- The list below includes 58 free or cheap things to do in or near Winchester, Kentucky, including 53 different types of inexpensive activities like Movie Theaters, Parks, Art Gallery and History Museums.
- From Daniel Boone National Forest to Boonesborough State Park, there are a variety of budget-friendly attractions in Winchester and in nearby cities within 25 miles like Lexington, Richmond, Nicholasville and Georgetown.
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        30.2 Miles 
    
    
        
        
            Visitors can view a diverse collection of Contemporary Christian Art at Art For God Museum & Gallery. The gallery offers art classes and the collection includes portraits, abstracts, murals, and tapestries.        
    
    
        30.2 Miles 
    
    
        
        
            The Sawyer Stephen S Art Studio is an art gallery that has the goal of reflecting the teachings of Jesus of Nazareth in the 21st century. The gallery displays limited edition Christian art prints and digital sketches.        
    
    
        30.4 Miles 
    
    
        
        
            Lane's End is an equestrian facility that offers a variety of services, including horse boarding and care, horse sales, and breeding of race horses of various kinds. The facility welcomes visitors.        
    
    
        30.4 Miles 
    
    
        
            
        
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                121 Rose Hill Avenue, Versailles, KY 40383
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            As a non-profit organization, Woodford County Historical Society aims to preserve the houses built in the 1800s from the region. The society has a museum with historical artifacts such as photographs, paintings, documents, and more.        
    
    
        30.5 Miles 
    
    
        
        
            Featuring the work of local artists, Solaris Art Gallery offers art prints, sculpture and handcrafts for sale. Much of the artwork on display is related to the area's association with thoroughbred horse racing and horse farms in general.        
    
    
        31.8 Miles 
    
    
        
        
            With its trains leaving the station whether sun or rain, the Bluegrass Scenic Railroad & Museum also organizes special events such as the Civil War Train Robbery or the Easter Bunny Train.        
    
    
        31.8 Miles 
    
    
        
        
            Put on your conductor hat and come see what visitors are raving about at the Blue Grass Railroad Museum. Take an 11 mile tour through the beautiful Kentucky countryside and learn about the history of railroads.        
    
    
        31.8 Miles 
    
    
        
        
            Woodford Theatre is a community theatre group. The theatre group involves volunteers in all aspects of theatrical productions. Woodford Theatre offers summer education programming in acting, theatre production, dance and music.        
    
    
        31.8 Miles 
    
    
        
        
            The Woodford Theatre is a community theater whose goal is to achieve the best theater possible while educating and supporting lifelong learning of the arts for all ages. Volunteer opportunities are available and workshops and classes are held regularly.        
    
    
        32.0 Miles 
    
    
        
        
            The Whispering Woods Riding Stable offers its clients horseback riding services in the area. With a 4 horse stalls and a small coral, it also organizes special events, such as the scavenger hunt and the Wild West weekend.