Fabulous Fall!

Come to Easton on Maryland’s beautiful Eastern Shore. The fabulous fall weather, warm sunny days and crisp evening temperatures, make the area a popular destination for enjoying a wide variety of outdoor activities: sailing or kayaking on the Chesapeake or one of our rivers; playing golf on one of the numerous golf courses; testing your aim with sporting clays; welcoming the return of the Canadian Geese; watching eagles soar or catching a glimpse of other migratory wildlife in nearby refuges; a lazy stroll down our tree lined streets or extended Rails to Trails; cycling the Tred Avon Circle; or just take it easy and explore the local flora, fauna and changing colors of the leaves and water grasses.Visit our unique antique shops, eclectic art galleries, Art Museum, and dine in our visitor friendly coffee shops and renowned restaurants.

Our evening diversions are just as enjoyable as our daytime activities. Easton has live theater, live music, movies, and a range of restaurants to please any palate and fit any price range. Extend your visit and indulge in a cozy stay in one of our gracious Victorian Bed and Breakfast, or Historic Inns, enjoying a leisurely morning breakfast before exploring the 8th Best Small Town in America.

Easton, Maryland, “the 8th Best Small Town in America” is an arts and cultural center with a population 16,500+ individuals who love living in a small town that offers the best of many worlds: access to large metropolitan areas like Baltimore, Annapolis, Washington, and Wilmington; good health care from a strong local hospital and medical community; casual and gourmet dining; shopping for all budgets from collectibles to fine antiques; eclectic art galleries; several public golf courses; the splendid Chesapeake Bay and its tributaries in their backyard for sailing, canoeing, kayaking, and crabbing; an historic Town Center with Colonial and Victorian architecture; and an active local community that welcomes new ideas and enthusiasm.

Maryland State Park Passports and Trail Guides available online at http://shopdnr.com from The Maryland Department of Natural Resources.

Be prepared for Fall/Winter travel and Bay Bridge conditions.

  • Do not use mobile devices while driving.
  • Do not tailgate. Leave 3 seconds between you and the car in front of you.
  • Avoid distractions and sightseeing when crossing the bridge.
  • Follow overhead lane signals and obey speed limits.
  • Make sure headlights, taillights, brake lights and blinkers are all properly functioning.
  • Plan ahead – call 1.877.BAYSPAN for real-time traffic conditions.
  • Visit baybridge.com for live traffic cams.
  • Make sure your E-ZPass Maryland account is up-to-date by visiting ezpassmd.com.

Events

November 2026

Talbot Historical Society Museum – Approximately 1000 vintage photos tell the fascinating story of Talbot County and its people. Award-winning formal gardens are open daily. New Exhibit“We the People of Talbot County”. Exhibit Wednesdays through Saturday, 10 AM – 3 PM. The Denton Extended Museum and Hill Research Center, 25 S. Washington Street, Easton. 410-822-0773.

Academy Art Museum – Permanent Collection contains more than 1,000 pieces including core holdings of European and American works on paper. Academy Art Museum, 106 South Street, Easton. Tue & Wed 10 AM – 4 PM; Thurs 10 AM – 6 PM; Fri 10 AM – 7 PM; Sat & Sun 10 AM – 4 PM. 410-822-2787.

Amish Country Farmers Market every Thursday through Saturday – indoor market offering fresh produce, meats, dairy products, furniture, handcrafted items, and indoor and take away dining and more! Thurs 9 AM – 6 PM; Fri 9 AM – 7 PM & Sat 9 AM – 3 PM. Easton Plaza, 101 Marlboro Avenue, Easton. 410-822-8989.

First Friday Art Walk – 5 – 8 PM. Come out and enjoy the extended hours of the galleries and have an artistic adventure! New exhibits, gallery owners serving lite bites and refreshments, meet artists or special guests. Easton town center.

Easton Farmers’ Market – Saturday 8 AM – Noon year round. From local produce growers to watermen, from bakers to crafters and local artisans, the Market provides an entire meal, home decor and unique gift items in a friendly and festive environment. Live music beginning at 10 AM. 114 North Harrison Street, Easton. 410-924-7279. https://avalonfoundation.org/farmers-market.

St. Michaels Farmers Market – Saturday 8:30 – 11:30 AM Beginning April  – Nov 22. 206 S. Talbot Street, St. Michaels.

Classic Motor Museum – Celebrate the American love affair with cars! Displays of classic cars, motorcycles and other motorized things that move. Friday & Sunday 11 AM – 3 PM; Saturday 9 AM- 4 PM.  102 E. Marengo Street, St. Michaels. 410-745-8979.

St. Michaels Museum at St. Mary’s Square – Three 19th century buildings filled with art, artifacts and photographs preserve the legacy of a waterfront town formed in the years after the Revolutionary War. 201 E. Chestnut Street, St. Michaels. 410-745-9561.

Water’s Edge Museum – Featuring 170 historic paintings, lithographs, books, artifacts and furniture – all original works and items representing the founding Black families of Maryland. 101 Mill Street, Oxford.

The Oxford Museum – Reflects Oxford’s evolution from its colonial roots to becoming one of the premier destinations on the East Coast for recreational sailors. 101 S. Morris Street, Oxford. Admission is free with special programs free to Museum Members. Museum hours Friday through Monday 10 AM – 4 PM.  410-226-0191.

John Wesley Church & Nellie Brooks Leatherberry African American Museum – Cemetery outside this 1875 church building predates the Civil War. The museum hosts rotating exhibits on African American history and culture.  4957 Evergreen Road, Oxford.

Rural Life Museum of Trappe – For centuries the Trappe area has exemplified farm life, Pictures, documents and artifacts that show how generations of farmers have lived and worked. 29241 Backtown Road, Trappe. 410-253-9985.

St. Michaels Second Saturday Art Night Out – Art galleries are alive with special events for the launch of their monthly Second Saturday “Art Night Out” celebrations. Enjoy a walking tour of six fine art galleries, all centrally located on Talbot Street, St. Michaels.

Cambridge Second Saturday and Art Walk – Features an Art Walk with free art gallery receptions and specials in the independently owned shops and great dining. Shops and galleries are open all day and into the evening with The Art Walk starting at 5 PM. Live music is offered at several restaurants later in the evening. Downtown Cambridge.

Skipjack Nathan of Dorchester – 10 AM – Noon. Catch the Wind, Dredge the Bay, Savor the Story. Saturday public sails departing Long Wharf, Cambrige. 410-228-7141.

Chesapeake Bay Maritime Museum explores and preserves the history, environment, and culture of the entire Chesapeake Bay region, and makes this resource accessible to all. Our members and guests enjoy transformative experiences as they encounter Chesapeake Bay history firsthand through real people, real work, original artifacts and exhibitions, visual arts, and Chesapeake artifacts.

Chesapeake Ghost Tours – Most Friday & Saturday Nights. Ghost Walks & Bus Tours. Step into the mystical landscape of the Eastern Shore. Experience the history and the “mystery” of Chesapeake Country. The spirits of watermen, pirates, seafood barons, slaves, politicians, witches, and murderers lurk in the shadows…haunting the towns, waterways and farms. Let our storytellers enchant as you enter the Chesapeake spirit world. A different tour every weekend including Berlin, Ocean City, St. Michaels, Cambridge, Easton, Salisbury, Pocomoke Forest, Princess Anne, Snow Hill, Denton and Crisfield. Advance ticket purchase required. Tickets $20 adults/$18 for children 8 to 12 years of age, free for children under 8 years of age. 443-735-0771.

Historic Sycamore Cottage & The Women’s Hall of History – Step back in time and live history like never before. Saturdays 1 PM. 417 High Street, Cambridge. Admission: $5, children under 10 admitted free. Sponsored by The Cambridge Woman’s Club.

Old Wye Mill & Mill Shop – During the months of May through October, 10 AM – 3 PM, on Wednesdays through Saturdays, and on Sundays from 1 – 3 PM. The Mill’s grinds flour/cornmeal on the first and third Saturdays of each month. The Old Wye Mill is America’s oldest operating gristmill, built in 1682. The Mill operated continuously through the American Revolution and Civil War, even providing flour for Washington’s Continental Army. The Mill is proud to provide experiential education through demonstrations. Route 662, Wye Mills. 410-827-3850.

Pickering Creek Audubon Center – A 450 acre natural area and wildlife sanctuary. Over five miles of walking trails through forest, meadow, wetlands, and shoreline are open to explore year round, dawn to dusk, free of charge. 11450 Audubon Lane, Easton. 410-822-4903.

Nov 5: Jake Shimabukuro – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 5: France vs. Italy Wine Dinner – 6 – 8 PM. Featuring 4 course & 4 wine pairings. Each course will showcase a French component vs. and Italian component, paired with wine to complement every bite. Tidewater Inn, Hunters Tavern, Dover and Harrison Street, Easton. Reservations required. Tickets $99.00 per person.  410-822-4034

Nov 5: True Crime Thursday – 7 PM. Investigate a real-life mystery with our true crime expert, Bri Litteral. Help solve the case by eliminating suspects, determining weapons, and mulling over motives. Charcuterie snacks included. Chesapeake College, Todd Performing Arts Center, Wye Mills. Admission $20.

Nov 6: Lone Wolf & Dave McQuay – Folk Rock – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 7: Christmas Shoppe – New for 2026 hand-painted Christmas balls featuring the Mill and celebrating the country’s 250th celebration. Each signed, dated, and numbered by the artist Laura Hemsley fpr $35.00. New this year are ceramic birds on picks to place in a flower pot. Ceramic mice and other unique items created exclusively for the Old Wye Mill. The Old Wye Mill, Wye Mills. 410-827-3850.

Nov 7: Skipjack Rosie Park Evening Sail – 10 AM – 1:30 PM. Cheasapeake Bay Maritime Museum, 213 North Talbot Street, St. Michaels. Admission charge.

Nov 7: OysterFest – 10 AM – 4PM. Full slate of festive activities to celebrate the Bay’s favorite bicvalve. Cheasapeake Bay Maritime Museum, 213 North Talbot Street, St. Michaels. Admission charge.

Nov 7: Ali Webb & Friends – Jazz Vocalist – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 10 & 11: 2026 Decoy Tailgate Show – 8 AM – 2 PM. Talbot County Community Center, 10028 Ocean Gateway, Easton. 410-770-8050.

Nov 13 – 15: 55th Annual Waterfowl Festival – Numerous locations throughout Easton.

Nov 13: Interview with an Outlaw Gunner with Mike Mielke and Don Casson – 1 PM. Have you ever wondered what it was like to be an outlaw gunner? Step back in time to 1928 for a special reenactment at the Gardens at Historical Society Campus. 410-822-0773. kaylaw@talbothistory.org

Nov 13: Chloe Kimes – Nashville Country – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 14: Interview with an Outlaw Gunner with Mike Mielke and Don Casson – 1 PM. Have you ever wondered what it was like to be an outlaw gunner? Step back in time to 1928 for a special reenactment. Avalon Theatre, 40 E. Dover Street, Easton. 410-822-0773. kaylaw@talbothistory.org

Nov 14: Fitzkee Brothers – Southern Jam – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 14: Next Generation Showcase – 7:30 PM. Recital with rising stars of the piano from around the world. Prager Family Center for the Arts, Ebenezer Theater, 17 South Washington Street, Easton. 720-560-6358.

Nov 15: Interview with an Outlaw Gunner with Mike Mielke and Don Casson – 1 PM. Have you ever wondered what it was like to be an outlaw gunner? Step back in time to 1928 for a special reenactment at the Gardens at Historical Society Campus. 410-822-0773. kaylaw@talbothistory.org

Nov 18: Viva Verdi – 7:30 PM. Making a rare appearance in the United States, a Verdi baritone of historic impact and global demand comes to Easton, featuring Ludovic Tezier, baritone and Bryan Wagorn, piano. Gala Event/Black Tie Optional. Prager Family Center for the Arts, Ebenezer Theater, 17 South Washington Street, Easton. 720-560-6358.

Nov 19: Low Lily – Indie Folk Pop – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 20: The Reagan Years, Dance Floor Open – 7 PM. Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 20 & 21: Almost, Maine by John Cariani – 7 PM.  Poignant theatrical experience tells nine stories of love and loss in a mythical town. Cadby Theatre, Chesapeake College, Wye Mills. Admission $20/Students $10.

Nov. 20: Movie Night at The Ebenezer – The Hundred-Foot Journey – 7:30 PM. Concessions include a fusion of French and Indian small plates, a feature cocktail, and selections from the bar. Prager Family Center for the Arts, Ebenezer Theater, 17 South Washington Street, Easton. 720-560-6358.

Nov 21: Newmyer Flyer: A Joni Mitchell Songbook – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Nov 21: Chesapeake Music Presents Synchrony Quartet – 7:30 PM. Prager Family Center for the Arts, Ebenezer Theater, 17 South Washington Street, Easton. 720-560-6358.

Nov 22: Almost, Maine by John Cariani – 2 PM.  Poignant theatrical experience tells nine stories of love and loss in a mythical town. Cadby Theatre, Chesapeake College, Wye Mills. Admission $20/Students $10.

Nov 26: Thanksgiving Buffet – Noon – 4 PM. Tidewater Inn, Hunters Tavern, Dover and Harrison Street, Easton. Reservations required. $65 per person; children 5 – 12 years of age $26; children under 5 years free.  410-822-4034

Nov 28: The Seldom Scene – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

December 2026

Dec 3: Mid-Atlantic Symphony Orchestra: Holiday Joy – 7:30 PM. Celebrate the season with the Symphony’s Holiday Joy Concerts, festive favorites, carols, and orchestral music for the whole family. Chesapeake College, Todd Performing Arts Center, Wye Mills. Admission

Dec 3: Parsons Family Christmas – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Dec 4: Grace Potter – 8 PM. Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Dec 4: Medium Debbie – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Dec 5: Easton’s Holiday Parade & Tree Lighting – 5:30 PM. Join in the festivities before the parade, Santa arrives in Thompson Park, Dover & S. Washington Street, Easton. Parade begins at 6:30 PM.

Dec 5: Samson et Delila – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Dec 5: Medium Debbie – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Dec 5: Queen Anne’s Chorale: Kool Yule – 7 PM. Music to get you into the holiday spirit. Traditional audience sing-along and reception are part of the fun. Chesapeake College, Todd Performing Arts Center, Wye Mills. Admission

Dec 31: Crab Drop – Easton Town Center Discovereaston.com

January 2027

Jan 24: Delmarva Big Band – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Jan 27: Bob Schneider – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

Jan 30: Soaring Eagles – Eagles Tribute – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

February 2027

Feb 5: Colin Hay – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299

410-822-7299

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