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
October 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.
Oct 2 & 3: Easton’s Fall Kickoff – Shop, Dine and Stroll the giant pumpkin trail in downtown Easton, taking in a variety of family-focused activities to help ring in the colder seasons. Free event offers pumpkin painting, fire juggling, live music, an outdoor movie night, and more. Easton Town Center. Discovereaston.com
Oct 2-4: Mid-Atlantic Small Craft Festival XLIII – 10 AM – 3PM. Cheasapeake Bay Maritime Museum, 213 North Talbot Street, St. Michaels. Admission charge.
Oct 2: Shoot For Success – Sporting Clays Tournament – The Point at Pintail, Queenstown, MD. Benefit Talbot County Chamber Foundation. Registration $500 Teams; $150 Individuals. Talbot County Chamber of Commerce.
Oct 2: A Tribute to Carlos Santana and Jimi Hendrix featuring David B. Cole – 6 PM; doors open at 5:30 PM. Presented by Harriet Tubman Museum & Education Center. Avalon Theatre, 40 East Dover St., Easton. Tickets: $40 & $50
Oct 2: Outdoor Movie Night Hotel Transylvania – Movies start when it’s dark. The Academy Art Museum, 106 South Street, Easton. Bring a chair and blanket. Framptom Funeral Home. Discovereaston.com
Oct 3: Kat Parson “The Sweetness in Now” Release Show – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 7: Skipjack Rosie Park Evening Sail – 5 – 7 PM. Cheasapeake Bay Maritime Museum, 213 North Talbot Street, St. Michaels. Admission charge.
Oct 8 – 10: Chesapeake Film Festival‘s 19th Season – check web site for screenings & locations.
Oct 8: An Evening with The Del McCoury Band – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 8: Evening Cruise aboard Old Point, restored 1901 crab dredger – 5 – 6:30 PM. Cheasapeake Bay Maritime Museum, 213 North Talbot Street, St. Michaels. Admission charge.
Oct 9: Lee Fields – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 10: The Jersey Tenors Opera/Rock Mash Up – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 11: Music on The Terrace Hunter’s Tavern featuring Anna Burgess – Noon – 3 PM. Enjoy lunch, drinks and live music outside throughout October. Tidewater Inn, Dover and Harrison Street, Easton. Reservations recommended. 410-822-4034.
Oct 11: David Kuechner – Stand Up Comedy – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 14: Oh He Dead – Dance Floor Open – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 15: Antje Duvekot & Robby Hecht – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 16: Tyrone Vaughn – Blues – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 16 & 17: Harvest Horror: Nightmare – 6 – 9 PM.You’re awake but the nightmare is still all around you. What happens when the machine stops giving you pleasant dreams and instead brings your worst fears to life? Chesapeake College, Todd Performing Arts Center, Wye Mills. Admission $20/Students $15.
Oct 17: Walking Tour of The Hill Community with Yvonne Freeman – 9 AM. Talbot Historical Society, the Lawrence Denton Extended Museum and Catherine Valliant Hill Research Center, 25 S. Washington Street, Easton. Reservations 410-822-0773 or email: kaylaw@talbothistory.org
Oct 17: Historic Walking Tours – 11 AM & Noon. Discover the rich past of Easton by exploring its historic buildings and cultural landscape as they have evolved over the past 250 years. You will learn about the people, stories, and events that shaped the town and county from the mid-eighteenth century to the present day. Talbot Historical Society, the Lawrence Denton Extended Museum and Catherine Valliant Hill Research Center, 25 S. Washington Street, Easton. Reservations 410-822-0773 or email: kaylaw@talbothistory.org Free admission/limited availability
Oct 17: Hummingbird Inn’s Dark Dinner – Doors open at 5 PM. An intimate, multi-course dining experience served in complete darkness. Guests are guided through a carefully prepared secret menu while the Inn’s team served using night-vision equipment, creating an evening that is immersive, surprising, and unlike a tradional dinner out. Humming Bird Inn, 14 N. Aurora Street. Easton. Limited Seating. Reservations required 410-822-0605.
Oct 18: Music on The Terrace Hunter’s Tavern featuring Alli Pinsky – Noon – 3 PM. Enjoy lunch, drinks and live music outside throughout October. Tidewater Inn, Dover and Harrison Street, Easton. Reservations recommended. 410-822-4034.
Oct 17: Creatio ex Nihilo Gabriela Montero, Piano – 7:30 PM. Prager Family Center for the Arts, Ebenezer Theater, 17 South Washington Street, Easton. 720-560-6358.
Oct 22: Conversation with Craig Fuller – Foxwell & Mitchell – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 23: Glass Workshop – 6 – 8 PM. Create and cutomize one of our most requested pices. Learn the basics of glass cutting and fusing and learn how to make this unique changing of seasons scene. Kiln Born Creations, 114 S. Washington Street, Easton. Reservations required. Cost $60.00 per person. 410-770-9091.E-mail: kilnborncreations@gmail.com
Oct 23: LUMOS Fleetwood Mac Candlelight Experience – 2 seating times 6:30 & 8:30 PM. St. Mark’s United Methodist Church, 100 Peachblossom Road, Easton. Must be 8+ years old. Tickets online.
Oct 23: Cris Jacobs and Pressing Strings – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 23 & 24: Harvest Horror: Nightmare – 6 – 9 PM.You’re awake but the nightmare is still all around you. What happens when the machine stops giving you pleasant dreams and instead brings your worst fears to life? Chesapeake College, Todd Performing Arts Center, Wye Mills. Admission $20/Students $15.
Oct 24: Amy Speace with Special Guest Jesse Lynn Madera – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 25: Music on The Terrace Hunter’s Tavern featuring Driftwood Dogs – Noon – 3 PM. Enjoy lunch, drinks and live music outside throughout October. Tidewater Inn, Dover and Harrison Street, Easton. Reservations recommended. 410-822-4034.
Oct 25: Neko Case with Destroyer Indie – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 29: Stillhouse Junkes Texas Swing – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 30: Outdoor Movie Night Nightmare On Elm Street – Movies start when it’s dark. The Ivy Cafe, Dover Street, Easton. Bring a chair and blanket. Discovereaston.com
Oct 30: Willy Porter – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Oct 31: Spend An Evening with Edgar Allan Poe – 5:30 PM. A unique evening of storytelling, poetry, and spirits! Tidewater Inn, Crystal Room. Admission includes the experience, three-course paired menu and gratuity. Ages 21 and older. Tidewater Inn, Dover and Harrison Street, Easton. Reservations required. Tickets $120 per person. 410-822-4034
Oct 31: Trick or Treating in Easton
Oct 31: Peace, Love & Halloween – Hummingbird Inn, 14 N. Aurora Street, Easton. 410-822-0605.
November 2026
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: 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 12: Ali Webb & Friends – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Nov 13 – 15: 55th Annual Waterfowl Festival – Numerous locations throughout Easton.
Nov 13: Chloe Kimes – Nashville Country – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
Nov 14: Fitzkee Brothers – Southern Jam – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
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 21: Newmyer Flyer: A Joni Mitchell Songbook – Avalon Theatre, 40 E. Dover Street, Easton. 410-822-7299
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 Seene – 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: 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