Talbot Guide

24th Annual Peach Festival
2026-08-08 09:00 - 14:00 UTC | Preston Fire Hall, 3680 Choptank Road, Preston, Maryland, 21655
Aug. 8: 24th Annual Peach Festival, 9am-2pm, at the Preston Fire Hall, 3680 Choptank Rd., Preston. Local peaches, ice cream, baked goods, scrapple sandwiches, soft crab sandwiches, crafters and vendors. Benefits Bethesda Methodist Church. For information call 410-673-7538. office@bethesdapreston.faith.

Cordova Country Fair
2026-08-06 - 2026-08-08 | Maryland
Aug. 6-8: Cordova Country Fair.

Caroline-Dorchester County Fair
2026-08-05 - 2026-08-08 | Caroline County 4-H, 8230 Detour Road, Denton, MD, 21629, United States
Aug. 5-8: Caroline-Dorchester County Fair. For a full schedule of events and information on livestock shows, contests, demonstrations, and more family fun. Visit https://carolinedorchestercountyfair.com or find us on Facebook@ Caroline Dorchester County Fair.

The Oxford Community Center Welcomes Steve Lowe and The Lowe Downs
2026-08-01 19:30 | Oxford Community Center, 200 Oxford Rd., Oxford, MD, 21654
Aug. 1: The Oxford Community Center Welcomes Steve Lowe and The Lowe Downs, 7:30pm. Tickets $20. oxfordcc.org.

Outdoor Summer Concert – USNA Band Electric Brigade
2026-08-01 19:00 | Maryland
Aug 1: Outdoor Summer Concert – USNA Band Electric Brigade – 7pm. Harrison Street in front of the Tidewater Inn, Easton. No Rain Venue.

Summer Sing Choir Festival
2026-08-01 19:00 | Waterfowl Festival Building, 40 S. Harrison Street, Easton, Maryland, 21601
Aug. 1: Summer Sing Choir Festival, 7pm at the Waterfowl Festival Building, 40 S. Harrison St., Easton, 7pm. Free Admission. Allegro Academy’s most anticipated event, the Summer Sing Choir Festival invites singers from across the Mid-Shore to join the intergenerational community choral event. Come Alive!: Music from Stage and Screen, with nearly 100 musicians, will perform selections from Leonard Bernstein, Aaron Copland, Rogers and Hammerstein, Stephen Sondheim, Jason Robert Brown, Lin-Manuel Miranda, and more. A donation of $20 is suggested.

Classic Sicilian Bites Cooking Class 12 Noon
2026-08-01 12:00 - 13:30 | 104 Railroad Avenue, St Michaels, Maryland, 21663
Join us for a class where we explore classic Sicilian flavors with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with an accompanied wine pairing.
For more information, the menu, and to purchase tickets, click here: https://www.simpaticostmichaels.com/events-1/classic-sicilian-bites-cooking-class-12-noon

Classic Sicilian Bites Cooking Class 2 PM
2026-08-01 12:00 - 13:30 | 104 Railroad Avenue, St Michaels, Maryland, 21663
Join us for a class where we explore classic Sicilian flavors with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with an accompanied wine pairing. For more information, the menu, and to purchase tickets, click here:
https://www.simpaticostmichaels.com/events-1/classic-sicilian-bites-cooking-class-2-pm

Free Summer Adventure Movie Series – Raiders of The Lost Ark
2026-07-31 14:00 | Talbot County Library, Easton, Maryland, 100 West Dover Street, Easton, Maryland, 21601
July 31: Free Summer Adventure Movie Series – Raiders of The Lost Ark – 2pm. Talbot County Free Library, 100 W. Dover Street, Easton. Free admission. Refreshments will be served. Presented by the Talbot County Free Library and the Chesapeake Film Festival.

Trappe Vol. Fire Co. Annual Fair
2026-07-30 18:00 - 2026-08-01 22:00 | Maryland
July 30-Aug. 1: Trappe Vol. Fire Co. Annual Fair. The fair is open from 6pm-10pm each night! We will have delicious food, fire truck rides, hayrides, games, cake wheel, silent auction & lots more. Music & entertainment by Shelley Abbott! Don’t miss our parade Saturday at 6pm.

Baywater Classic Golf Tournament
2026-07-30, 2026-06-30 | Maryland
July 30: Baywater Classic Golf Tournament, Queenstown Harbor. Exciting contests and amazing prizes. Register your team at baywaterwomens.com or call 410-822-1869.

Outdoor Summer Concert – Charlie and The Cooltones
2026-07-25 19:00 | Tidewater Inn
July 25: Outdoor Summer Concert – Charlie and The Cooltones – 7pm. Harrison Street in front of the Tidewater Inn, Easton. No Rain Venue

Canvases of the Cosmos with Roland Comtois
2026-07-24 10:00 - 2026-07-26 22:00 | 104 Railroad Avenue, St Michaels, Maryland, 21663
Visionary artist Roland Comtois invites the public to experiencean extraordinary weekend where art, light, and imagination converge during Canvases of the Cosmos, a captivating exhibition at Simpatico Trattoria, located at 104 Railroad Ave., St. Michaels, MD. Following acclaimed gallery exhibitions in Connecticut and Rhode Island, Roland Comtois presents the next chapter of Canvases of the Cosmos—a luminous continuation of his exploration of art and the infinite beyond. The exhibition will remain on display July 24–26, 2026.This extraordinary exhibition features Roland’s original cosmic paintings, each inspired by his intuitive connection to the unseen universe.For more information about the weekend and the events, please click here and look at the events posted for July 24th, 25th, and 26th: https://www.simpaticostmichaels.com/events

Celebration of Summer Cooking Class 2 PM
2026-07-18 14:00 - 15:30 | 104 Railroad Avenue, St Michaels, Maryland, 21663
Join us for a Cooking Class where we celebrate the flavors of summer with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with special paired wines with Russ Lorber of Wide Roots. For more information, the menu, and to purchase tickets, click here:
https://www.simpaticostmichaels.com/events-1/celebration-of-summer-cooking-class-2-pm

Celebration of Summer Cooking Class 12 Noon
2026-07-18 12:00 - 13:30 | 104 Railroad Avenue, St Michaels, Maryland, 21663
Join us for a Cooking Class where we celebrate the flavors of summer with 3 courses and 3 wines! Taught by Chef Dawn and Bobbi Parlett with special paired wines with Russ Lorber of Wide Roots. For more information, the menu, and to purchase tickets, click here:
https://www.simpaticostmichaels.com/events-1/celebration-of-summer-cooking-class-12-noon

Patriot Cruises: Live Music
2026-07-18 | Maryland
July 18: Patriot Cruises: Live Music. Steve Lowe and the Lowe Downs will be performing during our Evening River Cruise at 5pm and Sunset River Cruise at 7pm.

Visit Framed Story Media at 9s Studios
2026-07-16 17:00 - 19:00 | Maryland
July 16: Visit Framed Story Media at 9s Studios from 5-7pm in Easton, MD with friends or solo for a 2hr Vision Board break that includes a studio portrait, printed and used in your collage. High resolution digital image sent to you after the event. You walk away with a 12x12in framed collage piece, some creative time, and a new headshot for your social media use. Bring a friend to grab the limited “2 for 1 priced” tickets available each month.

Outdoor Movie Night Best In Show
2026-07-15 | 4 Dogs Brewing Co. & Pub, 10 East Avenue, Easton, Maryland, 21601
July 15: Outdoor Movie Night Best In Show – Movies start when it’s dark. 4 Dogs Brewing Co & Pub, 10 East Avenue, Easton. Bring a chair and blanket. Sponsored by TNT Jewelers. Discovereaston.com

Paint Oxford
2026-07-12 18:30 | Oxford Community Center, 200 Oxford Rd., Oxford, MD, 21654
July 12: Paint Oxford. The plein air artists will be in Oxford painting. There will be a reception to see and buy the paintings at the Oxford Community Center from 5 pm to 6:30 pm. More details to come.

Bear Me Into Freedom: Frederick Douglass and the Struggle for America’s Promise
2026-07-11 13:30 | Talbot County Historical Society, 29 S. Washington Street, Easton, Maryland, 21601
July 11: Bear Me Into Freedom: Frederick Douglass and the Struggle for America’s Promise. Bear Me Into Freedom is a tribute to Talbot County’s native son, Frederick Douglass, made more poignant during America’s Semiquincentennial. Bear Me Into Freedom is a 60-minute immersive experience, a video installation portraying the odyssey of Frederick Douglass from his birth and enslavement in the Eastern Shore’s Talbot County to his life’s work championing abolition, emancipation, and equal rights, and his triumphal return to the county as an elder statesman having become one of the most consequential figures of the 19th century. Showings: July 11th at 1:30pm. Talbot Historical Society, in the Neall House at 29 S. Washington St., Easton, MD. Tickets and Reservations: $10 per person. Contact THS@kaylaw@talbothistory.org to make a reservation.

Summer Tours Celebrating 250 Years of History
2026-07-11 08:00 - 17:00 | Maryland
The Cambridge Woman’s Club invites you to tour historic Sycamore Cottage, dating back to 1765, and learn about the significant roles women have played through the years at our Women’s Hall of History. Tours are Saturdays at 1-2 PM, July 11 through the end of September, or by appointment. Groups are welcome. Contact Ruth at Ruthclendaniel@outlook.com. Find us at 417 High Street in Cambridge, MD.

Saturday in the Park
2026-07-11 | Easton Fire House, 315 Leonard Rieck Drive, Easton, Maryland, 21601
July 11: Saturday in the Park is a family friendly community get together outside of the fire department, 31A Creamery Ln, Easton. Enjoy live music, crafts and vendors. Meet charities and community resources, food truck, games and more. This event supports Chesapeake Creative Wellness, which uses music and the creative arts to help adults with PTSD and anxiety through a community and peer support network. music, painting. song writing, drawing, woodworking and other creative activities. Second Saturday each month through Oct.

The Incredibles – Outdoor Move night at Idlewild Park
2026-07-10 20:30 | Maryland
July 10: The Incredibles – Outdoor Move night at Idlewild Park (Sponsored by St. Michaels Market), 8:30pm. Bring a chair and a blanket for cinema under the stars! Our movie nights are free for all ages. Come to the park and enjoy this incredible, super-powered tale!

Free Summer Adventure Movie Series – Jurassic Park
2026-07-10 14:00 | Talbot County Library, Easton, Maryland, 100 West Dover Street, Easton, Maryland, 21601
July 10: Free Summer Adventure Movie Series – Jurassic Park- 2pm. Talbot County Free Library, 100 W. Dover Street, Easton. Free admission. Refreshments will be served. Presented by the Talbot County Free Library and the Chesapeake Film Festival.

22nd Annual Plein Air Easton
2026-07-10 - 2026-07-20 | Maryland
July 10-20: The 22nd Annual Plein Air Easton. Plein Air Easton is the largest and most prestigious juried Plein Air painting competition in the United States. Artists from all over the U.S. and beyond participate in this week-long festival. Amateurs can also join in the fun during the highly anticipated Quick Draw Competition. This is art as a spectator sport! Head into the historic district on July 11th as galleries and shops host demos and receptions to celebrate the kick-off night! Live music is sure to be included, retail specials, Meet and Greet receptions, demos and more. The Nocturne Paint-Out will follow afterward with artists’ painting into the night downtown. Plein Air juried artist’s original works are exhibited throughout the week, competition awards are given, and paintings are sold, sometimes right off the easel! Highlights include the open-to-all Quick Draw Competition, demonstrations, workshops, exhibits, and lectures. For those 18 years old and younger, there is a Next Generation Competition, exhibit, and sale.

St. Michaels Fireworks and Big Band Night
2026-07-05 09:30 - 22:30 | Maryland
July 5: St. Michaels Fireworks and Big Band Night, 9:30-10:30. Celebrating 250 Years of American History. Join the Town of St. Michaels as we celebrate 250 years of American history.

Children’s Parade will kick off the celebration on July 4th in St. Michaels
2026-07-04 10:00 | Maryland
July 4: The Children’s Parade will kick off the celebration on July 4th in St. Michaels, beginning at 10:00am. All children, residents or visitors, are welcome to participate. Patriotic dress is encouraged for kids, bicycles, tricycles, wagons + pets!

Easton 250 Independence Day Celebration
2026-07-04 | Maryland
July 4: Easton 250 Independence Day Celebration. On July 4th, the Easton carnival will kick-off with opening ceremonies at 7pm. Live music with Bird Dog and the Road Kings at 8pm and then special America Beautiful firework display at 9:35pm. In the event of rain, the fireworks will be pushed to July 5th.

Fireworks in the Town of Oxford
2026-07-03 21:00 | Maryland
July 3: Fireworks in the Town of Oxford. Watch the sky light up with this beautiful fireworks display beginning at dusk, usually around 9pm. Bring your lawn chair and get a spot early!
