With Labor Day behind us, we’re entering the season where the aroma of pumpkin spice wafts through the crisp air, leaves transform into colorful hues, and an abundance of festival fun awaits! There’s something for everyone at these Montclair area fall festivals—from family picnics to pumpkin picking, lively street fairs and festive Oktoberfests—so mark your calendar and get ready to enjoy the season with family and friends!
Glen Ridge Diversity and Inclusion Association Picnic
September 10, 2–5 p.m.
Enjoy food trucks, live music and games to celebrate diversity in the community.
Hurrell Field, Glen Ridge
Free to attend
South End Fall Festival
September 16, noon–8 p.m.
Enjoy food, art, music and entertainment.
South End Business District, Montcclair
Free to attend
Roseland Greek Fest
September 22 from 4 p.m.–midnight, September 23 from noon to midnight, September 24 from noon to 7 p.m.
Enjoy dining, drinking, dancing and fun for all ages—Greek style at this 11th annual fall Greek festival. Opa!
Ss. Nicholas, Constantine & Helen Greek Orthodox Church, Roseland
Daily admission: $2
Uptown Montclair Street Fair
September 23, 9 a.m.–5 p.m.
Enjoy family activities, the annual sidewalk sale, live music and more.
Bellevue Avenue and Valley Road, Montclair
Free to attend
Little Falls Fall Festival
September 23, 1–4 p.m.
Enjoy activities for all, including live music, pumpkin painting, shopping and more.
Wilmore Park, Wilmore Road, Littel Falls
Free to attend
OutpostFest
September 23, noon–6 p.m.
Six acts, two stages — a one-day family-friendly event outdoors at the beautiful Van Vleck House and Gardens with quality music you expect from Outpost in the Burbs.
UPDATE: Due to Saturday’s forecast, OutpostFest will be held at the Unitarian Universalist Congregation, 67 Church Street in Montclair.
General admission, Family Pack and VIP tickets ($40–$100) can be purchased online here
18th Annual Essex County Fall Festival
September 23, 11 a.m.–3 p.m.
Enjoy activities for the entire family to enjoy, including nature games and crafts, naturalist-led walks, live butterflies, canoeing, a pumpkin patch, a petting zoo, food, and more.
Essex County Environmental Center, 621 Eagle Rock Ave, Roseland
Free to attend
Montclair History Center & Montclair Community Farms Fall Fest
September 30, 11 a.m.–4 p.m.
Enjoy food and drinks from local vendors and jam out with live music from Montclair’s own School of Rock.
110 Orange Road, Montclair
$10/person through September 15. The cost is $12/person after September 15. Online sales close on September 29 at midnight. $15 at the door.
Tickets here
5th Annual Montclair Brewery Oktoberfest
September 30, 1–10 p.m.
Enjoy a German-style brew while listening to live music. Dress in your German-Best Oktoberfest attire and enter the costume contest, or test your strength and join the stein-holding contest!
101 Walnut Street, Montclair
$22–$32 per ticket. Buy tickets online or at the beer garden entrance.
Applegate Farm’s 25th Annual Oktoberfest
October 5, 11 a.m.–3 p.m.
Enjoy an ice cream eating contest, an apple cider-making demonstration, a pumpkin painting contest and fun and games for the entire family!
616 Grove Street, Montclair
Free to attend
Bloomfield Center Harvest Festival
October 7, 11 a.m.–7 p.m.
Enjoy live music, food trucks, shopping, games, a photo booth, a kids’ corner and more!
Glenwood Avenue & Washington Street, Bloomfield
Free to attend
So glad that the Outpost in the Burbs season is starting up again!