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Fall Festivals in Montgomery County

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September is here and fall festival season is in full swing! There are festivals for every interest, including BBQ, wine, music, art, crafts, antiques, Halloween-themed events and more. Celebrate the cooler weather by getting out and enjoying all this area has to offer!

September 22 – Woodforest Craft Fest – Beer, beer and more beer will be on tap at the annual Woodforest Craft Fest, 12:00 – 6:00 p.m. Saturday, Sept. 22 at the Christine Allen Nature Park. More than 20 breweries will roll out their kegs, proffering samples to adults 21+. Full glasses of beer and margaritas from Southern Rum Runners will be available for purchase. Guests also will enjoy live music by Louis Adams Band, Travis Lance and Sick Duck and kid-friendly activities. The festival kicks off with the Beer Run 5Kish at 11:00 a.m.

September 22 – Arts in the Park featuring Shakespeare in the Park – Enjoy an afternoon with family and friends at this Shakespeare themed art festival held at Rob Fleming Park from 3:00 p.m. – 8:30 p.m. Bring lawn chairs, grab a bite to eat at the food trucks and enjoy live stage performances. This free event features local vendors selling original artwork, children’s activities, and a live Shakespeare theatre performance of “Much Ado About Nothing” by UpStage Theatre with music by Woodlands Symphony Brass beginning at dusk. New for 2018, residents are encouraged to create their very own Shakespeare-inspired masterpiece and enter the inaugural Art Contest!

September 29 – Oktoberfest at Southern Star Brewery – Grab your lederhosen and dirndls, it’s time for Southern Star’s free Annual Oktoberfest Party. Celebrate in true German style with Southern Star’s Oktoberfest bier and authentic polka music performed live by The Moravians and the Home Brewed Brass Ensemble. Fill up your bellies with German style food, bratwurst, sauerkraut, pretzels, and much more. No German Festival is complete without Bavarian games and festivities, including the Oktoberfest traditional challenges: Bier Barrel Race, Stein Hoisting Stand-off, Liter Stein Bucket Race, Grain Stack Toss, Stain Race and more! $25 for an Oktoberfest stein (limited amount available) and 3 beer ticket. Complimentary Shuttles will be offered from 11:45 to 10:00pm at the Outlets At Conroe Parking lot located at the Southeast corner of Interstate 45 N and League Line Rd.

September 29 through November 25 – The Texas Renaissance Festival – The Texas Renaissance Festival is the nation’s largest and most acclaimed Renaissance theme park where the sights, sounds, tastes and beauty of the 16th Century come alive for eight magically-themed weekends. The festival welcome more than half a million guests annually and features nearly 500 costumed performers on 17 stages; 400 shoppes including international food purveyors, unique artisans, merchants and craft vendors; human-powered rides; an abundance of strolling performers and the Royal Fireworks display at dusk. The festival is held Saturdays, Sundays and Thanksgiving Friday.

October 6 – Oak Ridge North Fall Festival – The City of Oak Ridge North will be hosting its 5th Annual Fall Festival on October 6th from 10:00 am – 3:00 p.m. in Marilyn Edgar Park. Don’t miss this free, fun, family event! There will be a pumpkin patch, food a trackless train, face painting, and much more.

October 6 – Fall Bazaar and Car Show at Rose Hill UMC – At this event there is something for every member of the family to enjoy. For the kids, there is a children’s festival with carnival games and prizes. For dad, check out some cool cars at the car show with vehicles of all types including vintage, muscle, sports cars and supercars. For everyone, come shop at the craft fair and find some unique gifts just in time for Christmas. Food is available and admission is free. The bazaar is held at Rosehill United Methodist Church in Tomball and will be open from 8:30 to 10:45 a.m.

October 6 – 5th Annual Tomball Texas Wine Festival – Held at the Historic Tomball Depot Plaza, the 5th Annual Tomball Texas Wine Festival will be featuringWe have hand-selected area Texas wineries to be on-site, along with local breweries, LIVE music, food vendors and much more! The festival will be open from 1:00 – 7:00 p.m.


October 6 & 7 – Texas Wine & Art Festival –  October is Texas Wine Month and so come out to historic Old Town Spring and enjoy great Texas wine and original art at the Fall Texas Wine and Art Festival. Also, grab a glass of wine, stroll along our beautiful tree-lined streets and visit any of our 150 quaint shops. Wine tasting tickets are $25 online plus fee $2.37 for early bird special online or $35 at the gate. Price includes a commemorative wine glass and 15 wine tastings. Additional tastings are available for $1 each.

October 7 – Woodlands BBQ Festival – The Woodlands BBQ Festival features some of the most talented and celebrated BBQ pitmasters from the Houston area and beyond. There will be the finest BBQ around, live music, cold beer, kid’s activities, and the chance to bring awareness to pulmonary hypertension. All ticket, drink and raffle sales from The Woodlands BBQ Festival benefit Pulmonary Hypertension Research, Inc., which aims to extend and improve the lives of those affected by pulmonary hypertension.

October 12, 13 & 14 – Conroe Catfish Festival The Conroe Cajun Catfish Festival annually draws 30,000 to 40,000 people to hear the stellar music line-up, browse through the many craft booths and exhibits, and eat a variety of cajun style food. The kid’s area has fun rides, a Monster Mural, petting zoo, and pony rides. The Annual Catfishing Contest is back again along with the wine & food area. The Conroe Cajun Catfish Festival benefits the non-profit Friends of Conroe, Inc., who are working to enhance the quality of life in Conroe and Montgomery County through civic and cultural improvements. The Friends contribute funds to other established non-profit organizations, promote community projects, support the renovation of the downtown Conroe area and promote education thru scholarships.

October 13 – Candy Crawl Model Home Tour – Kick off the season of sweets with a haul of Halloween treats during the Candy Crawl Model Home Tour, 11 a.m. to 2 p.m. on Saturday, October 13 at Harmony. Costumed kids (and their parents) can stop by The Thicket, 3811 Everly Bend Drive, for free Halloween food, activities and games, then trick-or-treat 21 “boo-tiful” model homes filled with candy.


October 20 – Community Fall Festival – Join Christ Community School from 10 a.m. to 2 p.m. for a family friendly festival with fun for all ages! There will be inflatables, petting zoo, pony rides, games and prizes, cake walk, vendor booths, fire/police trucks, air brush tattoos and balloon artist, concession stand and more. The event will be held rain or shine.

October 20 – Christ Church Fall Market – This free event offers a great lineup of family friendly activities, including craft and vendor booths, a BBQ lunch, bake sale, silent auction, pumpkin patch, and children’s activities from 10:00 a.m. – 2:00 p.m. The festival will be open from 9:00 a.m. to 4:00 p.m. at Christ Church United Methodist.

October 21 – Cochran’s Crossing Fall Festival – Join your neighbors for an afternoon of fun at the Cochran’s Crossing Fall Festival at Shadowbend Park from 11:00 a.m. - 4:00 p.m. There will be games, bounce houses, pony rides, prizes, exhibitors, free food and drinks, DJ Music, prizes, and drawings for gift certificates. Kids can play at the park and enjoy the festivities.

October 27 – 3rd Annual Truck or Treat Halloween Food Truck Festival – At the 3rd Annual Truck or Treat Halloween Food Truck Festival,  attendees will enjoy Halloween themed food from a variety of food trucks, cold drinks, live music, a kid’s zone, and even a costume contest! The festival will be held at Town Green Park Saturday, October 27 from from 11:00 a.m. – 11:00 p.m.

October 27 – The Tomball Bluegrass Festival – The sound of banjos, mandolins and true Americana will fill depot plaza as the Tomball Bluegrass Festival returns. Scheduled to perform are David Davis & the Warrior River Boys along with local and regional acts. Festival food, vendors, a kid’s zone and the popular Shade Tree Jam where you can get into the act with other musicians makes this one of Tomball’s most popular festivals. Gates open at 11:00 a.m. Free admission and parking.

October 27 – Woodlands Oktoberfest – Experience The Woodlands’ First Oktoberfest at Town Green Park October 27 from 11:00 a.m. – 10:00 p.m. There will be German flavors and food, drinks, live music, food trucks, a kid’s area, and a whole lot of German spirit!

October 30 – Fall Extravaganza – Get ready to have a ghoulishly fun time at the East Montgomery County Fall Extravaganza, Tuesday, October 30 at theEast Montgomery County Improvement District Complex from 5:00 – 8:00 p.m. There will be all games and rides, a petting zoo and pony rides, face painting, and candy. Don’t forget your costume! Children ages 1 month to 14 years are eligible to enter. First, second and third place winners will be chosen in categories 1 month – 3 years, 4 – 8 years and 9 – 14 years.

November 3 – Bark in the Park – This fall event is for everyone in the family, even the dogs! Bark in the Park starts at 8:00 a.m. with a walk for well-behaved dogs and their owners followed by a party featuring a pup kissing booth, music, contests, pet vendors, face painting, a dog costume contest, and a bouncy house. The Houston Disc Dogs will be putting on two thirty minute shows with exciting tricks and jumps. Chow down on some breakfast tacos with Taco Ole or grab a burger from a wide selection of food trucks. Proceeds will benefit a local dog charities.

November 4 – Houston Family Fun Fest – Admission and all activities are free at the Houston Family Fun fest being held at The Woodlands Mall Sunday, November 4 from noon – 4:00 p.m. Enjoy a Sunday afternoon full of fun with interactive activities including inflatables, face painting, rock wall, food trucks, door prizes, stage performances, music and more. The first 500 families will receive our HFM goodie bags at each event!

November 10 – 3R Bazaar at The Woodlands Farmer’s Market – Celebrate America Recycles Day and explore the 3R Bazaar at The Woodlands Farmer’s Market at Grogan’s Mill. Enjoy live music, play games & activities, and shop local artists using repurposed and recycled goods. Document Shredding is available for $5 or a 5 canned food donation to benefit Interfaith of The Woodlands Food Pantry. Receive an exclusive reusable bag to shop the market. Free recycling opportunities include:

  • Batteries: Alkaline, AA, AAA, C, D, and 9V
  • Textiles: Overly worn clothing, shoes, linens and other unusable textiles
  • Oral Care Products: Toothbrushes, toothpaste tubes and floss containers
  • Eyeglasses: Plastic and metal frames and cases




November 10 & 11 – The 23rd Annual Children’s Festival – This one’s just for the kids! The festival, held at Cynthia Woods Mitchell Pavilion, will be celebrating Sunny Days with neighborhood fun, a meet and greet with PJ Masks and live performances from Sesame Street friends! Don’t forget about the massive Touch-a-Truck “Truck Trail,” toddler fun-zone “Peekaboo Place,” and inflatables & activities around every corner – all for just $10. The Children’s Festival will be open Saturday from 10:00 a.m. – 5:00 p.m. and Sunday from noon – 5:00 p.m.

Check the Hello Woodlands 31 Things to Do list for each month and the monthly Hello Woodlands Calendar for information on different events happening in Montgomery County everyday!