The Ultimate Roadtrip: Best Places to Stop When Driving from Bennington, Vermont to Bridgeport, Connecticut
Are you planning a road trip from Bennington, Vermont to Bridgeport, Connecticut? Congratulations! You’re in for an exciting adventure filled with stunning fall foliage, charming towns, and breathtaking views. The 180-mile drive will take you around 3 hours, but we recommend taking your time along the way, discovering the hidden gems along the route. In this blog post, we’ve compiled a list of the top places to stop during your road trip. So, buckle up and get ready for an unforgettable journey!
The Best Stops on the Route from Bennington, Vermont to Bridgeport, Connecticut
1. Manchester, Vermont
Located approximately 35 miles from Bennington, Manchester is a gorgeous town that’s worth a stop on your road trip. This small town is known for its designer outlet stores, but it’s also home to stunning hiking trails, lush gardens, and historic landmarks. Make sure you visit the Hildene Estate, the former home of Abraham Lincoln’s son.
2. Woodstock, Vermont
Woodstock is one of the most picturesque towns in Vermont, with its charming covered bridges, historic homes, and lovely walking trails. The town is surrounded by green hills that are especially beautiful during the fall season. Be sure to visit Billings Farm & Museum, a working dairy farm that’s also a museum.
3. Litchfield Hills, Connecticut
The Litchfield Hills offer a scenic drive with picturesque New England villages, rolling hills, and nature preserves. Make sure you stop by Kent Falls State Park, which features an impressive waterfall and offers a a great hiking experience.
4. New Milford, Connecticut
New Milford is a hidden gem located along the Housatonic River in Connecticut. The charming town features antique shops, art galleries, and coffee shops. Be sure to explore its charming downtown area and visit the Elephant's Trunk Flea Market, which is held every Sunday from April to November.
5. Fairfield, Connecticut
Located just a short drive from Bridgeport, Fairfield is an ideal stop for anyone interested in American history. The town features a historic district that’s listed on the National Register of Historic Places, and the Fairfield Museum is a great place to learn about the town’s history. Make sure you also visit the stunning beaches and walk along the beachfront boardwalk.
Conclusion
Driving from Bennington, Vermont to Bridgeport, Connecticut is a journey that offers some of the most scenic routes in New England, and there are plenty of great places to visit along the way. The stops we’ve listed here are just a few of the highlights you can experience on your road trip. So, be sure to take your time, enjoy the views, and make some unforgettable memories along the way!