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Events Calendar

Planning a trip to the area? Want to stay like a local and experience some of the many festivals, events, and special moments? We've got you covered!

Fall 2026: Harvest & Aviation

OCTOBER 2026

  • October 17: Birds & Bourbon at Bollinger (Taneytown, MD) – A unique outdoor experience pairing exquisite bourbon tastings with guided bird-watching walks at nearby Bollinger Park, just a short drive from the inn. Learn More
  • October 18: Mason-Dixon Jeep Gathering (Westminster, MD) – See a large collection of Willys and Jeeps, including military Jeeps from past wars, vintage CJs (Civilian Jeeps), and other classic vehicles. Admission is free. Learn More
  • October 18: Food Truck Sunday Funday (Westminster, MD) – Sample food and drinks from a wide variety of cuisines at the Carroll County Farm Museum, and vote for your favorite truck. Learn More
  • October 24: Maryland Crab Cake Festival (Westminster, MD) – A must for Maryland and crab lovers alike, with delicious crab cakes and plenty of Maryland merch to take home. Learn More
  • October 31: Corn Maze Halloween Night (Westminster, MD) – Celebrate Halloween in the corn maze at the Carroll County Ag Center. The maze is open every Friday, Saturday, and Sunday through November 1. Learn More

NOVEMBER 2026

  • November 14: Carroll County Farmers Market & Local Art Guild Show (Westminster, MD) – The Carroll County Christmas Farmers Market hosts members of the Carroll County Artists Guild, who will display and sell original paintings and prints. More than 70 regular vendors will be on hand with fall produce, honey, farm-fresh eggs, pasture-raised meats, wine, cheese, jams, and homemade baked goods. Learn More
  • November 14: Gettysburg Remembrance Day Parade (Gettysburg, PA) – This annual parade honors the soldiers and civilians of the Civil War and recognizes Gettysburg's lasting place in American history. It is sponsored by the Sons of Veterans Reserve, the military department of the Sons of Union Veterans of the Civil War. Learn More
  • November 18–19: Dedication Day (Gettysburg, PA) – The recreation of the Gettysburg Address; a solemn and popular historical event. Learn More
  • November 20: Live on Lincoln Square Concert (Gettysburg, PA) – Main Street Gettysburg hosts an evening of live music in the heart of historic downtown, headlined by Uncle Kracker with Nick Mich and Six Whiskey Revival. Proceeds benefit Main Street Gettysburg's historic preservation work. Tickets are on sale now. Learn More
  • November 21: Open House Farmers Market & Craft Show (Westminster, MD) – This opening day launches the seasonal Christmas Market and Handmade Crafts Show, held Saturdays from 8:00am to 2:00pm through December 19. Each week, 75–100 vendors sell local meats, fresh eggs, honey, cheese, wine, fresh evergreens, seasonal plants, handmade crafts, and home-baked treats. Learn More
  • November 22: Great Westminster Train Show (Westminster, MD) – A must for train lovers and collectors, with impressive model train collections and vendors gathered under one roof. Learn More
  • November 28: Sykesville Holiday Marketplace (Westminster, MD) – Get a head start on holiday shopping with more than 150 carefully selected vendors. Browse handmade crafts, home and holiday décor, jewelry, ceramics, woodwork, candles, children's items, specialty foods, and more. Learn More

DECEMBER 2026

  • December 1–20: Holiday Tour: Hands That Built the Holiday (Westminster, MD) – Built in 1852–1853, the Carroll County Almshouse was a community sustained by hard work, care, and craft, where every meal, stitch, and tool was made by hand. As the Carroll County Farm Museum celebrates its 60th anniversary, this holiday tour honors the almshouse's residents and caretakers, along with the artisans and volunteers who keep their spirit alive today. Learn More
  • December 4–6: A Gettysburg Christmas Festival (Gettysburg, PA) – Celebrate the season at this annual holiday tradition in historic downtown Gettysburg. The weekend features activities, entertainment, games, prizes, and plenty of small-town holiday charm. Learn More
  • December 5–6: 42nd Annual Carroll County Artists' Studio Tour – A FREE self guided tour to find studios and galleries in every corner of Carroll County. Learn More
  • December 7: Annual Christmas Tree Lighting (Taneytown, MD) – Join the community at Taneytown Memorial Park for the lighting of the town tree. The evening includes a candy cane hunt, Christmas hayrides, sweet treats and hot chocolate, live music, and a visit from Santa himself. Learn More
  • December 31: From Lincoln Square to Times Square (Gettysburg, PA) – Ring in 2027 in Historic Lincoln Square. Hosted by the Free & Accepted Masons, the evening features live entertainment, food trucks, and activities for all ages, building to Gettysburg's signature midnight tradition: the raising of "Lincoln's Hat." Learn More

2026 Recurring Events

  • May 9 – Nov 7: Taneytown Farmers Market (Taneytown, MD) – Locally-grown produce and handmade crafts, baked goods, and other goodies! Open 8 AM – 1 PM. Learn More
  • Friday & Saturday Evenings: Antrim 1844 Smokehouse Restaurant (Taneytown, MD) – Live piano music to enjoy with dinner. Learn More