d like to grab lunch or dinner as well, explore our full guide on the Best Restaurants in Oxford.
Hint: Things to Do
Stroll over to Oxford Town Park along the Tred Avon River and enjoy the tide pool and small beach. Peruse the shelves and treat mom to her next mystery novel at Mystery Loves Company Booksellers, or hop in the car and enjoy a ride across the river on the Oxford-Bellevue Ferry. Explore our full guide on things to do in Oxford.
In St. Michaels
Nestled along the Miles River in the heart of the Chesapeake, the historic waterfront town of St. Michaels is home to museums and boutiques, gourmet restaurants and crab shacks, and plenty of adventure by land or by se. Foodies, sailors, wine connoisseurs and art enthusiasts alike can get lost in all the town has to offer. Whether you’re craving fresh seafood, gourmet cuisine, casual bites, or craft beverages, St. Michaels has something for every taste. A few options are below, or explore our full guide on the Best Restaurants in St. Michaels.
Mom can order the Famous Galley Glazer with fried egg, cheddar, bacon or sausage inside a warm glazed donut, yum! Pair it with a Bloody Mary garnished with Old Bay, or The Galley’s famous Bottomless Mimosas.
Named after the chef’s daughter, Cora’s is a great spot to stop after shopping in St. Michaels. Mom can enjoy a menu inspired by the owner’s love of the bay and local seafood.
Take your mom to paradise (without a passport) at Foxy’s Harbor Grille, located in the St. Michaels Marina. They live on island time here, and mom can join in with a selection from 14 Crushes, fizzy adult beverages using fresh juices and flavored vodkas, and lots of seafood choices.
Enjoy an unforgettable Mother’s Day amidst the beauty of the Miles River and the enchanting sounds of music at the Inn at Perry Cabin.
Hint: Things to Do
Book a cruise on the Patriot Narrated Historical Cruises, visit the Chesapeake Bay Maritime Museum, stop in Maryland’s oldest distillery at Lyon Rum, spend the afternoon enjoying the mile-long shopping along Talbot Street, or explore even more things to do in St. Michaels.
On Tilghman Island
A quintessential historic American waterfront village, Tilghman Island is just off the beaten path on the southernmost tip of Talbot County. Watermen reign, pristine landscapes abound, and crowds only exist at the annual crab feasts and docking contests. Whether you’re in the mood for fresh seafood, classic American fare, or a casual waterfront meal, Tilghman Island has something to satisfy your cravings. A few options are below, or you can explore our full guide to the Best Restaurants on Tilghman Island.
The quintessential small town eatery, Two if by Sea’s chef serves up a tasty brunch with dishes such as Crabbie Eggs Benedict with, you guessed it, crab; Croque Monsieur with French toast, ham, Swiss, bacon, gravy, and a fried egg; and an island favorite, Rockfish Salad.
The Wylder Hotel’s restaurant, Tickler’s offers a menu highlighting the freshest local produce, in a relaxed environment with both indoor and outdoor seating available, all served with waterfront views of the Chesapeake Bay.
Hint: Things to Do
Take selfies at the Tilghman’s Pride Mural. Visit the Tilghman Watermen’s Museum for a glimpse of the fisherman’s way of life, or explore all there is to do on Tilghman Island.
In Trappe
With a population just over 1,000 and an area of just under 3 square miles, Trappe is one of Talbot County’s smaller towns — but it has an outsized history. Whether you’re craving fresh seafood, a cozy café experience, or a casual meal, Trappe has a selection of great restaurants to explore, including The Coffee Trappe. For breakfast, their signature ‘Trappester’ Platter is a staple, or if it’s later in the day, pick from a selection of smoked meat. Here’s your guide to the best restaurants and eateries in Trappe.
Hint: Things to Do
Grab a cup of coffee to go and walk Trappe’s historic Main Street, ending at the Scotts United Methodist Church on the southern edge of town. Outside the church, a Civil War Trails sign shares the story of Nathaniel (Nace) Hopkins, founder of Trappe’s Emancipation Day Celebration in 1867. Explore more things to do in Trappe.
Make it a Weekend
If you’re coming in for the weekend, Talbot County has a variety of lodging options to meet your needs. Here, boutique inns and charming B&Bs can be found dotting the coastline. You’ll find historic hotels with modern amenities as well as hotel brands you’ve trusted for years.
