Seasonal Events & Festivals in Baltimore — Markets, Beer & Holidays
Every season changes the calendar. Spring and summer bring street festivals, beer and wine fests, and outdoor movies; fall runs Oktoberfests and harvest events; winter is holiday markets and the kind of warm rooms you want in January. We track the seasonal stuff that's actually worth your weekend.
Tue, Sep 22· 12:00pm-10:00pm
Cocktail Beer Week
📍 Sapwood Cellars Brewery
Wed, Sep 23· 3:00pm-10:30pm
Restaurant Day, Hampden Elementary Fundraiser
📍 Blue Pit BBQ
Thu, Sep 24
Dining Out for Life
📍 Blue Pit BBQ
Thu, Sep 24· 5:00pm-9:00pm
FOOD TRUCK: Pit & Pendulum
📍 Mobtown Brewing Company
Fri, Sep 25· 5:00pm-9:00pm
FOOD TRUCK: Pit & Pendulum
📍 Mobtown Brewing Company
Sat, Sep 26· 11:00am-10:00pm
Oktoberfest at Sapwood
📍 Sapwood Cellars Brewery
Sat, Sep 26· 12:00
BTRP & Empty Nester Sukkot Lunch
📍 Beth Tfiloh Congregation
Sat, Sep 26· 1:00 PM
Oktoberfest Live!
📍 Leinie Lodge & Beer Garden
Sat, Sep 26· 12:00pm-5:00pm
Wine & Food Festival – Charlotte Ballantyne
📍 Drink Eat Relax Events
Sat, Sep 26
Trifecta Food Truck & Music Festival 2026
📍 Trifecta Food Truck & Music Festival
Sat, Sep 26· 12:00pm
Kunta Kinte Festival - World Wide Day of Play
📍 Chesapeake Children's Museum
Sat, Sep 26· 11:00 AM
The Outpost Tavern 10-Year Anniversary Party
📍 The Outpost American Tavern
Sat, Sep 26· 12pm-8pm
First Annual Milkhouse Oktoberfest
📍 Milkhouse Brewery
Sun, Sep 27· 2pm-6pm
Mount Airy Fairy Hair
📍 Milkhouse Brewery
Tue, Sep 29· 5:00pm-late
Craft Malt Month Celebration with Bear Branch Malt
📍 Max's Taphouse
Wed, Sep 30· 5:30pm
Dirt to Drinks! BYOB
📍 Village Learning Place
Wed, Sep 30
Pumpkin Patch
📍 Green Meadows Petting Farm
Wed, Sep 30· 10:00am-closing
ONE PIECE CARD GAME Round1 Promotion Pack - Phase 5
📍 Round1 Bowling & Arcade Towson Town Center
Wed, Sep 30· Weekends in October
Fall Festival Days
📍 Chapel Hills Farm & Nursery
Thu, Oct 1· varies
Stoneleigh Lanes 80th Anniversary Celebration
📍 Stoneleigh Lanes
Thu, Oct 1· 5:00pm-7:00pm
CAnE Seasonal Sips: Monthly Product Drop at Stem & Vine
📍 Stem & Vine
Thu, Oct 1· 5:00 PM
Harvest Fest: Built to Celebrate ~ Hard Hats & Bourbon
📍 Jewish Community Center (JCC) of Greater Baltimore
Fri, Oct 2· All Weekend
Fells Point Fun Festival 2026 – 225+ Food, Drink, and Local Shopping Vendors
📍 Fells Point Fun Festival
Fri, Oct 2· 5:00pm-9:00pm
Fells Point Fun Festival 2026 – Friday Night Market
📍 Fells Point Fun Festival
Fri, Oct 2· 10:00am-4:00pm
ZooBOO! Presented by Fulton Bank
📍 Maryland Zoo
Sat, Oct 3· 12:00pm-6:00pm
Anime October 2026 at Frey's Farm
📍 Frey's Farm
Sat, Oct 3· 1:00 PM
PSU Baltimore's Flip for Life
📍 Mosaic
Sun, Oct 4· 11:30am
Fells Point Fun Festival 2026 – Pet Parade Hosted by Dogs of Charm City
📍 Fells Point Fun Festival
Tue, Oct 6
Taco Tuesday with Drink Specials
📍 Little Havana
Sat, Oct 10· 5:00pm-9:00pm
Fells Point Fun Festival - Friday Night Market
📍 Fells Point Fun Festival
Sat, Oct 10· 7:00 AM - 8:00 AM
Homecoming Tailgate & Park
📍 Morgan State University - Murphy Fine Arts Center
Sat, Oct 10· All weekend
Make Mine A Maryland! Beer, Wine, & Spirits Park
📍 Fells Point Fun Festival
Sat, Oct 10· All day
Fells Point Fun Festival 2026 - Food, Drink & Vendor Market
📍 Fells Point Fun Festival
Sat, Oct 10· 5:00pm-9:00pm
Friday Night Market
📍 Fells Point Fun Festival
Sat, Oct 10· All day
Fells Point Fun Festival - 225+ Food, Drink, and Local Shopping Vendors
📍 Fells Point Fun Festival
Sat, Oct 10· 5:00pm-9:00pm
Friday Night Market with 225+ Vendors
📍 Fells Point Fun Festival
Sat, Oct 10· 12:00pm-5:00pm
Das Best Oktoberfest – Timonium
📍 Drink Eat Relax Events
Sat, Oct 10· 12:00 PM - 3:00 PM
Pets in Costume Fundraiser
📍 Adopt a Homeless Animal Rescue Inc
Sat, Oct 10· 11:00am-6:30pm
Das Best Pumpkinfest – Timonium
📍 Drink Eat Relax Events
Sat, Oct 10· Full day event
60th Annual Fell's Point Fun Festival - Full Weekend
📍 Fells Point Fun Festival
Sun, Oct 11· All day
Family Fun Park
📍 Fells Point Fun Festival
Sun, Oct 11· All day
Family Fun Park in Thames Street Park
📍 Fells Point Fun Festival
Mon, Oct 12· 11:30am
Pet Parade Hosted by Dogs of Charm City
📍 Fells Point Fun Festival
Thu, Oct 15· 7:00 PM
Day of the Dead - Tequila Pairing Dinner
📍 The Outpost American Tavern
Fri, Oct 16
Nigerian American Festival at Guinness Open Gate Brewery
📍 Guinness Open Gate Brewery
Fri, Oct 16
Nigerian American Festival
📍 Guinness Open Gate Brewery
Fri, Oct 16
Trail of Jack-O-Lantern at Green Meadows Farm
📍 Green Meadows Petting Farm
Fri, Oct 16· 11:30am-late
Rare & Obscure 2026
📍 Max's Taphouse
Sat, Oct 17· 11:00 AM - 2:00 PM
Barks & Boos! Play | Walk | Run | Hike Fall Festival and Fundraiser
📍 Baltimore Humane Society
Wed, Oct 21
Pumpkin Carving Event
📍 Little Havana
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