By the Witherspoon Realty Team
Montgomery, TX, is more than just a charming small town—it's a community rich in history, nature, and Texas pride. We love helping people find their perfect home here, but we also love sharing what makes this town so special. Whether you’re new to the area or a longtime resident, here are our top 10 things to do in Montgomery, TX this year.
Key Takeaways
- Discover local events, dining, and outdoor adventures
- Learn what makes Montgomery unique in Texas
- Explore year-round activities for all ages
- See why life here blends charm, comfort, and community
1. Visit Historic Downtown Montgomery
This is where it all began. With 1800s-era buildings, boutique shops, local cafes, and live music, Historic Downtown is a must-see. It’s also the birthplace of the Texas flag!
Why It’s Worth Your Time
- Charming architecture and walkable streets
- Antique shopping and one-of-a-kind finds
- Regular events and seasonal festivals
2. Spend a Day at Lake Conroe
Montgomery gives you easy access to Lake Conroe, one of Texas’s top destinations for water recreation.
What You Can Do on the Water
- Boating, jet skiing, and paddleboarding
- Lakeside dining at spots like Margaritaville
- Fishing and guided tours
3. Tour Local Wineries
Texas wine country isn’t just in the Hill Country—Montgomery has its own collection of boutique wineries worth exploring.
Our Favorite Sips
- Bernhardt Winery: Live music and hilltop views
- Cork This! Winery: Fun vibe with creative blends
- West Sandy Creek Winery: A rustic escape with award-winning wines
4. Catch a Show at the Crighton Theatre
Just a short drive into Conroe, the historic Crighton Theatre offers live performances year-round—from musicals and plays to concerts and comedy.
What Makes It Special
- Restored 1930s-era theater with small-town charm
- Affordable tickets and family-friendly programming
- Local talent and traveling productions
5. Explore Fernland Historical Park
Step back in time at this outdoor museum featuring restored 1800s cabins and homes. It’s great for families, history buffs, and photographers.
Highlights of the Park
- Guided tours and hands-on learning
- Events throughout the year
- Picnic areas and scenic walking paths
6. Take a Horseback Ride Through the Trails
Equestrian life is big here. With nearby stables and scenic trails, there’s no better way to enjoy the landscape.
Trail Riding Experiences
- Beginner-friendly guided rides
- Private lessons and boarding options
- Rural backdrops perfect for photos
7. Shop Local at the Montgomery Farmers Market
Held weekly, the farmers market is a hub of fresh produce, baked goods, artisan crafts, and local flavor.
Why We Love It
- Great place to meet neighbors and support small businesses
- Seasonal goods and handmade items
- Family-friendly with food trucks and live music
8. Explore Sam Houston National Forest
Located just outside Montgomery, this massive forest offers outdoor enthusiasts plenty of room to roam.
Outdoor Options Include
- Hiking, mountain biking, and camping
- Birdwatching and wildlife viewing
- Access to the Lone Star Hiking Trail
9. Dine at Local Favorites
Montgomery’s food scene includes everything from barbecue joints to upscale Southern cuisine.
A Few Local Favorites
- Cozy Grape: Wine bar and bistro with a romantic vibe
- Phil’s Roadhouse & Grill: Classic Texas comfort food
- Eatery at Hodge Podge Lodge: Historic home turned fine-dining destination
10. Celebrate at Local Festivals
Montgomery hosts several festivals throughout the year, each offering food, fun, and community pride.
Don’t Miss These Events
- Lone Star Flag Festival: Celebrating Texas heritage in March
- Montgomery Wine & Music Fest: Live music, food trucks, and tastings
- Christmas in Montgomery: A holiday favorite for all ages
FAQs
Is Montgomery a good place for outdoor activities?
Absolutely. With Lake Conroe, national forests, and equestrian trails, there’s always something to do outside.
Are there events year-round in Montgomery?
Yes—there’s always something happening, from farmers markets to seasonal festivals.
How far is Montgomery from Houston?
About an hour north, making it an easy drive for commuting or weekend getaways.
Contact Us Today to Make Montgomery Home
At the Witherspoon Realty Team, we don’t just help you find a house—we help you find the right lifestyle. Whether you're relocating, upgrading, or investing, Montgomery offers more than just real estate—it offers a way of life.
Reach out to us at the Witherspoon Realty Team, and we’ll help you discover what makes Montgomery, TX such a special place to call home. Let’s make your next move the right one.
Reach out to us at the Witherspoon Realty Team, and we’ll help you discover what makes Montgomery, TX such a special place to call home. Let’s make your next move the right one.
