Fun Things to do in Weston, Missouri

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Weston is the perfect town to visit if you like exploring the outdoors, family fun, or a romantic getaway because there is so much to do! There are so many things to do in Weston– from a hidden speakeasy, to epic hikes, intriguing farm experiences (sheep’s cheese, anyone?), underground pubs, and events with an unusual twist on them that you can only find in Weston. 

If you’re looking for a fun day trip from Kansas City or a weekend trip for families, couples, or friends, there are so many things to do in Weston, Missouri that you’ll remember. Whether you love the outdoors, shopping, eating, unique events, wine, beer, craft whiskey, or love history, there are endless things to do in Weston, Missouri. 

A boy looking out over an overlook in Weston Bend State Park in Weston, Missouri

Things to do in Weston, Missouri

Weston Bend State Park 

Weston Bend State Park is a fantastic state park in the region. Between the hiking trails, paved biking trails, historical tobacco barns, and camping there is plenty to do. There is a handicap accessible overlook with expansive views of the Missouri River. 

If you’re looking for a spot to admire the changing leaves in autumn, Weston Bend State Park is one of the best places to see fall foliage in the Kansas City metro area. I personally love hiking the 2.4-mile West Ridge trail late October each year. This is one of my favorite things to do in Weston. Weston Bend State Park is also one of my top 10 places to camp near Kansas City.

Things to do in Weston, Missouri

Explore the Historic Downtown 

If you like cute, local shops then you will love Weston’s Historic Downtown. There are shops filled with antiques, pottery, boutiques, and more. Many of Weston’s businesses are right in the heart of downtown. There is also a park with a playground and basketball court. The main stretch of the downtown is only a couple blocks long, but it is filled with tons of shopping options. 

At Jeff’s Architectural Salvage, and you’ll find yourself surrounded by a captivating assortment of architectural treasures. From reclaimed doors and windows to salvaged hardware and fixtures, every corner is brimming with character and nostalgia.  

For more homegoods, wines, and vintage decor, stop in Else-Wares. This is a great place to buy gifts or find new items to decorate your home. Or if you’re looking for cute clothes, be sure to stop at Cactus Creek. They have cute, affordable clothes for women, including plus sizes. 

During the Christmas season, the shops are all decorated for the holidays. There is greenery added to the lampposts and a big Christmas tree is placed between the buildings for festive photoshoots. If you’re looking for things to do in Weston, you can’t miss this!

A girl holding fresh picked strawberries at Weston Orchard, Missouri

Farm Experiences & Pumpkin Patches

If you like visiting local farms with a unique twist, then Green Dirt Farm is the perfect place for you. They produce cheese from sheep’s milk. Their cafe is full of delicious farm-to-table food including cheese boards, soups, and sandwiches. They offer guided tours of their farm with a cheese tasting at the end, as well as farm-to-table dining events. You can also drop into their shop any time and buy some fresh cheese or subscribe to their cheese of the season subscription. 

If you are looking for family things to do in Weston, Historic Weston Orchard and Vineyard has tons of picking options throughout the year from strawberries, to blackberries, cherries, peaches, and apples. There is a fee to pick as well as an additional fee for the amount of produce you pick, but this price includes admission to a bouncy pillow and play areas for the kids. 

The month of October Historic Weston Orchard and Vineyard’s rates go up for fall. They sell u-pick pumpkins and apples and offer extras like a hayride. Historic Weston Orchard and Vineyard has a country store that sells things like jams, pickles, pie, wine, and homemade donuts in the fall. 

A girl apple picking at Weston Orchard in Weston Missouri

If you’re looking for free or cheap things to do in Weston, check out Weston Red Barn Farm. The animals and country store are open from spring to fall. You can view the farm animals for free. In September they offer apple picking. It is free to pick, you just pay for the fruit. 

Weston Red Barn Farm’s pumpkin patch is one of the most affordable options in the metro because you only pay for the activities you want to do. Instead of a high ticket price, you can buy individual tickets for things like the tractor ride and corn maze. There is a food truck with donuts, slushies, and brats. 

O'Malley's underground pub in Weston, Missouri

Grab a drink

If you are looking for things to do in Weston, Missouri for a girl’s trip or romantic getaway there are several places to grab a drink, whether you’re in the mood for craft beer, local wines, or handcrafted cocktails. 

The most unique (and my personal favorite) place to grab a drink in Weston, Missouri is O’Malley’s 1842 Pub. This pub will surprise you as you descend lower and lower underground. It was used to hide alcohol during prohibition and now it makes for an interesting and fun place to grab a drink. There is often live Irish music on weekends. The owners of O’Malley’s also own Weston Brewing Company, so be sure to try one of their local brews on tap. 

If you’re in the mood for wine, look to see if Weston Wine Company is hosting any of their fun events. From murder mysteries to Harry Potter trivia, there are events for everyone. Even if there isn’t an event, you can pop in for a drink and enjoy the vibe. Or if a family-owned business is more your style, stop by Pirtle Winery for a wine tasting experience and sample a variety of reds, whites, and rosés, then relax in the outdoor wine garden with a glass of your favorite wine.

A flight of wine and chocolate frogs at Weston Wine Co. in Weston, Missouri

History buffs and whiskey connoisseurs alike will appreciate a visit to the Holladay Distillery. Founded in 1856, this historic distillery offers guided tours that provide insight into the art of whiskey-making and the distillery’s fascinating past. After the tour, head to the tasting room to sample a selection of premium bourbons and whiskeys.

If you like speakeasies, then you will love Whiskey Snug. This whiskey tasting room fully stocked with the best whiskeys and is discreetly tucked away behind the Irish retail store Celtic Ranch. You can get a whiskey flight, Irish beer, or mixed drink–whichever suits your fancy. They have one of the most extensive whiskey and gin collections in the Midwest. 

A boy smiling about his meal at the Tin Kitchen

Grab a bite 

You can’t consider your visit to Weston complete until you have tasted some of their local flavors. The Tin Kitchen is a great stop if your family is in the mood for burgers and salads. My kids loved the food and I loved that they had an array of gluten free options, including a gluten free fryer. 

America Bowman Restaurant is owned by the same owners as O’Malley’s Pub and it is next door. This restaurant serves Irish food and pub food, like bangers and mash, fish and chips, shepherd’s pie, and mozzarella sticks. There is outdoor and indoor seating. 

Or if pizza is more your thing, then I recommend 640 Pizza and Pints. As the name suggests, they have pizza and beer as well as sandwiches, wings, and other pub food. 

If you’re looking for upscale dining, Cafe Avalon has delicious cuisine with indoor and outdoor dining options. They have great salads, pizzas, burgers, steaks, and entrees like wild boar loin and herb crusted salmon.

Where to stay

If you’re looking for a place to stay in Weston, there are lots of bed and breakfasts and a few hotels nearby in Platte City. I recommend staying at St. George’s Hotel in downtown Weston so that you’re within walking distance of most of the shops, pubs, restaurants, and wineries. Other good downtown options are Weston Firefly Inn, the Inn at Weston Landing, or the Hatchery House, a true bed and breakfast. 

A boy looking at a Christmas tree in downtown Weston, Missouri

Annual Festivals 

For a town of its size, Weston has a ton of annual festivals and events. There are so many things to do in Weston at these unique events, like the Annual Bigfoot Search or Testicle Festival, or popular annual events for families, such as the Weston Apple Fest and Annual Old Fashion Christmas. If you’re looking for quirky events or good old fashioned family fun, Weston, Missouri has it all! 

History in Weston 

If you are looking for things to do in Weston and love history, this is the perfect town to go. The Weston Museum explains the unique history of Weston with items from its past. The Silk Art Museum has beautiful silk tapestries and history on fiber arts. The attention to detail and history of silk arts both make this place a fascinating visit. 

Lewis and Clark wrote about their travels here and you will see markers around the town and signs explaining different way points. 

A boy walking toward the overlook at Weston Bend State Park

Plan your trip now

There are so many fun and unique things to do in Weston, Missouri! We love visiting with our family, on dates, and I plan to book a girls’ trip here soon! If you’re looking for a quick getaway from Kansas City or a weekend stay, there are so many things to do in Weston that make it the perfect destination. With so many things to offer, there is something for everyone to enjoy. 

If you’re looking for other fun day or weekend trips from Kansas City check out 10 Best Day Trips from Kansas City.

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