- TripBuzz discovered 85 different types of activities for couples in the Windham area, including Movie Theaters (like Windham Theatre), Resorts (like Windham Mountain), Theaters (like Proctor's Theater) and Historic Sites (like Olana State Historic Site), and much more.
- We discovered a total of 57 date ideas in or near Windham, New York, including 55 fun or romantic activities in nearby cities within 25 miles like Saugerties, Hudson, Catskill and Woodstock.
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        49.9 Miles 
    
    
        
        
            A premium winery, Stoutridge Vineyard is based and operated on the historical foundations of wineries that were built in the 1700s. Established in 1902, the winery has gone through prohibition and even operated a bootleg distillery.        
    
    
        49.9 Miles 
    
    
        
        
            Local, a hub of artists making beautiful handmade creations, invites guests to come check out the action, work, and finished products. Items include small felt dolls, hand crafted dinnerware, paintings, textiles, and more.        
    
    
        50.0 Miles 
    
    
        
        
            Kennedy Park is a park known for its multiple hiking and mountain biking trails of various difficulty levels. Attractions include hiking, mountain biking, horseback riding, picnicking, and cross country skiing.        
    
    
        50.0 Miles 
    
    
        
        
            A large protected forest area, Pittsfield State Forest features 65 acres of azalea fields, 30 miles of trails for hiking and biking, and an array of striking natural sights, including waterfalls and streams.        
    
    
        50.0 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.