- Our list of the best things to do in Middletown, New York, features the top 121 nearby activities — including 46 great attractions with user approval ratings of 90% or more!
- Middletown, NY has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Entertainment & Shows, Museums & Galleries, and Sights & Landmarks.
- The results below include the top 11 things to do within the city of Middletown, NY , followed by 110 popular activities in nearby cities, including Newburgh, Beacon, Cold Spring, Warwick, New Paltz, Milford, Vernon, Ellenville, West Milford, Ringwood, Marlboro, Sussex, Woodstock and Garrison
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        24.5 Miles 
    
    
        
        
            Situated along the Hudson River, Little Stony Point Park provides beach access as well as clifftop views. The park features a one-mile loop trail that takes visitors along the shoreline and through wooded terrain.        
    
    
        24.6 Miles 
    
    
        
        
            A family business for 3 generations, the Dressel Farms covers 275 acres and cultivates 20 different varieties of apples, and also all sorts of berries, pumpkins, and more.        
    
    
        24.6 Miles 
    
    
        
        
            Located in Putnam County in Cold Spring, New York, the Putnam History Museum serves as a community resource to preserve the history of the county and the West Point Foundry. Visitors explore the area's history through events and displays.        
    
    
        24.6 Miles 
    
    
        
        
            Carla Goldberg Studio Art features the works of Carla Goldberg, a mixed media fine artist who works with resins, acrylics, ground glass, enamel, and other materials and techniques. Studio visits are available by appointment.        
    
    
        24.6 Miles 
    
    
        
        
            Once known as the Putnam County Historical Society and Foundry Museum, the Putnam History Museum maintains a large collection of historical artifacts and memorabilia concerning the area. The museum hosts educational programs and school tours.        
    
    
        24.8 Miles 
    
    
        
        
            Hanna Studio Gallery is owned by artist Michael Hanna, who regularly exhibits his own works in the gallery. The gallery features the works of other artists, as well, and offers painting lessons.        
    
    
        24.8 Miles 
    
    
        
        
            Taking visitors through valleys and fields, Payne Farm Too offers trail rides on gentle and patient horses. There are several trails on the farm's 100 acres of land suited for varying skill levels.        
    
    
        24.9 Miles 
    
    
        
        
            Overlooking the Hudson River Valley, the Benmarl Vineyards & Winery is actually the oldest vineyard in America. Public events are held at the site during the peak summer months, and there is an on-site bed and breakfast.        
    
    
        24.9 Miles 
    
    
        
        
            Producing wine from Concord grapes, Kedem Winery has a public tasting room where visitors can sample wines for free. The venue can be rented for corporate events and private birthday parties.        
    
    
        25.0 Miles 
    
    
        
        
            Benmarl Winery is a scenic winery and tasting room nestled in the Marlboro hills. The winery features a wide variety of wines such as vintage merlots, cabarets and whites, as well as an on site bed and breakfast.