Rolling hills, working farms, and small businesses define daily life in the greater Millbrook area. From village storefronts to rural enterprises tucked along back roads, these are the places that keep the region running—serving neighbors, supporting local livelihoods, and shaping the character of this corner of the Hudson Valley.
Dutchess Day School
415 Route 343, Millbrook
(845) 677-5014; Dutchessday.org
At Dutchess Day School, small classes and a close-knit community create the perfect environment for every child to thrive. Here, foundational skills are taught with both breadth and depth–academically, socially, and emotionally. Students don’t just learn; they discover the joy of learning. Curiosity is nurtured, creativity is celebrated, and confidence grows every day. It’s where young minds develop the resilience, critical thinking, and love of discovery that set the stage for lifelong success. This is more than school. This is where it all begins.
Shady Knoll Orchards & Distillery
37 Brush Hill Road, Millbrook
(214) 850-8409; Shadyknolldistillery.com
Shady Knoll Orchards & Distillery is a family farm distillery near Millbrook, NY. They grow over 120 varieties of apples to make Shady Knoll Apple Brandy and Pommeau (a blend of Apple Brandy and fresh apple juice). They also grow rye, corn, and wheat to make four types of Shady Knoll whiskeys. They focus on producing small quantities of high-quality specialty craft distilled spirits. Tours and tastings by appointment.
Millbrook Village “Air” Bed and Breakfast
(914) 907-9789; Millbrookvillagebedandbreakfast.com
LOCATION! LOCATION! LOCATION! Charming 2-bedroom suite situated in the Village of Millbrook, and right across the road from the famous Merritt Bookstore. Everything is in a 5-minute walking radius. No car needed. Walk everywhere. Especially convenient when dining at one of the numerous 5-star restaurants.
Merritt Bookstore
57 Front Street, Millbrook
(845) 677-5857; Merrittbooks.com
When people step inside, they feel it—
a true independent bookstore. Merritt is the heart of Millbrook—two floors of discovery, from bestsellers to hidden gems, extended craft book section, plus toys and gifts, puzzles and games chosen with care. Knowledgeable staff. Leisurely browsing. Open 7 days. The next great read awaits!
All That Java
149 Church Street, Millbrook
(845) 233-1976; Allthatjava.net
All That Java is a tiny coffee house creating happiness in the world with their coffee and vibe. Founder Samantha Sapienza grew up in Millbrook. They offer espresso, drip coffee, and tasty little pastries to go. There are four locations in the Hudson Valley in Millbrook, Rhinebeck, Tivoli, and Stanfordville. Please stop by.
