Autumn Happenings on Main Street!
Main Street's Autumn 2026 happenings!
Autumn Happenings on Main Street
There’s something happening on Medford’s Main Street all season long! Save these dates and join us for shopping, dining, family fun, live entertainment, and plenty of fall magic.
September Food Truck Nite — September 17
Come hungry! Food Truck Nite brings a delicious variety of food trucks to Main Street, along with shopping, dining, and an evening spent downtown. Check in with Destination Medford for food truck lineup!
Oktoberfest Shuttle to Main St!
The Medford Business Association hosts Oktoberfest at Freedom Park on Sept 18 & 19th. Both days you can take a free shuttle bus to and from Main Street, to the event!
October First Friday — October 2
Kick off October on Main Street! Visit your favorite shops and restaurants, discover something new, and enjoy an evening in the heart of Medford. Keep an eye on Main Street's Facebook Page for this month's specials!

Scarecrows on Main — October 3–24
Main Street will be lined with creative scarecrows during the Woman’s Club of Medford’s annual Scarecrow Contest. Registration information and the final entry fee—expected to remain $20—will be announced shortly.
A Magical Night: Sip, Spell & Sparkle — October 10, 5–8 p.m.
Step into an evening of sisterhood, magic, and enchanted fun at 45 South Main Street. Enjoy savory bites, midnight margarita mocktails, tipsy chocolate cake, crafts, readings, and an outdoor screening of Practical Magic. Tickets are $30 in advance or $40 at the door.
October Food Truck Nite — October 15
Come hungry! Food Truck Nite brings a delicious variety of food trucks to Main Street, along with shopping, dining, and an evening spent downtown. Check in with Destination Medford for food truck lineup!
Medford Fall Festival & Concert — October 17, noon–9 p.m.
This free, rain-or-shine festival will fill Main Street and The Feed Mill with live music, food trucks, craft vendors, games, and family activities. Watch a professional pumpkin carver (Gazebo) at work or enter the live pumpkin-carving contest for $20 and compete for cash prizes—including a $500 first prize! See the complete festival schedule.
Trick or Treat on Main Street — October 24, noon–5 p.m.
Put on your best costume and visit participating Main Street businesses for a fun-filled trick-or-treat adventure! This free family event is a favorite Medford Halloween tradition. While supplies last!
Halloween Parade — October 24, 7 p.m.
Keep the Halloween festivities going at Medford’s annual Halloween Parade! Find a spot along Main Street and enjoy an evening of costumes, community groups, decorated displays, and hometown Halloween fun. Hosted by the Medford Vincentown Rotary.
November First Friday — November 6
Spend your Friday evening on Main Street before or after the Ghost Walk. Shop, dine, and explore everything downtown Medford has to offer. Keep an eye on Main Street's Facebook Page for this month's specials!
Haunted Medford Main Street Ghost Walk — November 6 & 7, 6–9 p.m.
Psychic Medium Guides will lead small groups through historic Main Street buildings, (3 total) where psychic mediums will attempt to connect with the spirits discovered during preliminary investigations. This ticketed event is presented by Destination Medford, NJBalance, and the Main Street Merchants. Tickets will be available at Destination Medford.
November Food Truck Nite — November 19
Take a break from Thanksgiving preparations and enjoy dinner on Main Street! Choose from a variety of food trucks while supporting Medford’s local shops and businesses. Check in with Destination Medford for food truck lineup!
Merry Main Street — November 28–December 23
Shop and dine at participating Main Street businesses and earn one prize-drawing ticket each time you spend more than $20. Shop more, earn more chances, and you could win a prize package typically valued at more than $2,000!
December First Friday — December 4
Celebrate the beginning of the holiday season with an evening on Main Street. Enjoy local shopping, dining, and plenty of festive Medford charm ahead of the Dickens Festival.
Dickens Festival — December 5, 4–9 p.m.
Main Street transforms into a festive Victorian wonderland for one of Medford’s most beloved traditions. Enjoy holiday entertainment, vendors, food, shopping, family activities, and the sights and sounds of the season. Details.
December Food Truck Nite — December 17
Enjoy the final Food Truck Nite until March! Grab dinner from your favorite food trucks, finish some holiday shopping, and spend a festive evening on Main Street. Check in with Destination Medford for food truck lineup!
Merry Main Street Prize Drawing — December 23
All those holiday shopping trips could pay off! The winner of the Merry Main Street prize package will be selected on December 23. Remember to earn your entries by spending more than $20 at participating businesses.