Explore Rutland County: Castleton

Located just seven miles from the border of New York and Vermont, the Town of Castleton provides a small-town feel with the convenience of a bigger city. Castleton is home to several restaurants, ranging from Third Place Pizzeria to Birdseye Diner, located in a 1940s Silk City Dining Car that was first brought to town in the 1960s after the original diner was destroyed in a fire. During the summer months, the roads of Castleton bustle with trucks and trailers as people make their way up the hill to Pond Hill Ranch’s pro-rodeo. Unfortunately, COVID-19 has put this year’s rodeo season on hold, but the family-owned-and-operated ranch is still open for trail rides.

Come August, college students return to Castleton University, Vermont’s oldest institution of higher learning. Throughout the year, Castleton University welcomes visitors from across the Rutland Region for events including the annual Shrine Maple Sugar Bowl, summer concert series, football games and other athletic events at Dave Wolk Stadium, and performances in Casella Theater. Castleton University’s 165-acre campus borders the Delaware and Hudson Rail-Trail – more commonly known as the D&H Rail Trail – a trail that connects Castleton and nearby Poultney, Vermont. The D&H Rail Trail is the perfect place to walk your dog, enjoy a leisurely run, or have a picnic with friends and family.

Castleton is just a stone’s throw from Lake Bomoseen, the state’s largest lake located fully within the Vermont state border. Lake Bomoseen offers year-round entertainment, from boating and kayaking to ice fishing and snowmobiling. Home to Bomoseen State Park, Lake Bomoseen is a popular place for camping, swimming, and enjoying the outdoors.

Explore Castleton on Real Rutland

While You’re There

  • Enjoy a delicious meal at any of Castleton’s local favorites including Blue Cat Bistro, Sunrise Family Restaurant, Lakehouse Pub & Grille, and Lake Bomoseen Lodge & Taproom. You also can’t miss the quintessential Vermont snack bar experience at Roxie’s or the newly-established Ice House Snack Bar.
  • Tee off at Bomoseen Golf Club, a nine-hole golf course based on the shores of Lake Bomoseen. 
  • View Vermont’s spectacular views on horseback with a trail ride at Pond Hill Ranch.
  • Explore the outdoors on the D&H Rail Trail. 
  • Take a walk down Main Street. Castleton’s mile-long, tree-shaded Main Street, with its array of Federal and Greek Revival-style houses and public buildings has been listed almost in its entirety on the National Register of Historic Places.
  • Hop on the Amtrak at the depot station and head toward New York City.

Meet Our Members in Castleton

Castleton University
Castleton Village Store
Community Health Centers of the Rutland Region
Heritage Family Credit Union
Morton Buildings
Pond Hill Ranch
RMG Stone Products Inc.
Town of Castleton