Valentine’s Day falls on a Saturday this year. That gives you and your loved one an entire day to bask in romantic activities together, and there’s no better place to enjoy unique, special experiences together than Shelby County, Kentucky. Let’s dive into how you and your significant other can celebrate.

Get a head start and spend Friday night at Regina’s Country Livin’ Bed & Breakfast in Finchville. This charming farmhouse offers up a cozy space with a peaceful backdrop that will have you waking up on Valentine’s morning rested up for the fun day ahead, especially once you enjoy their complimentary breakfast included with your rate.

Once you depart, downtown Simpsonville makes for an excellent place to begin. Enjoy a fun shopping trip to The Lovely Fig where ladies can explore a terrific selection of clothing and accessories. (Guys, this is a great place to find a Valentine’s Day gift prior to the holiday if you’re searching for something.) 

From there, walk into the building’s neighboring space, Weathered Oak Farms, for a delicious brunch or lunch. The cinnamon rolls have developed a reputation that extends well beyond ShelbyKY, the coffees are always immaculately prepared, and the sandwiches are the perfect size to give you the energy to take on the afternoon. 

Assuming the weather’s tolerable to be outside, that afternoon leaves you with many options to enjoy an activity in the great outdoors. You can explore a horse farm or get some exercise together via golf, a walk, a bike ride, or disc golf at one of the many beautiful open-space destinations in the county.

If it’s raining, snowing or you’d just rather be indoors, pop over to Shelbyville’s historic Main Street. There are tons of terrific small businesses or antique shops where you can continue getting gifts for your loved one, or you can enjoy a distillery tour at Bulleit or Jeptha Creed

Since it’s Valentine's Day, perhaps you’re wanting to celebrate with wine instead? If so, you’re in luck with Talon Winery where you and your partner can clink glasses while taking in the gorgeous country views at their pristine location.

Of course, Valentine’s Day isn’t complete without dinner, and you have some good options for a nice, romantic meal. The Bell House has always been a favorite for locals and its popularity means getting a reservation is almost essential. If you’re seeking a quality Italian dinner, Milano’s checks all the boxes and feels like a tiny piece of Rome dropped in central Kentucky. Reservations here are not required.

Cap off the night with another romantic stay at a bed and breakfast, this time at the famous Yellow Carriage House. Whether you’re wanting the peace and quiet promised in your own room, or want to socialize with others in the gathering room, this lovely spot will be the cherry on top to a great Valentine’s Day. Enjoy their scrumptious breakfast in the morning before you return home after a delightful romantic weekend getaway. 

This is just a sampling of how you can spend Valentine’s Day in ShelbyKY. There are plenty more ways to enjoy it! Visit our Things to Do page for more ideas on activities to take part in alongside your loved one.