The Best Things to Do in Montgomery City Missouri
Updated July 11, 2024 at 5:29 pm
Discover the top attractions and activities that make Montgomery City, Missouri, a must-visit destination, from historical sites and outdoor adventures to local dining and hidden gems. Join us as we explore the best things to do in this charming city.

Explore the Historical Charm of Montgomery City
Montgomery City, Missouri, is rich in history and offers numerous sites for history buffs to explore.
One of the must-visit locations is the Montgomery County Historical Society and Museum.
This museum houses artifacts and exhibits that reflect the diverse history of Montgomery County.
Established in 1983, the museum is located in a former train depot, adding an extra layer of charm and historical significance.
Immerse Yourself in Local Culture
For those interested in experiencing local culture, attending one of Montgomery City’s annual events is a great way to start.
The Montgomery County Fair, usually held in July, is a popular event featuring livestock shows, carnival rides, and delicious fair food.
Additionally, the fair often includes live music and entertainment, offering fun for the entire family.
Supporting local events like this not only provides a unique cultural experience but also helps maintain community traditions.
Experience Nature in Montgomery City
If you love the outdoors, you’ll appreciate the natural beauty surrounding Montgomery City.
Pine Ridge Recreation Area, located just outside the city, is an excellent spot for hiking, picnicking, and wildlife viewing.
The area offers well-maintained trails suitable for all fitness levels, making it a perfect destination for a family day out.
For a more relaxed outdoor experience, visit one of the city’s beautiful parks like Lion’s Club Park or Veterans Park.
These parks are perfect for picnics and enjoy a leisurely afternoon.
Savor Local Cuisine
Montgomery City offers a variety of dining options that cater to diverse tastes.
One local favorite is the Cozy Corner Cafe, known for its hearty breakfasts and friendly atmosphere.
If you’re in the mood for some delicious barbecue, Smokin’ Guns BBQ is the place to go.
They offer a mouth-watering selection of smoked meats and classic sides, making it a must-visit for barbecue lovers.
For those who prefer lighter fare, The Flour Barrel Bakery and Deli offers fresh sandwiches, salads, and baked goods that are sure to delight.
Shopping in Montgomery City
If shopping is more your speed, Montgomery City has a variety of local shops offering unique finds.
Cindy’s Country Creations is a charming store where you can find handmade crafts and decor items.
For a more comprehensive shopping experience, visit the Montgomery City Mall, which offers a mix of retail stores and dining options.
Shopping locally supports area businesses and adds to the unique character of Montgomery City.
Family-Friendly Activities
For families visiting Montgomery City, there are numerous attractions and activities to keep everyone entertained.
The Montgomery County Aquatic Center is a popular choice, featuring a large swimming pool, waterslides, and a kiddie pool area.
It’s a fantastic location to cool off during the hot summer months.
If you’re looking for indoor fun, consider visiting the local bowling alley, which offers a fun and affordable way to spend an afternoon or evening.
Local Wineries and Breweries
No visit to Missouri would be complete without exploring some of the state’s renowned wineries and breweries.
Montgomery City is home to several fantastic options, offering tastings and tours.
Bias Winery & Gruhlke’s Microbrewery is a great place to start.
This family-owned establishment offers a variety of wines and craft beers, alongside beautiful vineyard views.
Another excellent option is Endless Summer Winery, known for its unique fruit wines and welcoming atmosphere.
Discover Unique Attractions
For a truly unique experience, consider visiting some of Montgomery City’s lesser-known attractions.
The Butterfly House, located within the local botanical gardens, is a hidden gem that offers a peaceful retreat surrounded by the beauty of nature.
Additionally, the city’s mural tour showcases beautiful artwork painted by local artists on various buildings throughout the downtown area.
These murals depict scenes from the city’s history and culture, providing a unique and educational way to explore Montgomery City.
Adventure Awaits in Montgomery City
For those who love a bit more excitement, there are plenty of adventurous activities to enjoy in Montgomery City.
Twin Pines Campground offers a variety of outdoor activities such as fishing, kayaking, and camping.
With its scenic surroundings and well-maintained facilities, it’s a great destination for a weekend getaway.
If you’re new to camping, investing in a good quality tent can greatly enhance your experience.
A popular choice among campers is the Coleman Sundome Tent.
Pros
- Easy to set up
- Durable materials
- Weather-resistant
Cons
- Limited space for taller individuals
- Can be bulky to pack and transport
Overall, the Coleman Sundome Tent is a solid choice for both beginner and experienced campers, providing reliable shelter and comfort during your outdoor adventures.
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Seasonal Events and Festivals
Montgomery City hosts various seasonal events and festivals throughout the year, offering entertainment for all ages.
The Autumn Festival, held every October, features pumpkin carving, hayrides, and a farmers’ market.
It’s a wonderful way to celebrate the fall season with family and friends.
During the winter months, the city organizes a charming Christmas Parade complete with festive lights, floats, and a visit from Santa Claus.
These seasonal events add to the community spirit and provide opportunities for residents and visitors to come together in celebration.
Local Art and Culture
Art enthusiasts will appreciate the local galleries and cultural centers in Montgomery City.
Artists of Montgomery County Gallery is a prominent venue showcasing the work of local artists.
The gallery hosts regular exhibitions and art classes, making it a hub for the local art community.
For those interested in performing arts, the Montgomery Community Theatre offers a variety of performances throughout the year.
From musicals to classic plays, the theater provides high-quality entertainment and supports local talent.
Exploring Nearby Attractions
Montgomery City’s central location makes it easy to explore nearby attractions and cities.
A short drive will take you to some of Missouri’s top destinations, such as St. Louis.
St. Louis is known for its vibrant arts scene, delicious cuisine, and historical landmarks.
If you’re a fan of live music, be sure to check out some of the best live music venues in St. Louis.
These venues host a range of performances, from local bands to famous artists, and provide a lively and energetic atmosphere.
Additionally, the best bookstores in St. Louis are worth a visit for book lovers.
These stores offer a wide selection of books and often host author events and book signings.
Exploring these nearby attractions makes for a perfect day trip from Montgomery City.
Enjoy Local Shopping at Its Best
One of the joys of visiting Montgomery City is exploring its local shopping scene.
The quaint shops and local businesses add a unique charm to the city that you won’t find in larger commercial districts.
A must-visit store is Montgomery Mercantile, where you can find a variety of unique gifts, home decor, and local crafts.
This store is perfect for picking up souvenirs that remind you of your visit.
If you’re a fan of antiques, be sure to stop by Memory Lane Antiques.
This store offers a beautifully curated selection of vintage items, furniture, and collectibles.
Part of the appeal of shopping locally is that you often discover one-of-a-kind items that you can’t find anywhere else.
Stay Local with Cozy Accommodations
If you’re planning to stay a few nights in Montgomery City, there are several comfortable and charming accommodation options available.
The H&H Bed and Breakfast is a local favorite, offering cozy rooms and a homey atmosphere.
Guests rave about the warm hospitality and delicious homemade breakfasts.
For a more modern stay, consider the Days Inn by Wyndham Montgomery City.
This hotel offers clean, spacious rooms and convenient amenities such as free Wi-Fi and a complimentary breakfast.
If you’re traveling with a larger group or prefer a bit more space, there are several vacation rental options available through platforms like Airbnb.
Staying local not only supports the community but also ensures a unique and personalized experience versus generic chain hotels.
Do Not Miss the Local Farmers’ Market
One of the most vibrant spots in Montgomery City is its farmers’ market, held every Saturday morning.
It’s the perfect place to pick up fresh produce, local honey, handcrafted items, and homemade baked goods.
The market is a great way to meet local farmers and artisans, and to enjoy the community atmosphere.
For anyone interested in sustainable and locally-sourced food, supporting the farmers’ market is both enjoyable and ethical.
Get Active with Outdoor Sports
Montgomery City offers ample opportunities for getting active outdoors.
Bell Park is a popular spot featuring tennis courts, basketball courts, and a baseball diamond.
Whether you’re a seasoned athlete or just looking for some casual fun, the park provides the perfect setting.
If you’re into golf, the Montgomery Country Club has a beautiful 18-hole course that offers both a challenge and stunning views.
For those who enjoy fishing, the nearby Loutre River is a fantastic spot to cast a line.
Make sure to check for proper licensing and any fishing restrictions that might be in place.
Participating in local sports activities is not only fun but also a great way to meet people in the community.
Your Guide to Local Hiking Trails
If hiking is more your style, Montgomery City offers some picturesque trails worth exploring.
Mount Horeb Nature Trail is a beautiful, moderately challenging trail that takes you through diverse landscapes.
This trail is perfect for a half-day of hiking and offers several spots for bird-watching and photography.
For a family-friendly walk, the Jones-Worne Trail provides an easier, scenic route.
The trail is well-marked and maintained, making it suitable for hikers of all ages and fitness levels.
Remember to pack plenty of water, wear appropriate footwear, and take the time to enjoy the surrounding nature.
Beautiful Local Parks to Visit
Beyond the hiking trails, Montgomery City also boasts several beautiful parks ideal for a day out with the family.
Lion’s Club Park is a local favorite with plenty of picnic tables, a playground, and open areas for recreational activities.
Veterans Park is another excellent choice, featuring a walking path, shade trees, and memorials honoring local veterans.
These parks offer a peaceful escape from the hustle and bustle, where you can relax and unwind.
Whether you’re looking to play a game of Frisbee, have a picnic, or simply sit and read a book, the parks in Montgomery City provide a perfect setting.
And don’t forget to check out the local events often held in these parks, such as outdoor concerts and community gatherings.
Historical Sites Worth Exploring
History lovers will find plenty to explore in Montgomery City.
The Daniel Boone Home, located a short drive away, offers a fascinating glimpse into the life of this American pioneer.
This meticulously preserved home and its surroundings provide an immersive historical experience.
Another significant site is the Graham Cave State Park, home to archaeological evidence of Native American habitation dating back thousands of years.
The park features guided tours and educational programs that make history come alive.
Visiting these historical sites can offer a deeper understanding of the region’s past and its cultural heritage.
Local Dining Experiences
Montgomery City’s dining scene may be modest, but it’s packed with flavor.
One standout restaurant is the Anchor House Restaurant, offering classic American dishes with a modern twist.
From juicy steaks to fresh seafood, the menu has something for everyone.
For a more casual dining experience, the Keystone Diner is a popular spot known for its comfort food and friendly service.
If you have a sweet tooth, don’t miss a trip to Sugar Shack Bakery.
Their pastries and desserts are made fresh daily and are an absolute treat.
Trying out local restaurants is a fantastic way to get a taste of the city’s culinary offerings and support local businesses.
Make the Most of Your Visit with Travel Tips
Before heading to Montgomery City, it’s helpful to know a few travel tips to make the most of your visit.
First, consider your mode of transportation – renting a car can provide the flexibility to explore at your own pace.
Many attractions and natural spots are located just outside the city, and having your own vehicle makes them easily accessible.
If you’re visiting during the summer, don’t forget to pack sunscreen, hats, and plenty of water to stay hydrated.
Spring and fall are particularly beautiful times to visit, with moderate temperatures and colorful foliage making outdoor activities more enjoyable.
Considering these travel tips can help ensure a smooth and enjoyable visit to Montgomery City.
If you find yourself needing a good laugh while exploring Montgomery City, knock-knock jokes are a fun way to keep the mood light.
Getting Around Montgomery City
Getting around Montgomery City is quite straightforward.
The city is small enough to explore on foot, but if you’re planning to visit outlying attractions, having a car is advantageous.
There are several car rental services available, and the roads are generally well-maintained and easy to navigate.
For those who prefer not to drive, local taxi services and ride-sharing apps like Uber and Lyft are also available.
Make sure to check the local bus schedule, as it can be a convenient and affordable way to get around.
Having multiple transportation options ensures that you can conveniently visit all the attractions Montgomery City has to offer.
Plan a Day Trip to Nearby Destinations
Montgomery City’s location makes it easy to plan a day trip to nearby destinations.
One such excursion is a visit to Hermann, Missouri, renowned for its beautiful vineyards and lively Oktoberfest celebrations.
Hermann offers wine tastings, tours, and scenic views that make it a perfect day trip destination.
If you enjoy history, another great destination is Fulton, Missouri, where you can explore the National Churchill Museum.
The museum offers a unique insight into Winston Churchill’s life and legacy, housed in an impressive 12th-century church.
These nearby destinations provide a variety of activities and attractions to enhance your visit to Montgomery City.
Take Advantage of Travel Deals and Discounts
Traveling can be expensive, but with a little planning, you can take advantage of travel deals and discounts in Montgomery City.
Many local attractions offer discounted tickets online or during off-peak seasons.
Hotels often have special rates for extended stays or package deals that include meals and attractions.
Local restaurants sometimes offer special discounts for lunch or early bird dinner specials.
Checking out local deal websites and travel apps can also help you find the best offers and save money during your visit.
Finding these discounts can make your stay more affordable and enjoyable.
Visit Local Farms and Orchards
If you enjoy fresh produce and farm experiences, Montgomery City’s local farms and orchards are a must-visit.
Fischer’s Farm & Orchard offers a delightful experience with apple picking, hayrides, and a farmer’s market.
Their seasonal events and farm-to-table products make it a popular spot for both locals and visitors.
Patches Fancy Farm is another great location where you can pick your own berries and enjoy fresh jams and preserves.
Visiting these farms not only provides delicious, fresh produce but also supports local agriculture and businesses.
Get Involved in Community Activities
Engaging in community activities is a great way to experience the local culture and meet residents of Montgomery City.
The local community center often hosts events such as craft fairs, fitness classes, and educational workshops.
Joining these events provides an opportunity to learn new skills and interact with locals.
Volunteering at local organizations or participating in community clean-up days can also be a rewarding experience.
Getting involved in community activities allows you to connect with the city on a deeper level.
Enjoy Scenic Drives around the Area
For those who love a scenic drive, the roads around Montgomery City offer picturesque routes perfect for a leisurely day out.
The Boonslick Scenic Byway is a fantastic drive that takes you through rolling hills, historic sites, and charming small towns.
Another beautiful route is the Hermann Wine Trail, which winds through some of Missouri’s most famous vineyards.
Driving these routes, especially during the fall, offers stunning views of colorful foliage and peaceful countryside.
Scenic drives are a relaxing way to explore the beauty of the Montgomery City area.
Learn about Local Wildlife and Conservation
Nature lovers will appreciate learning about the local wildlife and conservation efforts in Montgomery City.
The Graham Cave State Park not only offers historical significance but also a wonderful opportunity to observe native plants and animals.
The park provides educational programs and guided nature walks focusing on local conservation efforts.
For birdwatching enthusiasts, the Jones Bird Sanctuary is a hidden gem offering serene walking paths and a variety of bird species.
These locations provide both recreational and educational experiences, making them great for families.
Stay Fit with Local Fitness Facilities
Staying active during your visit is easy with the fitness facilities available in Montgomery City.
The local community center offers a fully equipped gym along with fitness classes for all levels.
Whether you prefer yoga, pilates, or high-intensity workouts, there’s something for everyone.
If you enjoy outdoor fitness, many parks have walking and jogging trails, as well as outdoor fitness equipment.
Staying fit enhances your travel experience and allows you to enjoy outdoor activities even more.
Relax at Local Spas and Wellness Centers
After a day of exploring, nothing beats relaxing at one of Montgomery City’s spas and wellness centers.
The Serenity Spa offers a range of treatments from massages to facials, ensuring a rejuvenating experience.
The spa’s tranquil atmosphere and expert services make it a favorite among locals and visitors alike.
Another great option is the Harmony Wellness Center, which offers holistic treatments like acupuncture and aromatherapy.
Relaxing at these wellness centers can enhance your overall visit and provide a much-needed break.
Experience Local Entertainment
Montgomery City may be small, but it offers plenty of local entertainment options to enjoy.
The Montgomery Community Theatre is a great place to catch a live play or musical performance.
For movie lovers, the local cinema showcases the latest films in a cozy and nostalgic setting.
Check out the local listings to find live music events and performances happening during your visit.
Embracing local entertainment can provide a fun and memorable experience.
Take a Culinary Class
If you love cooking or want to learn something new, taking a culinary class in Montgomery City can be a fantastic experience.
Local chefs often offer workshops and classes where you can learn to cook local dishes and international cuisine.
The Cooking Studio is one such place where you can take part in hands-on cooking classes.
From baking to gourmet meals, there’s a class for every interest and skill level.
Taking a culinary class not only provides new skills but also allows you to taste delicious food.
Book a Guided Tour
To make the most of your visit, consider booking a guided tour of Montgomery City.
Local tour guides offer knowledgeable insights and take you to hidden gems you might otherwise miss.
Tours often include historical sites, local landmarks, and popular attractions.
Many tour companies offer specialized tours, such as ghost tours, food tours, and eco-tours.
Booking a guided tour can greatly enhance your understanding and enjoyment of the city.
Explore Local Art and Craft Workshops
Montgomery City is home to talented artists and craftsmen who often hold workshops and classes.
Whether you’re interested in pottery, painting, or woodworking, there’s likely a workshop available for you.
Rainbow Artist Workshop offers various classes that let you create your own unique art pieces.
Participating in these workshops can be a fun and satisfying way to spend your time.
Make the Most of Seasonal Activities
Every season brings its unique activities and events, making Montgomery City a year-round destination.
In the spring, visit local flower festivals and enjoy the blooming gardens.
Summer offers outdoor concerts, farmers’ markets, and plenty of water activities at local lakes and rivers.
Fall is perfect for pumpkin picking, hayrides, and scenic drives to enjoy the colorful foliage.
Winter brings festive holiday events, including the Christmas Parade and local craft fairs.
No matter the season, there are always activities to enjoy in Montgomery City.
For more fun and creative ways to entertain kids, you might enjoy keeping everyone smiling with silly animal jokes.
Where to Stay for a Unique Experience
Choosing the right place to stay can enhance your overall travel experience in Montgomery City.
Consider unique accommodations like The Inn at Hermannhof, which offers luxurious rooms with a historic ambiance.
If you prefer something more rustic, try staying at one of the local bed and breakfasts.
The Log Cabin Bed & Breakfast offers a charming and cozy atmosphere with a touch of history.
Staying at these unique places can provide a memorable and immersive experience.
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Helpful Tips for First-Time Visitors
For first-time visitors, a few tips can help make the trip to Montgomery City smoother and more enjoyable.
It’s a good idea to check the weather forecast and pack accordingly.
If you plan on hiking or participating in outdoor activities, make sure to bring comfortable shoes and appropriate gear.
Learning a bit about the city’s history and culture beforehand can enrich your visit.
Finally, don’t hesitate to ask locals for recommendations – they can often point you to the best spots and hidden gems.
These tips can ensure a fulfilling experience during your first visit to Montgomery City.
If you’re looking to balance your adventurous days with some light-hearted fun, having a laugh with family-friendly jokes can keep the mood lively and relaxed.

Avery Ingram
Contributor