Rocheport
Population: 244

Often designated as one of the coolest small towns, Rocheport makes for a great getaway close to home. This little spot on the map is a step back in time for a little peace and tranquility away from the fast paced world around us.
The Katy Trail is a major draw, considered by many to be the most scenic bike trail. You can even camp alongside the 237-mile trail stretching across most of the state of Missouri. Ideal for hiking, running or cycling (on just about any kind of bike). In the fall when the trees are bare, you have a clearer view of the river, bluffs and the countryside. AND if you don’t have a bike, check out bike rentals at several locations. If you don’t want to peddle, you can always take a guided scenic canoe trip with Mighty MO Canoe Rental. So, visiting Rocheport any time of the year is a great outdoor adventure.
Wine enthusiasts are sure to make a stop at Les Bourgeois Vineyard & Winery. A family-owned business, it is the third largest winery in the state. They feature a wine garden and an amazing bistro restaurant overlooking the bluffs along the Missouri River with a spectacular sunset view. They offer tours, and of course, wine tasting. They are just one of Missouri’s winery’s on a “Wine Trail Tour.” Be sure and save the date for the third weekend in September for the annual Rocheport Wine Stroll.  
If you want to spend the night in Rocheport, consider staying at one of the lovely bed and breakfast inns. I personally love the experience of visiting with the hosts. People don’t open a B&B unless they are friendly and wanting to share about where they live. There are onsite innkeepers who provide freshly-prepared complimentary guest breakfasts. Most of the hosts will house your bikes when you take your walk through the quaint town.
Once you settle in your room, there are many great spots to visit. If you like shopping in a (“I want to touch everything store”) relaxed atmosphere, the quaint shops are close together for a friendly shopping experience. The Rocheport General Store has a café, known as the gathering place featuring live, local band music on Friday and Saturday nights. Also, a friendly bartender who can tell you the town’s history in the time it takes you to have a glass of wine.
Did you know, Rocheport even has a cooking school? Yates House Cooking School holds their classes on the weekends with as little as two to eight people. What fun!