Middleburg has much in store for one and all this October! Experience the best of autumn here in our teeny, tiny town that is full of fun for everyone, young and young at heart. Several of Middleburg’s signature events are this month, as well as new additions to our calendar, so be sure to visit our full Events Calendar and not be left behind!
70th Anniversary Virginia Fall Races, October 12 at Glenwood Park
Middleburg’s premier sanctioned steeplechase racing event celebrates its 70th Anniversary on Saturday, October 12 at Glenwood Park! Run for the benefit of Inova Hospital Foundation and Glenwood Park, the Virginia Fall Races is a true community event with a Family Fun Fair, Vendor Village, Happy Family Ranch Food Truck, Race Merchandise and more!
Reserved spaces are sold out but click the button below to buy General Admission Car Passes.
Middleburg Film Festival, October 17-20
The Middleburg Film Festival offers four days of fantastic films in a spectacular setting!
A carefully curated selection of narrative and documentary films screen in intimate theatre environments, followed by fascinating conversations with world-renowned filmmakers, actors, and other special guests. The films include festival favorites, world and regional premieres, first-class foreign films, and Oscar contenders.
1,000 Miglia Warm-Up USA, October 24-26
The Town of Middleburg is once again hosting the 1000 Miglia Warm-Up USA event. This iconic event has a storied history in Italy, representing sport, culture, and community.
Event participants depart each day from The Pink Box at 12 N. Madison Street in downtown Middleburg.
Join the fun of this treasured annual event! Click below for more information.
Meadowkirk at Delta Farm Plein Air Events
Attention artists: join Meadowkirk at Delta Farm for their Plein Air Days on October 16-17 and October 23-24.
This special multi-day Plein Air opportunity at the 358-acre retreat center is in celebration of Medowkirk’s Tenth Anniversary. The beautiful, scenic land and its historic buildings serve as a place of respite and renewal for all.
Click here for additional information.
Hot Dog! It’s Halloween!
Get ready for a spooktacular evening filled with fun, food and frights. Join the Middleburg Community Center for a Halloween celebration like no other on Thursday, October 31.
The MBPA Halloween Parade begins at 5 pm, followed by a hot dog dinner at 5:30 with music, and plenty of spooky surprises throughout the night. It’s a Halloween party you won’t forget!
October Events at the Middleburg Library
The Middleburg Library may be small, but its wonderful, free programming is mighty!
Join the staff at your hometown library for an array of classes, events, film screenings and more. There is something for everyone at the library, and the monthly selection of activities is carefully planned by our beloved Library Staff, so stop on by to see what they have planned for you!