Easton MD and Surrounding Talbot County

Last Updated on November 13, 2021 by Editor

WHY GO: Talbot County, with its largest town, Easton MD, sits on the Eastern Shore of Chesapeake Bay. The area has been a farming region since time immemorial it seems, with 100,000 acres of land cultivated by up to 11th generation families.

But lately, prosperous DC, Baltimore and even NY area retirees have been moving in, seeking peace and quiet, spellbinding sunsets, and neighbors, like them, who have a fondness for fine locally sourced dining, unique shops, and the arts. The County also includes St. Michaels and Oxford, two MD towns already covered by the Mavens. Read on for more to do in this lovely Chesapeake province.

Easton and Talbot County is on our list of 17 Best Romantic Getaways in Maryland. Check it out for more adventures with your loved one.

Things to Do in Easton MD and Greater Talbot County

Academy of Art painting - Easton MD

VISIT: Academy Art Museum, Easton

Though small, this museum is a vital community institution, with exhibits ranging from Art Academy member’s work to world-renowned artists’ shows. Considered a Regional Art Museum, the Academy is “dedicated to bringing great art to the Eastern Shore.”

It also brings a lecture series, dance classes, concerts, workshops demonstrations and special events to its sunlit galleries and grounds. $3, Mon-Thurs. 10am-8pm, Fri-Sun 10-4. Free Admission on Wed.

Exterior of Avalon Theater at night - Easton MD

GO: Avalon Theater, Easton

This small town showcases some mighty big performing acts, from Second City Improv to top musicians and bands. The Avalon Foundation also sponsors Plein Air Easton, the largest and most prestigious outdoor painting competition in the United States.

Ghost walk tour at Avalon Theater in Easton MD

GHOST TOUR: Easton Ghost Tour with Chesapeake Ghost Tours, Easton

From the CGT webpage: “Enjoy a guided night walk through the Town of Easton, historically the “Eastern” capital of Maryland. Hear about the spirit of Marguerite, the murdered actress found in the elevator of the Avalon Theater. Learn about Mr. Grymes who is still demanding fine service of the staff at the Tidewater Inn. Meet “The Colonel” who haunts the courthouse and the phantom man in a blue suit who rides the elevator in the old jail.

Hear how the spirit in the old Odd Fellows hall has “touched” the staff at the Clay Bakers. Visit the Home of the Friendless, the Eastern Shore’s oldest orphanage and listen for sound of Solomon Barrett playing his fife and drum in the old cemetery that also has two “healing trees.”

The scariest stop of all will be at Foxley Hall, the most haunted house in Easton where mist and fog frequently appear inside the kitchen and living area, and where the screams of a woman are sometimes heard from a 3rd floor room.  You’ll learn much about Easton’s history and more about the spirits that still hang around.” Check website for times, $20 adults, $15 kids.

Old Wye Mill - Wye MD

VISIT: Wye Grist Mill, Wye Mills

Originally built in 1682, this modest, still working gristmill supplied ground wheat to George Washington’s troops at Valley Forge. The lower level is a “Museum of Wheat” depicting history of the grain in the area (now mostly planted with Soy and Corn, used as feed for the poultry industry), and upper level where you can watch a milling demonstration and purchase bags of flour, buckwheat, cornmeal and other ground products, right from the source. Open Mid May to Mid Nov, Mon-Sat 10-4, Sun 1-4.

Decorative Corn

VISIT/TOUR/FUN: Councell Farms, Cordova

With the threat of being crowded out by Big Agri-Business, family farms must innovate to stay solvent. Some have turned into wineries or breweries, others to growing specific “artisan” produce. Councell Farms does something else entirely. It’s got the most engaging, exuberant human-powered playground you’ll ever see in a fallow field.


For just $6, your kids (and/or your “inner child”) can climb up to sit in the cab of a decommissioned combine then slide back down through a plastic tube, pedal tricycle go-carts, pump water the old fashioned way, jump on a massive bounce-ball, shoot scarecrows with slingshots, race plastic ducks, wind your way through a straw or corn maze, and plenty more.

When exhausted, have an ice-cream cone from the on-site creamery and then buy some just-picked produce or autumnal decorations to take home. Open late June thru October, Farmstand and Field of Fun open daily 9:30-5:30, $6 per person.

Wine pour at Triple Creek Winery

VISIT: Triple Creek Winery, Cordova

Three brothers, Paul, Alex and Corey Spies, opened this winery on their farm because “our family is very social.” Twenty five years ago the Spies planted vines on their property for other winemakers in the area, with more added six years ago.

Wine grapes on the vine - Triple Creek

As most visitors (94%) who drop in are “new to wine,” Triple Creek focuses on the type of vintages that suit them; Blackberry Rose being the biggest seller.

English cucumber production - Fox Meadow - Cordova MD

To increase sales, the Spies also started growing English Cucumbers in hothouses on the farm. They now ship 1,600 cases of the plastic-wrapped tea-sandwich veggie to Whole Foods in Baltimore and DC per week. Tasting Room open Sat 2-8pm, Sun 1-5. Check website for concerts and events. 

Restaurants In Easton MD

EAT: Locals Recommend

Out of the Fire for wine and casual bites in a elegant café setting, Headwaters Seafood & Grille for fresh bayfood, Bas Rouge for refined modern European, and Doc’s Downtown for traditional Eastern Shore fare.

Hotels in Easton MD


STAY: Tidewater Inn, Easton

This is the granddaddy of inns in Easton – smack in the center of town. A curved staircase was all that was left of the place when the original burned to the ground in 1944. The graceful stairway has been incorporated in the lobby of this distinguished brick hotel, rebuilt and reopened in 1949.


Rooms and suites were updated in 2016, with clean-lined traditional décor (lots of grey – no floral chintz), new stunning bathrooms and modern amenities. Room rates from $149 offseason.

Easton MD Talbot County Pin