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31 Things To Do in October

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Hello Woodlands’s “31 Things To Do” monthly guide highlights events, activities, and things to do this October in The Woodlands and Montgomery County area that can be enjoyed while practicing social distancing plus ways to contribute to our community. Be sure to check back on Hello Woodlands for updates!

If there is any opportunity for the Hello Woodlands team to help communicate news, important updates, and/or highlight a story or need, please let us know by emailing



*Please note that events, programs and details are subject to change due to the current environment and regulations, orders and recommendations due to COVID-19.

  • October 14-18 – VIRTUAL Woodlands Waterway Arts Festival – The Woodlands Arts Council has pivoted to an interactive, online format for The Woodlands Waterway Arts Festival 2020, a celebration that is designed to bring the joy of fine art and fine crafts into the homes of art lovers in our community and beyond. The festival will be FREE for all to attend! The festival will kick off Wednesday, October 14 with a Silent Auction featuring original art donated by festival artists, and continue through the weekend of October 17 & 18, when art from over 200 juried artists will be available for sale. Visitors will have the opportunity to engage for free with artists in their online booths from the comfort of their homes. Musical performances, hands-on children’s activities, and informative artists’ panels and video interviews will bring the festival up close and personal. Learn more
Woodlands Waterway Arts Festival 2020
  • October 19 – 33rd Annual John Cooper School Golf Tournament – The John Cooper School Golf Tournament will return to The Woodlands Country Club-Palmer Course on Monday, October 19 for a terrific lineup of golf festivities, including a full day of golf, followed by dinner and awards. Learn more
  • October 23 – Memorial Hermann In the Pink of Health – In the time it takes you to read this, one woman will have been diagnosed with breast cancer in the United States and another every two minutes after that. Cancer care, love, support, and guidance—these women need us to champion them now, and it’s not possible without your support. This year, In the Pink is taking a socially responsible approach and bringing our event to your home. Join us as we celebrate 20 years of In the Pink with “A Porch Affair.” Enjoy the fall weather and tune in from your porch, patio, or the favorite room from your home. We’ll provide a celebration kit with inspiration, a gift card to a fabulous restaurant, and more! Celebrate 20 years of In the Pink. Learn more
  • October 2020 – Classes and Programs at Canopy Cancer Survivorship Center – Canopy is open for classes and programs! Canopy is a cancer survivorship on the campus of Memorial Hermann The Woodlands. Canopy is open to men and women, no matter where you were treated, and for any kind of cancer. If your life has been impacted, whether you were the patient or the caregiver, you have a safe haven at Canopy. For more information please call the Canopy front desk at 713.897.5939 or visit

  • Take a Private Tour of The Woodlands Christian Academy’s 40 Acre Campus – With 40 acres and small class sizes, The Woodlands Christian Academy is excited to offer future warrior families a safe, socially distanced private campus tour. Touring campus is a great way to experience Woodlands Christian! The private campus tour will include a brief overview of school history, mission, leadership, philosophy of education, the application process and a walking tour of our beautiful campus. You can view the upgrades made to create a controlled environment and healthy campus. Lower school (Pre-K – 4th grade), middle school (5th – 8th grade) and high school (9th -12th) programs are introduced, providing an excellent overview of a Warrior education. You can also take an online virtual tour here. To schedule a private tour, please contact Director of Admissions, Amanda French at (936) 271-3104.
Take a Private Tour of The Woodlands Christian Academy’s 40 Acre Campus


*Please note that events, programs and details are subject to change due to the current environment and regulations, orders and recommendations due to COVID-19.

  • Visit Local Farmer’s Markets
    • Thursdays from 4:30-7:30pm – Montgomery Sip-n-Stroll Farmers Market – Enjoy fantastic handmade products, produce, live music, food trucks, beverages supporting local vendors and businesses in beautiful historic downtown Montgomery. 
    • Fridays from 2:30-6:30pm – Old Town Spring Farmers Market – Old Town Spring hosts a Friday Farmer’s market with farm grown, hand crafted, hand made and specialty items from local businesses, farms and boutiques come out to show you the goods. 
    • Saturdays from 8am to 12pm – The Woodlands Farmer’s Market – Located in the Grogan’s Mill Shopping Center, The Woodlands Farmer’s Market is home to vendors offering locally grown produce, grass fed beef, Texas handmade artisan cheeses, goat cheese, sustainably cultivated coffee, local honey, breads & pastries, no sugar-added baked goods, prepared tamales, Indian cuisine & Mediterranean food, gluten-free options, and seasonal products. 
    • Saturdays from 9am to 1pm – Farmer’s Market on Tamina – Visit the local farmer’s market in Magnolia with a family vibe, between 35-50 vendors and a signature complimentary cocktail each week. 
    • Saturday from 9am-1pm – Tomball Farmer’s Market – The market is open year round at 205 W. Main Street in Downtown Tomball, TX. TFM provides a unique family and pet friendly shopping experience that you cannot find elsewhere.
  • October 1- 31 – Montgomery County Food Bank Mobile Markets will provide pre-packaged bags of groceries at multiple locations this July to residents in need, while supplies last. Stay updated and view mobile markets here
  • October 1 – Candidate Forum: The Woodlands Township Board of Directors – The Woodlands Area Chamber of Commerce will be hosting candidate forums for the four positions on The Woodlands Board of Directors on September 30th and October 1st at 4:00 p.m. live on The Chamber’s Facebook Page. There will be no fee to view. This event is open to the public. Learn more
  • October 3 & 4 – Texas Renaissance Festival – Journey back in time to old Bavaria as the King and Queen open the Festival season with a celebration of the best of the wurst (and the bier)! Join in the fun by taking part in the Oktoberfest costume contest or the bratwurst eating contest. Learn more
  • October 3 – Virtual Walk to End Alzheimer’s – Register today for the N. Harris/Montgomery County Walk to End Alzheimer’s! This year’s event won’t be a large in-person gathering — instead, walk in small teams of friends and family while others in your community do the same. Join in on the the world’s largest fundraiser to fight the disease. Learn more
  • October 4 – The Woodlands Cars & Coffee for a Cause – The outdoor event will be held at Market Street from 6:30 a.m. to 10:30 a.m. To adhere to safety protocol, a distance must be kept between vehicles and masks are encouraged if people are going to gather outside of the group they arrived with. Parking is limited at Market Street and will be on a first-come, first-serve basis. Learn more
  • October 4, 11, 18 & 25 – Concert in the Park Fall Series – Concert in the Park is a popular family tradition of free music and fun for all ages at Northshore Park. Practice social distancing, refrain from gathering in large groups and continue following all guidelines established by the CDC. Learn more
  • October 5 is the last day to register to vote for the November 3, 2020 election.
    • Election Day is Tuesday, November 3, 2020.
    • The deadline for registering by mail to vote is (postmarked by) Monday, October 5, 2020.
    • The deadline to register in person to vote is Monday, October 5, 2020.
    • The deadline to request a ballot by mail is (received by) Friday, October 23, 2020.The early voting period runs from Tuesday, October 13, 2020 to Friday, October 30, 2020, but dates and hours may vary based on where you live.
    • Learn more – Montgomery County
    • Learn more – Harris County
  • October 6 – Candidate Forum: Conroe ISD Board of Trustees – The Woodlands Area Chamber of Commerce will be hosting a candidate forum for the Conroe ISD Board of Trustees at 4:00 p.m. live on The Chamber’s Facebook Page. There will be no fee to view. This event is open to the public. Learn more
  • October 6 – National Night Out
    • The Conroe Police Department will be hosting National Night Out on October 6, 2020 from 5:00 – 8:00 p.m. Come out and meet your local police department at the Kroger shopping center located at 341 S. Loop 336. Learn more
    • Information from the Montgomery County Sheriff’s Office: Learn more
    • Due to COVID-19, communities are asked to go back to the original of turning on their front porch light in order to light up the neighborhoods and have block parties in their individual driveways in order to social distance.
  • October 8, 15, 22 & 29 – Rock the Row Fall Concert Series – Experience Hughes Landing on scenic Lake Woodlands with live music Thursday evenings! Rock the Row features local and regional bands playing a variety of favorites from classic rock and pop to Motown during the summer and fall. Learn more
  • October 9-11 – Conroe Cajun Catfish Festival – The Conroe Cajun Catfish Festival is a three-day music, food and entertainment extravaganza held street-party style in historic downtown Conroe. All proceeds from the festival benefit The Friends of Conroe, a nonprofit community oriented organization committed to the enhancement of the quality of life in Conroe and Montgomery County through civic and cultural improvements. Learn more
  • October 16 – Art Dash Party – On Friday evening, October 16, the popular VIP Art Dash Party will be transformed into an intimate, virtual experience with an online “happy hour” and raffle for art by The Woodlands Waterway Arts Festival Featured Artist and Naturalist Christina Smith. Learn more
  • October 16 – Joe Burlison’s Uptown Jazz Band at Glade Arts Foundation -Joe Burlison on the Grand Piano, Don Pope on Saxophone, Lonny LaLanne on Trumpet, Ino Garcia on the Trombone. Memphis guitarist Jason Barden will be back in town, with Ken Cluck on Bass and Dan Burkeen on Drums. Featuring the Jazz vocalist Rob Schroeder. Doors open at 7:00 pm. Music starts at 8:00 pm. Seating is limited. Handcrafted cocktails and Sommelier curated wine list. Learn more
  • October 17 – 6th Annual Sporting Clays Tournament – The tournament will be held at Blackwood Gun Club and all funds raised go directly to support the mission of All Ears! Listening & Language Center. All Ears! empowers children who are deaf and hard of hearing to develop listening and spoken language skills by giving families the tools and support needed to promote independence. Learn more
  • October 24 – Trick or Treat Trail Drive-Thru Event – The annual community-favorite Trick or Treat Trail will take place as a drive-thru event on October 24th, 2020. Participants will receive giveaways, goodies and candies from local vendors and organizations. Learn more
  • October 29 – Nach-Yo Ordinary Tequila Tasting – As part of Wine & Food Week, the event at The Woodlands Country Club The Palmer Course allows attendees to sample up to four different selections at each tequila station, enjoy individual gourmet single serve nacho box, and more! Learn more
  • October 30 – The Great Pumpkin Shoot – Join the annual Great Pumpkin Shoot to feed local, homebound seniors! Precautions will be taken around COVID-19, including (but not limited to) social distancing and limited occupancy. Come as an individual or create a team with your friends/coworkers to enjoy a fun morning to benefit Meals on Wheels Montgomery County. Learn more
  • October 31 – Tandem Kayak Trick or Treat – Start at Riva Row Boat House and travel around the Waterway and Lake Woodlands to visit a few stops collecting Halloween treats from boat house staff. Be sure to dress up! Learn more
  • October 31 – Love Fosters Hope’s 9th Annual Run for Hope – The race will have a unique twist this year. It will be Virtual and/or Live at Market Street, if allowed. A virtual race can be ran or walked from your neighborhood, on a track, treadmill or any location you choose. Participants will receive a medal and t-shirts. Learn more
  • October 31 – Monster Mash Trick-or-Treat Stop – The Recreation Center at Rob Fleming Park is open and celebrating Halloween this year and you are invited! It will be a spooktacular time, so be sure to put the Recreation Center at Rob Fleming Park on your Trick or Treat route this Halloween. Due to COVID-19, Township Parks and Recreation facilities, programs, services and events are subject to change, modification and/or cancellation to ensure compliance with respective State of Texas, Montgomery County and/or Harris County declarations and/or Township Board of Directors. Learn more
  • Until November 21 – CASA Virtual Superhero Run – The 11th Annual CASA Superhero Run Series, a virtual event this year, includes a 1 mile, 5K, 10K, 8 mile, Half-Marathon, and Hero Zero-K run. The event benefits CASA Child Advocates of Montgomery County. Register today with the Hello Superheroes team at

Visit the Hello Woodlands Calendar for updates on postponed dates, cancelled events, and be sure to stay tuned for more details.Advertisement


Due to the current COVID-19 pandemic, nonprofits are in need now more than ever. Organizations are working hard to maintain the quality of care they have always provided to our community.

Hello Woodlands’ ongoing series “Nonprofit of the Month,” featuring Randy Lovelace of Paragon Independent Insurance Agencies, spotlights several of these nonprofits. Learn more about the nonprofits’ missions and meet the people behind them here.

Learn more about the Hello Woodlands Nonprofit of the Month, Journey Home, and watch our video interview here.

NPOTM Journey Home


Doing one of these things will be greatly appreciated by the local businesses. Please join us by showing your support!

  • Purchase gift cards online and use later.
  • Order to go, takeout or delivery from local restaurants
  • Shop online! Support your favorite local retailer, artists, author, musician, etc. buy buying their digital or physical products.
  • Continue taking classes by video from your instructor (or buy digital course, FaceTime, Zoom Video Conference, etc.).
  • Make a donation, tip or contribution online to show your support.
  • Share on social media! Like a local business’s Facebook and Instagram page, subscribe to their YouTube channel, comment on a post, and share a post with your friends.
  • Leave an online review. Have a great experience and love their products or services? By adding a positive review on Google or Facebook, you are helping the business potentially gain more customers – and brighten their day!
  • Support local musicians, entertainers, and performers by purchasing their merchandise, buying music (songs/albums), streaming music online, and promoting to friends online.
  • Support local authors! Purchase a book from a local bookstore by a local author. Stay tune for interviews and book features in upcoming articles on Hello Woodlands!
  • Event cancelled? Instead of asking for a refund, consider donating the funds to the small business, nonprofit or charity who needs the funds during this time.
  • Send an encouraging message, note, email or comment on an online post. Words of kindness and hope during this difficult time is a great way to offer your support.

Visit our online calendar, subscribe to our Email Newsletter, follow us on social media at @HelloWoodlands, and check back for a list of 31 things to do in November 2020! 

Contact us at to tell us about updated events and more ways we can share about helping our community, supporting local businesses, and things to do in The Woodlands and Montgomery County.

Thank you for your support!