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The Hill Block Party

October 6 @ 11:00 am - 5:00 pm

Re-scheduled for October 6 at the Asbury United Methodist Church site from 11 a.m. – 5 p.m. There will be space available for any information or advertisements that honor Frederick…

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Easton Beer Fest

October 6 @ 12:00 pm - 4:00 pm

The Craft Beer Fest will be held on October 6 from noon to 4 p.m., featuring 43+ Breweries pouring 100+ craft beers from the Mid-Atlantic area, with Music by Blackwater.…

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City of the Sun

October 6 @ 3:00 pm - 5:00 pm

Considered a post-rock, fan favorite the trio and acoustic band, City of the Sun will light up the stage with music from American folk, flamenco to gypsy jazz and blues.…

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Tastes of Tilghman

October 7 @ 4:00 pm - 7:00 pm

Tastes of Tilghman, the culture and foods of Tilghman Island, will take place under the tent at Black Walnut Point Inn. Organized in part by the Tilghman Watermen’s Museum, the ticket…

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October 9 @ 12:00 pm - 1:00 pm

Tinsmith is a high-energy folk band playing traditional music of Ireland, Scotland and Appalachia.  They will be performing as part the Carpe Diem Arts lunchtime programming series @ Brookletts Place.…

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An Evening with Melissa Etheridge

October 9 @ 8:00 pm

The Avalon Foundation and Chesapeake College-Todd Performing Arts Center join forces to bring you Melissa Etheridge’s Yes I Am 25th Anniversary Tour! Known for her confessional lyrics and raspy, smoky…

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Chesapeake Film Festival

October 11 - October 14

The Chesapeake Film Festival in Easton, MD, annually brings an interesting and diverse selection of films to Talbot County, which kicks off with an exclusive opening night party at 5:00 p.m. Thursday,…

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October 11 @ 8:00 pm

Originally from the UK, Callaghan moved to the USA in 2010 to tour and record with Grammy-nominated US artist Shawn Mullins. Since then she’s become a headliner in multiple cities…

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October 12 @ 8:00 pm

With exciting interpretations of traditional and originals that draw deeply from one of the world’s lesser known music traditions, Newpoli is Italy’s next inspiring interpreter of southern Italy’s taranta tradition.…

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Second Saturday Art Night Out

October 13

St. Michaels art galleries are alive with special events for the launch of their monthly Second Saturday “Art Night Out” celebrations. Take a walking tour of St. Michaels’ six fine…

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9th Annual Bark In The Park

October 13 @ 8:00 am - 12:00 pm

Bark in the Park- Always a day of fun for ALL! The day begins with the timed 5K fun run-walk on Easton’s gorgeous Rails to Trails. Families and pets welcome!…

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9th Annual Simpatico

October 13 @ 12:00 pm - 5:00 pm

Simpatico, Italy’s Finest celebrates Columbus Day with the 9th Annual “Columbus Wine & Food Celebration at St. Michaels” of Italian Wine, Food, Art & Games in honor of explorer Christopher…

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Cris Jacobs

October 13 @ 2:00 pm - 5:00 pm

Cris Jacobs performs with inspired songwriting and virtuous guitar playing. His soulful voice will connect deeply with the whole audience.   Come out and enjoy Tilghman Island’s place for music! For more…

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Oxford Picket Fence Auction!

October 13 @ 4:00 pm - 6:00 pm

The 10th Annual Picket Fence Auction will be held at the Oxford Community Center.  Fences will be hung in the OCC during the week for final viewing before the Auction!  Come…

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Comedian Krish Mohan

October 13 @ 8:00 pm

Stepping out of our bubbles can be hard. Touring comedian Krish Mohan is exploring bubble culture and the current divide in today’s political climate with a sharp wit and incisive…

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Harvest Hoedown

October 14 @ 11:00 am - 4:00 pm

Pickering Creek’s Harvest Hoedown celebrates the Year of the Bird with some foot stompin’ fun! Hayrides, artisans, food, boat rides, kids activities and more.  Enjoy live music all day and…

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High and Wides

October 14 @ 2:00 pm - 5:00 pm

Heart-warming ballads and the the rich mix of bluegrass and mountain musical traditions is the make up of the talented string quartet of the High and Wides.  Come and enjoy…

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Moroccan Cooking

October 14 @ 4:00 pm

Watch and Taste as celebrity Chef Henry Miller prepares a 7 course meal from around the world. Classes are $35.00 which includes food and beverage. Please call 410.886.2447 for your reservation as class…

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2018 Academy Art Museum Craft Show

October 19 - October 21

The Academy Art Museum Craft Show in October 2018 will be branded as Dazzled.  In its 21st year, the show will again be an indoor, juried craft show featuring approximately 70…

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Ken & Brad Kolodner

October 19 @ 7:00 pm - 9:00 pm

Listen and you will hear the sounds of the hammered dulcimer, banjo and fiddle coming to you from the dynamic father-son duo of Ken and Brad Kolodner.  Prepare yourselves for…

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Easton Choral Arts presents Music for Royal Occasions

October 19 @ 7:30 pm

Inaugurating their 41st season, Easton Choral Arts will present two performances of Music for Royal Occasions at Christ Church Easton on Friday, Oct. 19, and Sunday, Oct. 21. The concert…

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Fall into St. Michaels 2018

October 20 - October 21

Enjoy the beauty of the foliage color change in historic St. Michaels, Maryland. The change of the season brings excitement and vibrant color to the town, as residents and businesses…

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Tilghman Island Day

October 20 @ 10:00 am - 5:00 pm

Live music, fresh seafood, boat docking contest and races. Fun for the family!

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Hot Club of Baltimore

October 20 @ 8:00 pm

The Hot Club of Baltimore performs inspired arrangements of the Django Reinhardt repertoire, French songs, and vintage Jazz. The ensemble boasts a variety of configurations including an instrumental trio of…

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Schooner Lady Maryland in St. Michaels

October 21 - October 25

The schooner Lady Maryland will be dockside at the Chesapeake Bay Maritime Museum and out on the Miles River. Built in 1985 by the Living Classrooms Foundation, Lady Maryland is…

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Easton Choral Arts presents Music for Royal Occasions

October 21 @ 4:00 pm

Inaugurating their 41st season, Easton Choral Arts will present Music for Royal Occasions at Christ Church, Easton. The concert will include music from the 16th century to the present day,…

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Quinn Sullivan

October 25 @ 8:00 pm

Quinn Sullivan has shared the stage with many of his heroes, including Buddy Guy, Carlos Santana, and Joe Bonamassa, as well as BB King, Billy Gibbons, and Los Lobos. He’s…

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October 27

OysterFest is a celebration of the Chesapeake’s oyster and this year also means the relaunch of the 1889 bugeye Edna E. Lockwood with her new log-hull bottom. The event features…

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St. Michaels WineFest presents Wine Cellarbration

October 27 @ 12:00 pm - 6:00 pm

Due to overwhelming demand from WineFest fans, the Winefest organizing committee has decided to organize a fall WineFest for one day. Ticket holders will be tasting a group of carefully…

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Haint Blue

October 27 @ 3:00 pm - 6:00 pm

Americana roots and folk tunes combine to make up the seven member group of Haint Blue. Their well-written lyrics and inspirational songs will keep you wanting to hear more of…

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