- The list below includes 83 free or cheap things to do in or near Windsor, Vermont, including 78 different types of inexpensive activities like Gardens, National & State Parks, Hiking Trails and Breweries.
 - From Mount Ascutney to Cornish-Windsor Covered Bridge, there are a variety of budget-friendly attractions in Windsor and in nearby cities within 25 miles like Woodstock, Hanover, Ludlow and Quechee.
 
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        12.0 Miles 
    
    
        
        
            The Woodstock Gallery is a fine art gallery that has the goal of making the gallery the finest small gallery in the state of Vermont. The studio features artists such as Matt Brown, Anne Cady, and Jeff Blandford.        
    
    
        12.1 Miles 
    
    
        
        
            The historic Vermont Rail System is an active railway that operates on over 350 miles of track. The railway hauls over 25,000 cars per year and has distribution facilities located throughout the system.        
    
    
        12.1 Miles 
    
    
        
        
            Dana House is a museum that displays Vermont and Woodstock history. The house has a collection of maps and documents from Vermont's founding, including the original charter for Woodstock and Windsor County and a room of Civil War artifacts.        
    
    
        12.1 Miles 
    
    
        
            
        
                                    93%
                15 votes
                            
			
            
                
                26 Elm Street, Woodstock, VT 05091
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            Visitors of the Woodstock Vermont Historical Society can browse through large collections of art, furniture, clothing, toys, and more to learn about the history of the local area. Walking tours are also available.        
    
    
        12.2 Miles 
    
    
        
            
        
                                    94%
                290 votes
                            
			
            
                
                54 Elm Street, Woodstock, VT 5091
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            Vermont's first national park, the Marsh – billings – Rockefeller National Historical Park now offers several hiking trails ideal for wildlife viewing. The Rockefeller Mansion and gardens offer guided tours from October through May.        
    
    
        12.2 Miles 
    
    
        
        
            Visitors to the Main Street Museum can partake in viewing live music, an art gallery, and a variety of artifacts from the local Vermont area. The museum also offers event space to rent for parties and weddings.        
    
    
        12.2 Miles 
    
    
        
        
            The Union Arena Community Center offers visitors the chance to go skating. The location also offers athletes of all ages the chance to play a game of hockey in Youth Hockey, Adult A, Adult B, and Adult C Coed leagues.        
    
    
        12.2 Miles 
    
    
        
        
            The Union Arena Community Center hosts six months of winter ice-sports, including hockey, curling, figure skating, public skates and tournaments for children to adults. Summer activities include field hockey, soccer, baseball, and lacrosse. Concessions and party rentals are available.        
    
    
        12.4 Miles 
    
    
        
        
            Billings Farm & Museum is a working dairy farm where visitors interact with the animals and milk process. The site also houses a 19th Century farmhouse depicting local agricultural history and farm life.        
    
    
        12.4 Miles 
    
    
        
        
            The Vermont Toy Museum celebrates America's toy heritage with over 100,000 toys from all genres. After viewing exhibits, guests can ride a miniature train or antique carousel, take coin-operated rides or play vintage arcade games.