From festive fairs and fall festivals to spooky Halloween happenings and outdoor adventures, Montgomery and the surrounding areas are bursting with events that capture the spirit of the season.

Whether you're looking for family-friendly fun or a night of frights, there's something for everyone to enjoy this October in Magnificent Montgomery!

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Alabama National Fair

📆 October 3-13, 2025
📍1555 Federal Dr, Montgomery, AL 36107

Montgomery’s love for fairs dates back to 1854, when the Alabama State Agricultural Society held exhibitions along the banks of the Alabama River. Though the tradition paused during hard times, it roared back to life in 1954 thanks to the Montgomery Kiwanis Club and the newly built Garrett Coliseum. With just $500 and a bold vision, they launched what would become a beloved October tradition.

Now known as the Alabama National Fair, this annual event blends fun and purpose—supporting local nonprofits, promoting agriculture and the arts, and giving families a chance to make memories. Still run by dedicated volunteers, the Fair is more than rides and funnel cakes—it's a celebration of community, culture, and giving back.

Don’t miss this year’s fair—it’s tradition, fun, and heart all in one place!

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MLC 4th Annual Oktoberfest

📆 October 4, 2025
⏱ 11 AM to 5 PM
📍Messiah Lutheran Church, 6670 Vaughn Rd, Montgomery

Messiah Lutheran Church on Vaughn Road in Montgomery Alabama will hold its fourth annual Oktoberfest Community Festival on Saturday, October 4 from 11:00 am – 5:00 pm. This is free admission and open to the public event attended by all generations. Music on the festival stage will feature the John Bull Trio and The Nameless Band. The festival will also feature German and American food, vendors, kid’s activities, Bouncy Houses, Beer Garden, Used Book Sale and many more attractions.

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15th Annual Riverwalk Wine Festival

📆 October 10, 2025
⏱  6-9 PM
📍300 Water St, Montgomery

Indulge in an evening of elegance along the Riverwalk with:

  • Wine Samples from Top Regional & Local Wineries
  • Delicious Bites from Food & Specialty Vendors
  • Live Music by Saxophonist BK Jackson & His Band
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Whether you're a wine lover or just looking for a perfect night out, this event offers something for everyone. Don’t miss this unforgettable experience!

Purchase tickets HERE.

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The Junior League of Montgomery’s 37th Annual Holiday Market

📆 October 16-18, 2025
📍Multiplex at Cramton Bowl, 220 Hall St, Montgomery

The Junior League of Montgomery cordially invites you to join in for an early holiday shopping extravaganza with over 75 vendors. Get a head start on your holiday shopping!

Tickets are available through your favorite JLM member or online.

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Downtown Montgomery Trick or Treating

📆 October 18, 2025
⏱  6-9PM
📍Riverwalk Amphitheater, 355 Coosa St, Montgomery

Get your creepy costumes ready and follow on the pumpkin trail map to downtown businesses offering candy and small toys for kids 18 and under. 

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Montgomery Harvest Halloween Festival

📆 October 18, 2025
📍Riverwalk Amphitheater, 355 Coosa St, Montgomery

  • DJ on site playing music 
  • Judging for the City Departments and Friends Hay Bale Decorating Contest 
  • Twiggy the Water Skiing Squirrel Demonstrations
  • Wildly Blessed Petting Zoo with food for the animals and a photo area
  • Animal Ambassadors from the Montgomery Zoo
  • Pumpkin Decorating Tent Hosted by the Armory Learning Arts Center (free pumpkins, on a first-come first-served basis)
  • Various food trucks with fall-themed menus
  • Harvest Marketplace featuring over 20 different vendors from honey to woodworking to fresh baked goods and more

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ZooBrews and Food Festival

📆 October 19, 2025
⏱  9:30 AM to 4:30 PM
📍Montgomery Zoo, 2301 Coliseum Parkway, Montgomery

Join in for fall day of tailgating fun and follies: a yummy assortment of food trucks, beer and wine vendors, live bands and entertainment, large lawn games to play, and much more.  Great time to bring lawn chairs and blankets, enjoy the food, beverages, music, and play a few games, all under the canopy of the Montgomery Zoo.  Awesome time spend with family and friends enjoying a great casual afternoon.  See you there! 

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Haunting on the Harriott II Halloween Costume Party Cruise

📆 October 25, 2025
⏱  8:30-10:30 PM
📍Riverboat – Harriott II, 200 Coosa St, Montgomery

Come aboard the Harriott II for a haunting good time! Wear your scariest costumes and enjoy live entertainment from local entertainers, cash bar and concessions from the Wheel House Grille and the beautiful view of the Alabama river. Food and beverage prices vary. Be sure to taste all of our Spooky drink specials.

In order to cruise, you must be 21 and over and wear a costume. We will host a costume contest so come prepared to scare!

Adult Tickets - $47.75

Purchase tickets HERE


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Alabama Fried Pickle Festival

📆 October 25-26, 2025
⏱  Saturday 10AM to 5PM & Sunday 10AM to 4PM
📍Garrett Coliseum, 1555 Federal Dr, Montgomery

IT’S A BIG DILL!! Classic dill pickles, fried pickles, pickle popcorn, pickle lemonade, pickle scented chap stick & body products, pickle dogs, pickle dips, pickle salsa, pickle cotton candy, pickle-themed jewelry, pickle-themed t-shirts, & SO MUCH MORE!

Enjoy shopping over 200 craft & commercial vendors, food vendors, petting zoo, pony rides, inflatables, trackless train rides, face painting, games, entertainment, and more!

Purchase tickets HERE.


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Spooky Safari

📆 October 25-26, 2025
⏱ 9AM to 5PM
📍Alabama Safari Park, 1664 Venable Way, Hope Hull

Montgomery County's only daytime, family-friendly Halloween event is back!

Join in when the Safari Village transforms into a festive Halloween celebration filled with kid-friendly fun.

Explore the trick-or-treat trail with candy, treats, and toys, enjoy bounce houses, face painting, special animal encounters, and more—all in a not-so-spooky atmosphere perfect for children of all ages.

Spooky Safari is included with regular Park admission and takes place in the Safari Village until 5 p.m. The Park will be open until 6 p.m. during Spooky Safari.

Purchase tickets HERE.

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Haunted Multiplex

📆 October 30, 2025
⏱ 6:30 to 9PM
📍Multiplex at Cramton Bowl, 220 Hall St, Montgomery

This spooky season, the City of Montgomery Parks and Recreation Department dares all teens ages 13-17 to venture into the Multiplex at Cramton Bowl for an exhilarating haunted experience unlike any other. Teens are encouraged to don their most impressive costumes and navigate a spine-chilling maze guaranteed to thrill and terrify! With actors, animatronics, eerie decorations, and spine-tingling music, the stage is set for a frightfully fun time.

Parents, no need to fret—security and staff will be on site to ensure everyone's safety and keep the scares strictly on the fun side.

This free event includes a haunted house experience and a goody bag for each teen. Please note, this event is not intended for young children.

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Fright Night: A Halloween Party

📆 October 31, 2025
⏱ 8PM
📍BB King’s Blues Club, 1801 Eddie L Tullis Rd, Montgomery

It’s time to grab your Best Costume and Get Ready for a night of killer vocals and more.

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Montgomery vs. Birmingham Food Battle and Festival

📆 October 31 – November 1, 2025
📍Evans Park, 3958 Birmingham Highway, Montgomery

The Montgomery vs. Birmingham Food Battle & Festival is coming — and it’s bringing flavor fireworks! Two powerhouse cities. One epic weekend. And only YOU can help decide who wears the crown in this mouthwatering showdown.

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Enjoy these exciting events and so much more this October in Magnificent Montgomery, Alabama!

And if you're thinking about making a move this season, there's no better time to fall in love with a new home! Whether you're buying, selling, or both, I’m Sandra Nickel—and with my Hat Team of Professionals, we're ready to help you every step of the way.

📞 Call us today at 334-834-1500 or visit homesforsaleinmontgomeryalabama.com to get started!