9. Millbrook
The town of Millbrook is a small but bustling community, with many amenities that make it a golden weekend-getaway destination. Millbrook Vineyards and Winery is a classy, upscale Hudson Valley find. Visitors can enjoy live music and gorgeous views with their wine amidst the winery’s elegance. Millbrook also has a weekly farmers market on Saturdays to check out local goodies and art. A 10-minute drive from the town center is Lilymoore Alpaca Farm, where anyone looking to connect with their inner wild-child can befriend some of these fluffy animals, or try out MisFit Farm for horseback riding. Some of the best restaurants in town are Millbrook Cafe and Barbaro, located in Millbrook’s historic district.
Millbrook also has many unique locations to check out such as Wing’s Castle. A modern castle tucked into the forest where guests can stay the night in enchanting luxury with a swimming pool and winery on-premises, this is the perfect spot to hide away and recharge. Also located in Millbrook is the spot where the abandoned Bennet School for Girls once stood. Built in the early 20th century but abandoned since the seventies, this former girls’ school was a daunting spot known for paranormal activity that once drew the interests of explorers from all over. Sadly, however, demolition of the old school began in 2022 and there have been few plans for what to do with the supposedly haunted land since.