Vermont Rail Trails

Destinations – Delaware & Hudson Rail Trail

Delaware & Hudson Rail Trail

Discover hidden gems in this two-section rail trail.

two cyclists on the delaware & hudson rail trail in rupert, vermont.
small brook along delaware & hudson rail trail in West Pawlet, vermont
Delaware & Hudson Rail Trail
A person biking on the Vermont Rail Trails

Towns & Destinations along the DHRT

As you ramble along the trail, you’ll find quintessential Vermont charm in the towns and villages running through the landscape. Full of history and things to do, be sure to check out the sights along your way.


Castleton is a charming village situated in the rolling hills of the Green Mountains. With roots dating back to the eighteenth century, the town is a hub of rich history. Visitors can explore Main Street’s historic architecture or enjoy the cultural and educational events hosted by Castleton University throughout the year. Outdoor enthusiasts will relish in exploring Lake Bomoseen, which offers a plethora of recreational activities such as boating, fishing, and swimming. The town hosts several festivals and events, such as the Castleton Summer Concert Series. With its vibrant community, stunning natural beauty, and historic charm, Castleton is a fantastic destination for anyone seeking an authentic Vermont experience.


Poultney is a unique New England town known for its rich history and natural beauty. Nestled in the Green Mountains, Poultney offers a picturesque landscape that attracts visitors year-round. The town’s downtown area boasts a vibrant community of local businesses, where visitors can explore unique shops, cafes, and artist studios. Take a stroll through Main Street and admire the beautiful historic architecture, or visit the Poultney Historical Society and Museum to learn about the town’s fascinating past. Outdoor enthusiasts will love exploring the nearby hiking and mountain biking Slate Valley Trails, and fishing and swimming in the pristine St. Catherine Lake and Poultney River. With its welcoming community, scenic beauty, and rich cultural heritage, Poultney is a joy for anyone seeking an authentic New England experience.


West Pawlet

West Pawlet is a picturesque village situated in the southwest corner of the state. Known for its stunning natural beauty, the town offers visitors a chance to escape the hustle and bustle of city life and immerse themselves in the peacefulness of rural Vermont. With the nearby Taconic Mountains and Mettawee River, outdoor enthusiasts can enjoy hiking, fishing, and boating. The town also boasts a vibrant artist community, with several galleries and studios that showcase local talent. The village is also home to several historic buildings, including the Pawlet Station, a former railroad depot that has been converted into a restaurant. With its charming small-town feel, scenic beauty, and artistic flair, West Pawlet is a hidden gem that should not be missed by visitors to Vermont.



Rupert is a serene rural town located in the southwest part of the state. With rolling hills, winding country roads, and verdant forests, the town is a haven for nature lovers seeking a quiet retreat. Hiking, biking, and fishing are popular activities in Rupert, with several trails and streams within easy reach. The town also boasts a rich agricultural heritage, with several farms producing maple syrup, honey, and other local delicacies. With its peaceful rural setting, rich cultural heritage, and welcoming community, Rupert is a perfect destination for those seeking a tranquil and authentic small-town Vermont experience.


Vermont Rail Trails*** May 23, 2023