- TripBuzz discovered 91 different types of activities for couples in the Lenox area, including Art Gallery (like Concepts of Art Limited), Historic Homes (like The Mount), Theaters (like Shakespeare & Co. Lenox Ma.) and Nature & Wildlife Areas (like Pleasant Valley Sanctuary), and much more.
- We discovered a total of 71 date ideas in or near Lenox, Massachusetts, including 53 fun or romantic activities in nearby cities within 25 miles like Pittsfield, Great Barrington, Williamstown and Lee.
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        49.8 Miles 
    
    
        
        
            Springwood was the home of President Franklin Delano Roosevelt, and has been preserved virtually unchanged since his death. Visitors touring the home can see the stables, icehouses, and gardens as well as the home's interior.        
    
    
        49.8 Miles 
    
    
        
        
            A National Historic Landmark dating back to the 18th century, the Stanley Whitman House offers a glimpse of life during the colonial era. The restored house and grounds feature museum exhibits while costumed docents provide educational background about the site.        
    
    
        49.8 Miles 
    
    
        
        
            Connecticut's West Hartford Reservoir is located in a beautiful park setting. The paved trail encircling the reservoir is just over 3.2 miles long, and there are several other unpaved hiking trails. Dogs are welcome but must be leashed.        
    
    
        49.8 Miles 
    
    
        
        
            Open year-round Windham Mountain in New York is an adventure during all seasons. Visitors can say at the resort in the winter and enjoy in skiing and snowboarding the variety of hills or take a vacation and bike, swim, or hike under the summer sun.        
    
    
        49.8 Miles 
    
    
        
        
            Offering a paved ramp for visitors to launch their boat from, Bissell Bridge Boat Launch offers scenic views of Windsor Meadows State Park. The river is surrounded by trees and has a concrete bridge running over it.        
    
    
        49.9 Miles 
    
    
        
        
            The sprawling mansion now called the Hill-Stead Museum was originally an opulent residence. Its extravagantly weathly owners accumulated an array of priceless objects d'art that are now on display in the museum.        
    
    
        49.9 Miles 
    
    
        
            
        
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                4 votes
                            
			
            
                
                44 Upland Rd, The Henderson Cultural Center, New Milford, CT 
                MoreLess Info
            
        
            The Silo Cooking School at Hunt Hill Farm is a professional cooking school that consists of a museum, a gallery, a cultural center, and a land preserve. The school teaches classes on gourmet cooking techniques and also has kids classes.        
    
    
        50.0 Miles 
    
    
        
        
            Bristol, Connecticut is home to the American Clock & Watch Museum, the United States' largest museum of its kind. Guests may browse historical exhibits, learn about timepiece construction and research antique or heirloom watches.        
    
    
        50.0 Miles 
    
    
        
        
            Rockwell Park is a recreational park that features a basketball court, a playground, a skate park, a volleyball court, a splash pad, and picnic areas. The park also offers hiking trails that can be used for running or walking.