Hi friends,
Winter in Montgomery is the perfect time to explore, celebrate, and make memories! From festive events and local festivals to cozy hangouts and must-visit spots, there’s so much to do this season. Whether you're hunting for holiday lights, enjoying seasonal treats, or checking out fun family activities, this guide has all the best places to visit and things to do.
Let’s dive into the ultimate winter bucket list and make this season unforgettable in Montgomery, Texas!
Fun Things to Do This Winter in Montgomery, Texas
Attend a Holiday Light Show
- Light up the Park – Cedar Brake Park, 21358 Eva St. Montgomery, TX 77316
On Saturday, December 7, from 6–8 PM at Cedar Brake Park, this free event features photos with Santa, activities, games, entertainment, and cookies. Winners of the commercial, residential, and pole decoration contests will also be announced.
- Festival of Lights at Woodlands Church– 1 Fellowship Drive The Woodlands, TX 77384
Celebrate the true spirit of Christmas at the Festival of Lights, a heartwarming event honoring the birth of Christ. From November 22 to December 30, 2024, experience the joy of the season with beautiful light displays that symbolize Christ's light in our lives.
- Waterway Lights – THE WOODLANDS WATERWAY | THROUGH DECEMBER 31
Experience the magic of the holiday season at Waterway Lights, a stunning display that turns The Woodlands Waterway into a festive wonderland. Ideal for families, couples, and friends, this enchanting event features a variety of mesmerizing light displays that are sure to delight and captivate all who visit.
Attend a Winter Festival
- 2024 Christmas Parade & Holiday Marketplace – Downtown Montgomery, Montgomery, TX
Celebrate the season at the 2024 Christmas Parade & Holiday Marketplace on Saturday, December 14, in Montgomery! The Christmas Parade kicks off at 10 AM in Downtown Montgomery, with free admission and a festive “Toyland” theme. Explore the Holiday Marketplace featuring arts and crafts from 9 AM to 5 PM at 14420 Liberty St. Don’t miss the Famous Cookie Walk from 11 AM to 5 PM or the charming Candlelight Home Tour from 4 PM to 7 PM.
- Lake Conroe Christmas Boat Parade 2024 – Lake Conroe
A week of festive fun begins with the Christmas Boat Parade 2024 on December 14th! Enjoy a spectacular fireworks display and a parade of fully decorated boats starting at 5:30 PM at Grand Harbor Cove, making its way to Margaritaville. Fireworks can be viewed from the Margaritaville parking lot—don’t miss the holiday cheer!
- Holiday Celebration – 1201 Lake Woodlands Drive The Woodlands, TX 77380
Join The Woodlands Mall for a magical evening filled with holiday cheer. Bring your friends and family to enjoy festive crafts, delicious treats, choir performances, surprise giveaways, and a holiday movie screening. This FREE event is the perfect way to get into the holiday spirit!
Outdoor Fun
- Deck the Pines Returns to Pine Market – Pine Market at Woodforest 791 Fish Creek Thoroughfare Montgomery, TX 77316
Celebrate the season at Deck the Pines on Friday, Dec. 6, from 5–8 PM at Pine Market, 791 Fish Creek Thoroughfare. Enjoy a tree lighting at 7 PM, live nativity animals, rides, face painting, balloon artists, DJ Chico, and photos with Santa. Plus, Pine Market shops will share festive treats.
- Discover Christmas at West Conroe Baptist Church – 1855 Longmire Rd., Conroe, TX US 77304
Celebrate a festive evening on Friday, December 6, 2024, from 6:00 PM to 9:00 PM with family and friends! Enjoy a snowy wonderland featuring a sled hill, ice rink, inflatable obstacle course, petting zoo, electric train, photo booths, food, and games. Pastor Jesse will share the Christmas story at 7:15 PM and 8:45 PM. It’s the perfect way to kick off the holiday season!
- 2024 Christmas Parade & Holiday Marketplace – Downtown Montgomery, Montgomery, TX
Celebrate the season at the 2024 Christmas Parade & Holiday Marketplace on Saturday, December 14, in Montgomery! The Christmas Parade kicks off at 10 AM in Downtown Montgomery, with free admission and a festive “Toyland” theme. Explore the Holiday Marketplace featuring arts and crafts from 9 AM to 5 PM at 14420 Liberty St. Don’t miss the Famous Cookie Walk from 11 AM to 5 PM or the charming Candlelight Home Tour from 4 PM to 7 PM.
- Christmas Fest – 2200 Lake Woodlands Drive The Woodlands, TX 77380
Bring the whole family to Christmas Fest for an evening of holiday fun! Join us on Sunday, December 8, from 4:00 PM to 6:00 PM at Fairway and Robb Plaza for rides, live music, crafts, food, and more. Kick off the Christmas season with family, friends, and neighbors—don’t miss the festivities!
- Santa Visits at The Ice Rink – 2005 Lake Robbins Drive The Woodlands, TX 77380
Santa is heading to the Ice Rink! Join the festive fun at The Woodlands Town Center Ice Rink for a special evening with Santa Claus. Skate alongside the jolly man himself and create magical holiday memories in this enchanting setting. Don’t miss your chance to meet Santa on December 18, 2024, from 6:30 PM to 8:30 PM!
Go to Live Music
- Messiah Sing-Along – 2200 Lake Woodlands Drive, The Woodlands, TX 77380
On Sunday, December 15, 2024, at 5:00 PM, The TWMC Music Ministry choir, orchestra, and soloists will present selected portions of Handel's Messiah. Whether you join in the choruses or simply listen and enjoy this beautiful sacred music, all are welcome to this free, hour-long event.
- Holly Jolly Jingle – 2005 Lake Robbins Drive The Woodlands, TX 77380
On December, 5, 2024, enjoy the festive Holly Jolly Jingle live performance, starting at 7:00 PM (gates open at 6:00 PM), just 30 minutes from Cypress. This annual tradition features holiday music performed by Conroe ISD student musicians, filling the night with nostalgic tunes and a sense of community. It’s a heartwarming, free event that captures the magic of Christmas, so don’t miss it!
Christmas Market
- 2024 Christmas Parade & Holiday Marketplace – Montgomery, TX
Celebrate the season at the 2024 Christmas Parade & Holiday Marketplace on Saturday, December 14, in Montgomery! The Christmas Parade kicks off at 10 AM in Downtown Montgomery, with free admission and a festive “Toyland” theme. Explore the Holiday Marketplace featuring arts and crafts from 9 AM to 5 PM at 14420 Liberty St. Don’t miss the Famous Cookie Walk from 11 AM to 5 PM or the charming Candlelight Home Tour from 4 PM to 7 PM.
- Creekside Winter Makers Market – 6464 Creekside Forest Drive
The Woodlands, TX 77389
Discover unique gifts and local talent at the Creekside Winter Makers Market! With over 40 craft vendors, handmade goods, and artisanal items, it’s the perfect spot for holiday shopping. Enjoy a Kid Zone, DIY crafting sessions, and food trucks for a festive, family-friendly experience.
- The Woodlands High School Band Holiday Market – The Woodlands High School, 6101 Research Forest Dr, The Woodlands, TX 77381
Discover a free, family-friendly shopping event on December 7, 2024, from 9:00 AM to 4:00 PM! Browse unique offerings from local artisans, makers, and small businesses, including art, jewelry, boutique clothing, home and holiday décor, gourmet food, food trucks, and more. Don’t miss this festive shopping experience!
- Old Town Spring -403 Main St, Spring, TX 77373
The 44th Annual Old Town Spring Home for the Holidays runs every weekend from November 9, 2024, through Christmas. This festive hometown celebration features dazzling lights, live entertainment, family activities, and photos with Santa. Enjoy horse-drawn wagon rides, strolling performers, and local shops filled with unique holiday gifts. It’s the perfect way to create lasting holiday memories in a charming setting.
Charitable Acts
- 23rd Annual Children in Santa’s Dreams Toy Drive – Conroe ISD
The Conroe ISD Police Department invites you to support the 23rd Annual Children in Santa’s Dreams Toy Drive! From Monday, November 11, through Friday, December 13, donations of new, unwrapped toys for boys and girls of all ages will be collected at 33 Conroe ISD campus locations. These gifts will be wrapped and delivered to families in need, ensuring every child experiences the joy of Christmas.
- Grand Central Park Toy Drive – The Lake House, 1039 Lake House Drive / The Finding Place, 750 Grand Central Parkway in Conroe, TX
Grand Central Park invites you to “Share the Joy, Give a Toy” during its annual toy drive, happening December 1–10. Donate new, unwrapped toys at The Lake House (1039 Lake House Drive) daily from 9 AM to 5 PM, or at The Finding Place (750 Grand Central Parkway) from 10 AM to 5 PM Monday through Saturday, and noon to 5 PM on Sunday. All collected toys will be distributed to children in need by the Conroe Police Department, spreading holiday cheer throughout the community.
Church Events
- Ladies Christmas Brunch at Lakeside Bilble Church – 18940 Freeport Dr., Montgomery, TX 77356
On December 7, 2024, from 10:00 AM to 12:00 PM, this special event is a great opportunity to invite family, friends, and neighbors to hear the gospel. Enjoy worship music, a message from Chelle Stire, and fellowship over a plated lunch (6 guests per table). It’s a chance to share the peace of trusting in God and the gift of salvation. Every attendee will receive a special gift to focus hearts on the true meaning of Christ’s birth this holiday season.
- West Conroe Baptist Church – 1855 Longmire Rd., Conroe, TX US 77304
Celebrate a festive evening on Friday, December 6, 2024, from 6:00 PM to 9:00 PM with family and friends! Enjoy a snowy wonderland featuring a sled hill, ice rink, inflatable obstacle course, petting zoo, electric train, photo booths, food, and games. Pastor Jesse will share the Christmas story at 7:15 PM and 8:45 PM. It’s the perfect way to kick off the holiday season!
- Christmas at The Ark Church – 450 Humble Tank Rd Conroe, TX 77304
Experience the magic of Christmas at The Ark on Sunday, December 22 at 9:30 AM and 11:00 AM, and Tuesday, December 24 at 1:00 PM, 2:30 PM, and 4:00 PM! Enjoy a heartwarming program filled with music, inspiration, and the timeless story of Jesus' birth, perfect for the whole family. Children’s classes for birth through 5th grade will be available on Sunday, offering treats, fun, and a special age-appropriate Christmas message. Christmas Eve services will be family-style, with the entire family together in the main auditorium. A Nursing Mom's Room will be available during all services, and a Christmas Toy Drive will run through December 15.
Upcoming New Year's Event
- New Year’s Eve at 202 Main – 202 Main, 162 Metcalf St, Conroe, TX 77301-2852
Ring in the new year at the 5th Annual New Year’s Eve Extravaganza on Tuesday, December 31, 2024, at 7:00 PM at 202 Main! Enjoy an unforgettable evening with DJ Slickback starting at 9:00 PM, along with drink specials, gourmet bites, luxury desserts, and more. Let’s celebrate and welcome 2025 together!
- Masquerade Ball – New Year's Eve Countdown – 2301 N Millbend Drive The Woodlands, TX 77380
Celebrate New Year’s Eve in grand style at our Masquerade Ball on December 31, 2024, where mystery meets elegance in the stunning Grand Ballroom. Dress to impress in masquerade-inspired cocktail attire and enjoy an unforgettable evening filled with luxury, entertainment, and festive delights as we ring in the New Year in spectacular fashion.
- New Year's Eve Downtown – Downtown, Houston, United States
Downtown Houston will come alive with the energy, excitement, and unity that define the city, offering everything from free events to exclusive parties. Celebrate the New Year with friends, family, and the entire community as we count down to midnight together! 🎊✨ Tuesday, December 31, 2024, 8:00 PM to Wednesday, January 1, 2025, 2:00 AM.
Thank You!
I hope you have found this blog post super helpful. If there is anything else we can do for you, including helping you sell (or buy) a home, I would be honored to assist. I hope you have a great day/evening. Cheers, E + J.
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What's Next?
Schedule a call at https://byjoandco.com/call or email me at [email protected].
We are so happy you found our little corner of the interwebs. We look forward to y'all reaching out to us. We love to answer questions and welcome them. Recently we created some local maps, and you can download those by clicking the image/link above. Below, you will find an index of some very helpful information to assist you in learning more about the Houston suburbs. If you are relocating to our neck of the woods, we hope you reach out to us, because we would love to help you by being your local realtor and friend. Thoughtfully written for you. Hugs, Jo.
We are Waiting for You
If you are looking to relocate to the Houston Area, we would love to meet you, and hear your story. Below you will find all of my contact information, as well as some homes for sale in the area. We truly look forward to hearing from you! P.S. Don't forget to check out our YouTube Channel!
If you are overwhelmed…
Now if you are feeling overwhelmed on where you should plant your roots, I would love to talk to you. You can schedule a call with me by clicking this link: http://byjoandco.com/call or just send us an email: [email protected]. There are some amazing communities all over the Houston suburbs. In this post, https://search.byjoandco.com/blog/best-neighborhoods-in-houston/, I deep dive into all the different suburbs/neighborhoods that you might want to consider, and why. There are many resources here, so please reach out if you are curious about what to look at next! Thank you for trusting us.
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