ANNUAL EVENTS
Spring Market on Main
6th Annual
Saturday, May 10th, 2025
8 AM - 4 PM
In 2020, the Main Street Board and Promotion Committee rebranded the former Downtown after Sundown" and "Main Street Market" events to “Market on Main,” which is held monthly at Simmons Park on Saturday mornings throughout the Spring and Summer Seasons. It was only fitting that the event is held at Simmons Park since the space was used as a trading post for over 100+ years. Spring Market on Main is a seasonal artisan and craft vendor market held at Simmons Park in Historic Downtown Oxford.
Fall Market on Main
4th Annual
Saturday, October 18, 2025
11 AM - 7 PM
Fall Market on Main is coordinated in conjunction with the Witches Ride & Walk on Main and Howl-O-Ween on Main events. The market features artisan and craft vendors and food vendors.
Witches Ride & Walk on Main
6th Annual
Saturday, October 18, 2025
5 PM
Join us for the 5th Annual Witches Ride & Walk on Main!
Enjoy a spirited stroll or ride through historic downtown Oxford dressed as your favorite witch, warlock, or goblin. All participants are encouraged to bring candy to share with spectators. Men and children are welcome to join in the fun. Participants may walk or ride a bicycle—no motorized vehicles allowed.
More details coming soon!
Trick-or-Treat on Main
11th Annual
Friday, October 31, 2024
6 PM – 8 PM
Trick or Treat on Main is our annual Halloween event for families to enjoy, sponsored by Historic Main Street Oxford, the City of Oxford, and downtown merchants. The event includes bounce houses, slides, carnival games, food trucks, live entertainment, costume contests, and FREE candy! In years past, attendance has been recorded as between 20,000 - 25,000 attendees.
Christmas on Main
6th Annual
Saturday, November 15, 2025
12 PM–7 PM
Christmas on Main is our annual downtown holiday open house. Festivities for the day include sales, promotions, horse and carriage strolls, live entertainment, movies at Simmons Park, and a Christmas Tree Lighting ceremony.