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Best Things to do in Old Town Cottleville [Ultimate Guide]

Cottleville is a beautiful town in St. Charles County that blends historic character with suburban living. Old Town is at the center of Cottleville’s small-town charm where everything happens.

If you’re looking to spend a day in Old Town, we put together a guide on everything there is to do.

old town cottleville map illustration

Old Town Cottleville

Walking down Route N, the center street of Old Town, you’ll find a unique blend of quaint shops, historic buildings, boutiques, and restaurants.

Old Town Cottleville Downtown Cottleville mo

Old Town is basically the Downtown Cottleville.

The cool thing about Old Town Cottleville is that there’s always something new going on. There are many long-time restaurants and shops that have been here, but they always have new events happening.

Local pop-ups, holiday festivities, and new businesses are always bringing something new to do in Cottleville!

Local Food

Frankie Martin’s Garden

Frankie Martins garden in old town cottleville, MO

Frankie Martin’s Garden is one of the newest spots to open in Old Town Cottleville. It’s an outdoor hangout spot that has:

  • Local food trucks
  • An indoor whiskey house
  • Pickleball courts
  • Sand volleyball
  • Fire pits and pavilions
  • A 26-foot LED screen for movie nights

There’s always something to do at Frankie Martin’s Garden, and they’re open 7 days a week.

It’s one of the newest additions to Cottleville, and families are having a blast here!

The Garden is an outdoor space with picnic tables, pergolas, and fire pits. On weekends, they host movie nights for everyone to hang out.

The House is the indoor section. It was a historic house they converted into a hip whiskey and wine bar.

Upshot Coffee

Upshot coffee, Cottleville MO
UpShot Coffee

If you’re in Old Town Cottleville for the day, Upshot Coffee is where you’ll want to go for an amazing cup of coffee. Or if you’d prefer tea or some fresh juice, they have that too!

Upshot coffee drinks in old town cottleville, MO
Upshot coffee on Instagram @WeAreUpshotCoffee

They don’t just stop at drinks. Upshot has some fantastic sandwiches and pastries too. Their cinnamon rolls are addictive.

Plank Road Pizza

If you’re looking for Cottleville’s best pizza, you’ll find it at Plank Road Pizza! Their history in Old Town goes back to 1851 when the first settlers arrived in the area.

Enjoy delicious, hand-tossed pizza made with fresh, local ingredients in the heart of Old Town.

You’ve gotta try their chopped salad if you stop by!

1798 BBQ

If you’re in the mood for some local slow-smoked barbecue, stop by 1798 BBQ right in the middle of Old Town Cottleville.

As the name suggests, this spot has been a local favorite since 1798 in Cottleville.

They’ve added to their menu over the years, but the ribs and cornbread are just as good today as they were over 220 years ago.

1798 BBQ in cottleville, MO

You can choose from a variety of meats and have it with 2 sides, or make it a sandwich or a combo with ribs.

If you’re in the mood for something else, they also have a variety of fun burgers and tacos.

Cookies and Cream

cookies and cream shop in old town cottleville, MO

Cookies and Cream is everyone’s go-to for ice cream and cookies in Cottleville. They’re always adding new flavors.

Cookies and cream old town cottleville, MO
Courtesy of @CottlevilleCookiesAndCream on Instagram

And if you can’t decide between cookies or ice cream, you can get both! Take any of their cookies and make it an ice cream cookie sandwich if you’re really hungry for dessert.


Bemo’s is one of the more traditional sit-down restaurants in Cottleville.

They’re family-owned and operated, and it’s a great spot to get dinner with the family or go out for a date night in Old Town Cottleville.

Their menu really has everything from steaks, salmon, pastas, and even tacos.

bemos restaurant in cottleville, MO

Bemos’ seating options include the dining room, patio, bar, and banquet room.

They also have live music from Thursday through Sunday every week!

Cottleville Wine Seller

Old Town Cottleville Wine Seller

At Cottleville Wine Seller, you can sample local wines and enjoy a relaxing atmosphere.

This local entertainment hub has over 200 labels of wine from around the world to choose from.

They’ve got outdoor seating, fire pits, and an upper-level deck where you can sit, chat, and taste great wine.

They also have live music. Who doesn’t love that??

Mannino’s Market

Mannino’s market is Cottleville’s favorite little market in the middle of town. They’ve got the best steaks, deli, cheese, and pies in all of Cottleville.

Are you preparing a family meal?

Bringing a dish to a friend’s?

Looking for a pre-made meal to bring to work?

Mannino’s has all of that. Stop by and say hi on your way through Old Town!

Jo’s 5th Street Pub

Located in the basement of Mannino’s, you’ll find Jo’s 5th St Pub!

This lively spot is where locals and visitors alike gather to kick back and have a blast.

Jo's 5th street pub in old town Cottleville, MO

With its casual, inviting atmosphere, Jo’s 5th Street Pub is the perfect place to catch up with friends, cheer on your favorite sports team, or just unwind after a long day with a beer.

And the best part? Their pub grub and wide selection of ice-cold drinks are sure to hit the spot every time. So, the next time you’re in Cottleville, make sure to swing by Jo’s 5th Street Pub, because you’re in for a fantastic time!

Pink Willow Café

Exciting news from the Oak Street Renovation in Cottleville: the Pink Willow Café is now open for business!

Pink Willow is a chic, brand-new cafe attached to the Oak Street Inn and Lounge.

They serve delicious breakfast bowls, coffee, and craft cocktails, making it a great spot to relax and enjoy a meal in the morning.

Pink Willow Cafe Cottleville MO
Pink Willow Café

The Oak Street Inn will be a new inn and lounge located at 5521 Oak Street in the heart of Old Town Cottleville.

It’ll feature rooms for guests to stay in, an upscale restaurant & cocktail bar, rooftop patio, plus a hip new speakeasy in the basement!

Oak Street Inn, Cottleville MO
Oak street inn and lounge

Local Shopping

Blooming Daisy Marketplace

The Blooming Daisy Marketplace is a local favorite shop in Cottleville.

Blooming daisy marketplace in Cottleville, Missouri

You’ll find hand-crafted goods, vintage items, clothing, and home décor.

The shop has a very quaint, boutique charm, and it shows the type of atmosphere Old Town Cottleville is all about.

Lily and Day

For all the fashionistas, a stop at Lily and Day is a must.

This boutique was started in 2018 by 2 local moms who wanted to share their love of fashion with Cottleville.

Lily and Day Cottleville, Missouri

It’s a great place to get clothing, accessories, home items, and personal gifts.

Their mission is to bring great quality products to women of all ages and styles who want something special to wear.

Whether you’re shopping for yourself or getting a gift for someone you love, Lily and Day will have something unique.

Cottage Craft Store

If you’re into arts and crafts, you’ll want to stop by the Craft Cottage Store in Old Town Cottleville.

They have a huge inventory of vinyl and glitter for any project you’re working on.

Inside Cottage Craft store in Cottleville, Missouri

Plus, you’ll find all kinds of candy, goodies, and candles that smell incredible.

Talulah’s Scents, Décor & More

Candles, incense, flowers, and snacks galore!

Flower arrangement at Talulah's in Cottleville, Missouri
Talulah’s is a wonderful spot to buy a floral arrangement like this

Talulah’s is a wonderful boutique to stop in for all sorts of scents, decor, and festive items in Cottleville.

If you’re looking for good scents for your home, you’ve got to add Talulah’s to your list if you’re shopping in Old Town.

Parties & Wedding Venues

Public School House

public school house in cottleville

Public School House is one of our all-time favorites in Cottleville.

From their Christmas-themed get-togethers to the outdoor igloos they offer for St. Patrick’s day, there’s always something fun happening.

St. Patty's day at Public School House in Old Town Cottleville, MO
St. Patty’s day igloos

We had our Gateway Realty Group Christmas party here in December and plan on doing it again this year!

Tickets sell out fast, so act quickly if you want to buy a table during one of the pop-ups here.

gateway christmas party at public school house
Throwback to our holiday party at PBS!

Public School House offers individual tables during pop-ups for the public, and they also have wedding packages if you’d like to rent the whole place.

Piazza Messina

Piazza Messina is one of Cottleville’s top wedding venues. It combines modern elegance with Italian country charm.

Piazza messina old town cottleville, MO

It features a beautiful indoor event space, an outdoor courtyard, and gorgeous views of the small lake. The lake is by far one of the best spots for wedding photos in Cottleville.

Its unique blend of style, flexible options, and exceptional service make Piazza Messina one of the coolest wedding venues in St. Charles County.

Stone Soup Cottage

If you’re looking for a smaller, more intimate setting, you’ll find it at Stone Soup Cottage right down the street from Old Town Cottleville.

This place is like a fairytale come to life! Its rustic charm and intimate setting make it perfect for couples looking for a cozy, romantic spot to tie the knot.

Plus, the top-notch service and high-end cuisine will have everyone talking about your special day for years to come.

Trust me, Stone Soup Cottage is a dream venue you won’t want to miss!

Outdoor Activities

Cottleville Caddy Shack

If you walk around Cottleville, you’ll see a bunch of golf carts!

Cottleville caddy shack in Cottleville, Missouri

And at Cottleville Caddy Shack you can get your own golf cart or electric bike to ride around Old Town.

Whether you’re looking for a 1-person e-bike or a golf cart with room for 6, Cottleville Caddy Shack has you covered.

Legacy Park

Craving some outdoor fun? Visit Legacy Park, which offers walking trails, a playground, an amphitheater, and picnic areas.

It’s the perfect spot for families or a social get-together.

If you’re a golfer, don’t forget to swing by Old Hickory Golf Club right down the street from Old Town Cottleville for a round on their well-maintained course.

For a touch of history, visit St. Joseph’s Church and Cottleville Cemetery. Dating back to the 1800s, this historic site provides a fascinating glimpse into the town’s past.

While you’re at it, visit the Cottleville Veterans Memorial to pay tribute to the brave individuals who have served our country.

Local Events

Of course, one of the best things about visiting a small town is getting involved in local events.

Check out the town’s event calendar to see what’s happening during your visit. There’s always something fun going on.

So there you have it, folks! Old Town Cottleville is a charming historic district with something for everyone.

Whether you’re a history buff, a foodie, or just looking for a charming escape, this town has you covered.

Pack your bags and get ready to make some unforgettable memories in Old Town.

If you’d like to stay longer than a visit, you might really enjoy living in Cottleville. It’s one of the fastest-growing towns in St. Charles County, and many people have made the move here.

Moving to Cottleville?

Cottleville is a fantastic town to visit. But you know what’s even better than visiting? Living here!

If you’re in the market to move to Cottleville, please get in touch! We’re a well-known real estate group in the area, and we’ve helped countless clients strategize their move here.

Sharing our knowledge of local towns like Cottleville is our favorite part of working in real estate, and we’d love to help you.

Photo of author

Madison Hayes

Madison Hayes brings a wealth of real estate knowledge and expertise to Gateway Realty Group. She graduated from the University of Missouri with two bachelor’s degrees: business management and international studies. Madison has lived and worked throughout the St. Louis metro area, including St. Louis City, St. Louis County, and St. Charles County. Madison was named to the 2020 30 Under 30 list for Coldwell Banker, a network of over 94,000 real estate agents. Her other accolades include the International President’s Circle, Missouri Top 50 on Social Media, Rookie of the Year, and 2022 Keller Williams Top Producer.