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X-WR-CALNAME:Main Street Chestertown
X-ORIGINAL-URL:https://www.mainstreetchestertown.org
X-WR-CALDESC:Events for Main Street Chestertown
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260501T090000
DTEND;TZID=America/New_York:20260501T130000
DTSTAMP:20260520T000636
CREATED:20260421T211700Z
LAST-MODIFIED:20260421T211700Z
UID:10002573-1777626000-1777640400@www.mainstreetchestertown.org
SUMMARY:Chestertown Garden Club's May Mart Plant Sale
DESCRIPTION:Gardeners\, get ready for the annual May Mart garden sale in downtown Memorial Park Plaza. Hosted by the Chestertown Garden Club\, this popular spring event features a wide array of noninvasive perennials and shrubs\, as well as natives\, annuals\, houseplants\, herbs and vegetables\, all priced to sell quickly. The event will be held rain or shine. \nGently used garden décor\, planters\, baked goods and raffle tickets will be sold as well. Raffle tickets are three for $5 for a chance to win a $100 gift certificate from a Chestertown business of your choice. Happy Chicken Bakery will be selling breakfast and lunch items\, which can be purchased on site or preordered at happychickenbakery.com. \nChestertown Garden Club members will be on hand to offer planting care and advice on purchases. May Mart is the organization’s major fundraiser of the year\, which helps support the beautification\, restoration and maintenance of Chestertown’s Fountain and Memorial Parks.
URL:https://www.mainstreetchestertown.org/event/chestertown-garden-clubs-may-mart-plant-sale/
LOCATION:Memorial Park\, 230 High Street\, Chestertown\, MD\, 21620
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2026/04/CGC-May-Mart-Poster.1.jpeg
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BEGIN:VEVENT
DTSTART;VALUE=DATE:20260422
DTEND;VALUE=DATE:20260427
DTSTAMP:20260520T000636
CREATED:20260115T154133Z
LAST-MODIFIED:20260115T154133Z
UID:10002532-1776816000-1777247999@www.mainstreetchestertown.org
SUMMARY:Paint The Town
DESCRIPTION:Each April\, RiverArts brings dozens of painters to Chestertown for a four-day plein-air celebration of the Eastern Shore. Artists capture scenes throughout Kent County\, with fresh works displayed and judged in our Wet Paint Show & Sale. The event culminates on Sunday with an exciting three-hour Quick Draw competition for top prizes. Come watch the art come to life — or take home a one-of-a-kind masterpiece.
URL:https://www.mainstreetchestertown.org/event/paint-the-town/
LOCATION:Chestertown RiverArts\, 343 High Street\, Chestertown\, MD\, 21620\, United States
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2026/01/2026-Paint-the-Town-Image.jpg
ORGANIZER;CN="Chestertown RiverArts":MAILTO:info@chestertonwriverarts.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251215T170000
DTEND;TZID=America/New_York:20260112T000000
DTSTAMP:20260520T000636
CREATED:20251104T201732Z
LAST-MODIFIED:20251104T201732Z
UID:10002489-1765818000-1768176000@www.mainstreetchestertown.org
SUMMARY:WC-ALL Spring Semester Registration
DESCRIPTION:It’s time to explore\, connect and learn! Join us for a semester of discovery with interesting and thought-provoking courses—some brand new\, others beloved favorites—all taught by knowledgeable and passionate instructors. Keep learning. Keep growing. Join WC-ALL this spring!
URL:https://www.mainstreetchestertown.org/event/wc-all-spring-semester-registration/
LOCATION:Washington College\, 300 Washington Ave\, Chestertown\, MD\, 21620\, United States
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/11/WC-ALL-Classroom-Scene.jpg
ORGANIZER;CN="Washington College Academy of Lifelong Learning":MAILTO:wc_all@washcoll.edu
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20251114
DTEND;VALUE=DATE:20251223
DTSTAMP:20260520T000636
CREATED:20251011T154832Z
LAST-MODIFIED:20251011T154832Z
UID:10002461-1763078400-1766447999@www.mainstreetchestertown.org
SUMMARY:RiverArts Annual Holiday Show & Sale
DESCRIPTION:November 14- December 22\, 2025\nLocations:\nRiverArts Gallery\, 343 High Street\nStore at RiverArts\, 200B High Street \nHours:\nWednesday–Friday | 11 AM–4 PM\nSaturday | 9 AM–4 PM \nOpening Receptions (both locations):\nFriday\, Nov 14 | 5:00 –7:00 pm\nDickens of a Christmas First Friday (both locations):\nFriday\, Dec 5 | 5:00 –7:00 pm \nCelebrate the season and support local creativity at the RiverArts Holiday Show & Sale in Chestertown! Each year\, the RiverArts Gallery transforms into a festive marketplace filled with unique\, handcrafted works by local artists and artisans — from fine art and pottery to jewelry\, textiles\, ornaments\, and more. \nWhen you shop at the Holiday Show & Sale\, you’re not just finding one-of-a-kind gifts — you’re directly supporting the artists who make our community vibrant\, and helping RiverArts continue its mission to foster creativity and connection on Maryland’s Eastern Shore.
URL:https://www.mainstreetchestertown.org/event/riverarts-annual-holiday-show-sale/
LOCATION:RiverArts\, 343 and 200B High Street\, Chestertown\, 21620\, United States
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/10/CALL-FOR-ANNUAL-HOLIDAY-SHOW-SALE-3.jpg
ORGANIZER;CN="Chestertown RiverArts":MAILTO:info@chestertonwriverarts.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251011T090000
DTEND;TZID=America/New_York:20251011T110000
DTSTAMP:20260520T000636
CREATED:20251006T163135Z
LAST-MODIFIED:20251006T163135Z
UID:10002459-1760173200-1760180400@www.mainstreetchestertown.org
SUMMARY:Birds & Brunch
DESCRIPTION:A free public event hosted by the town of Chestertown and the Center for Environment & Society. \nJoin us for a morning of:\nCoffee & light breakfast\nGuided bird walks & artist chat\nFamily fun crafts and activities\nLearn from experts how we can create a more bird-friendly community
URL:https://www.mainstreetchestertown.org/event/birds-brunch/
LOCATION:SG Hall: 485 S. Cross St.\, Chestertown\, MD 21620\, 485 S. Cross St\, Chestertown\, 21620\, United States
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/10/Birds-Brunch-Event-social-post-2160-x-1080-px.jpg
ORGANIZER;CN="Center for Environment &amp%3B Society":MAILTO:environment_society@washcoll.edu
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250816T110000
DTEND;TZID=America/New_York:20250816T170000
DTSTAMP:20260520T000636
CREATED:20250626T135351Z
LAST-MODIFIED:20250626T135901Z
UID:10002411-1755342000-1755363600@www.mainstreetchestertown.org
SUMMARY:FurEver Family Fest - Let's Clear the Shelter!
DESCRIPTION:This is a Family Fun event with food vendors\, face painting\, demonstrations. Come and consider adopting one of our very special pets just waiting for the FURever home. Raffles & Prizes and Fun for the whole family!
URL:https://www.mainstreetchestertown.org/event/furever-family-fest-lets-clear-the-shelter/
LOCATION:Animal Care Shelter for Kent County\, 10168 Worton Road\, Chestertown\, MD\, 21620
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/06/Clear-the-Shelters-2025.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250816
DTEND;VALUE=DATE:20250817
DTSTAMP:20260520T000636
CREATED:20250626T125627Z
LAST-MODIFIED:20250626T125627Z
UID:10002410-1755302400-1755388799@www.mainstreetchestertown.org
SUMMARY:FurEver Family Fest  ( A Clear the Shelter Event)
DESCRIPTION:This a Clear the Shelter Event\, with lots of Family Fun for the entire family.\nThere will be food vendors\, Face Painting\, Demonstrations\, Raffles and Prizes. Fun for the whole Family
URL:https://www.mainstreetchestertown.org/event/furever-family-fest-a-clear-the-shelter-event/
LOCATION:MD
CATEGORIES:Annual Event
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250802T173000
DTEND;TZID=America/New_York:20250802T200000
DTSTAMP:20260520T000636
CREATED:20250614T003933Z
LAST-MODIFIED:20250616T130720Z
UID:10002402-1754155800-1754164800@www.mainstreetchestertown.org
SUMMARY:Crabs on High
DESCRIPTION:Sink your claws into summer fun at Echo Hill Outdoor School’s 2nd Annual Crab Feast! Join us on Saturday\, August 2\, 2025\, from 5:30-8pm at the foot of High Street for all you can eat crabs\, shrimp\, and fried chicken set against the scenic backdrop of the Chester River. Don’t miss this chance to savor the flavors of the season while giving back to a cause that’s close to nature’s heart. \n**Tickets must be purchased in advance by July 27\, 2025.** \nTicket price includes all food and beverages! Both alcoholic and non-alcoholic options will be available. \n$85 General Admission Ticket \n$30 Admission for Children 12 and Under \nThis is a rain or shine event!
URL:https://www.mainstreetchestertown.org/event/crabs-on-high/
LOCATION:High St.\, High St.\, Chestertown\, MD\, 21620\, United States
CATEGORIES:Annual Event,Fundraiser
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/06/IMG_7208.jpg
ORGANIZER;CN="Echo Hill Outdoor School":MAILTO:adrienne@ehos.org
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250802
DTEND;VALUE=DATE:20250803
DTSTAMP:20260520T000636
CREATED:20250611T160357Z
LAST-MODIFIED:20250611T160533Z
UID:10002399-1754092800-1754179199@www.mainstreetchestertown.org
SUMMARY:Reimagined Runway
DESCRIPTION:This year’s event will be held on Saturday\, August 2\, 2025 at the Garfield Center for the Arts and promises a fresh twist on our beloved show\, blending high-style fashion with artistic flair in a dynamic\, immersive experience. Enjoy our stunning runway presentation\, live entertainment\, and delicious food — all while supporting RiverArts’ mission. Don’t miss this bold new chapter in one of Chestertown’s most exciting annual events!
URL:https://www.mainstreetchestertown.org/event/reimagined-runway/
LOCATION:Garfield Center for the Arts\, 210 High Street\, Chestertown\, MD\, 21620\, United States
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/06/runway.jpg
ORGANIZER;CN="Chestertown RiverArts":MAILTO:info@chestertonwriverarts.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250704T210000
DTEND;TZID=America/New_York:20250704T220000
DTSTAMP:20260520T000636
CREATED:20250624T170002Z
LAST-MODIFIED:20250624T170103Z
UID:10002406-1751662800-1751666400@www.mainstreetchestertown.org
SUMMARY:4th of July Fireworks
DESCRIPTION:The Town of Chestertown hosts their annual fireworks display on Friday\, July 4th. \nThe display will begin at dark\, around 9:10 pm. \nViewing area will be at Wilmer Park\, 413 Cross Street\, Chestertown. \nIn case of brief rain\, the fireworks will be set off when the rain stops. \nRain date: July 5\, 2025
URL:https://www.mainstreetchestertown.org/event/4th-of-july-fireworks/
LOCATION:Wilmer Park
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/06/Picture1.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250613T170000
DTEND;TZID=America/New_York:20250613T200000
DTSTAMP:20260520T000636
CREATED:20250603T005402Z
LAST-MODIFIED:20250603T005402Z
UID:10002393-1749834000-1749844800@www.mainstreetchestertown.org
SUMMARY:HEROES OF THE CHESAPEAKE- JUNETEENTH CELEBRATION
DESCRIPTION:Friday\, June 13th\, 2025 the Bayside H.O.Y.A.S.\, will host their annual “Heroes of the Chesapeake” Juneteenth celebration at Fountain Park in Chestertown\, Md. \nThe “Heroes of the Chesapeake” Juneteenth celebration will illuminate the role of African Americans in the history of the Eastern Shore and their contributions and serves to be an exciting celebration and acknowledgment of the heritage and culture of the African American community. \nSponsors: Town of Chestertown\, Main Street Chestertown\, and BlackUnion of Kent County. \nTo donate and learn more about our annual events visit baysidehoyas.org
URL:https://www.mainstreetchestertown.org/event/heroes-of-the-chesapeake-juneteenth-celebration/
LOCATION:Fountain Park\, Chestertown\, MD\, 21620\, United States
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/06/Juneteenth-Flyer-2025.jpg
ORGANIZER;CN="Bayside H.O.Y.A.S.%2C Inc.":MAILTO:baysidehoyas2013@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250601
DTEND;VALUE=DATE:20250615
DTSTAMP:20260520T000636
CREATED:20250109T204511Z
LAST-MODIFIED:20250421T020459Z
UID:10002221-1748736000-1749945599@www.mainstreetchestertown.org
SUMMARY:National Music Festival
DESCRIPTION:The National Music Festival transforms Kent County into a hub of music. Now in its 13th season\, the nationally recognized event will feature music to suit virtually every taste — from symphonies and chamber music to hints of jazz. More than 30 concerts and over 200 open rehearsals are scheduled throughout the Festival in venues across the Eastern Shore.
URL:https://www.mainstreetchestertown.org/event/national-music-festival-2/
LOCATION:MD
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/webp:https://www.mainstreetchestertown.org/wp-content/uploads/2025/01/nationalmusicfestival.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250531T110000
DTEND;TZID=America/New_York:20250531T180000
DTSTAMP:20260520T000636
CREATED:20250429T165915Z
LAST-MODIFIED:20250429T165915Z
UID:10002373-1748689200-1748714400@www.mainstreetchestertown.org
SUMMARY:Saturday In The Park
DESCRIPTION:A Community Festival of Music\, Arts\, Games\, Pet Adoption\, Health\, Fitness\, Food and Fun for everyone. \n– 10am Guided kayak tour of Radcliffe Creek\n– 11-4 Activities\n* Volleyball. Zumba\, Bocce\, Yoga\, Chess\, Cornhole\, Kayaking\, and more\n* Kayak\, Canoe\, SUP. Sell/Buy/Swap\n* Health Expo – Several health orgs will help us learn to become and stay healthy\n* Arts Circle – Various arts activities\n* Trash barrel painting\n* Food Vendors – Walker Family\, Happy Chicken\, Lockbriar ice cream\n* WCTR 106.9 Broadcast from Park \n– 11-6 LIVE Music and Open Mic \nSponsored by Kent Co Public Health
URL:https://www.mainstreetchestertown.org/event/saturday-in-the-park/
LOCATION:Wilmer Park
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/04/SIP-Letter-Size-Flyer-in-JPG.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250526T093000
DTEND;TZID=America/New_York:20250526T110000
DTSTAMP:20260520T000636
CREATED:20250512T182527Z
LAST-MODIFIED:20250512T182527Z
UID:10002386-1748251800-1748257200@www.mainstreetchestertown.org
SUMMARY:Chestertown Memorial Day Parade
DESCRIPTION:Music in Memorial Park 9:30-10:00am\nParade down High Street 10:00am\nRemembrance and Honor Ceremony following Parade at Stage in Memorial Park
URL:https://www.mainstreetchestertown.org/event/chestertown-memorial-day-parade/
LOCATION:Memorial Park\, 230 High Street\, Chestertown\, MD\, 21620
CATEGORIES:Annual Event
ATTACH;FMTTYPE=image/jpeg:https://www.mainstreetchestertown.org/wp-content/uploads/2025/05/Memorial-Day-Flyer-001.jpg
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