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Our History

Founded in 1874 The Switch Inn was one of the several railroad hotels built by the Erie Railroad Station. It is also the oldest operating bar and restaurant in Orange County.

Our Owners

Big Ron and Josie Longstreet  have  been running The Switch since 2010. Since then they renovated, stepped up the menu and opened up a covid friendly outdoor deck. 

The Home of the Heritage Trail

The Switch Inn is a great starting point to start or end your journey on the famous Heritage Trail, The 10-foot wide trail on the right-of-way of the former Erie Railroad. The trail extends from the City of Middletown to the Village of Harriman. It features sections of both asphalt and limestone surface. The current 14 mile trail winds through a bird/wildlife sanctuary, historic landmarks, murmuring streams, rolling meadows and friendly communities. Trail users may enjoy biking, walking, rollerblading, nature study as well as shopping and dining in the local villages. Access points are, The Switch Inn in Middletown, Monroe, Chester and Goshen, all with convenient parking.

For more information check out the the link below.

Learn More


126 East Main Street, Middletown, New York 10940    

Phone: (845) 341-1347