Columbia County Uncovered: Dining, Shopping + More
Nestled between the Hudson River and the Berkshires, Columbia County is full of small-town charm, wide-open views, and plenty to do. From farm-to-table restaurants and eclectic shops to art spaces and outdoor adventures, there’s no shortage of ways to fill a weekend. Make it a true getaway with a Red Cottage stay, the perfect home base while you eat, shop, and explore your way through the county.
Cooper’s Daughter Spirits

📍284 NY-23, Claverack, NY
Tucked inside a historic 1800s barn, Cooper’s Daughter Spirits makes small-batch whiskey, gin, and seasonal liqueurs that lean on local botanicals. Sip a cocktail in their charming cocktail garden or take home a bottle infused with Hudson Valley flavors. It’s a spot that feels both rustic and creative, just like Columbia County itself.
Klocke Estate
📍2554 County Rte 27, Hudson, NY
Klocke Estate is a brandy distillery crafting elegant spirits from Hudson Valley fruit. Set on a scenic stretch of farmland, the distillery focuses on small-batch production that highlights the character of each harvest. Stop in for a tasting and discover how their brandies capture the essence of the region in every sip.
Samascott’s Garden Market
📍65 Chatham St, Kinderhook, NY
Samascott’s is the go-to for fresh produce, homemade baked goods, and seasonal pick-your-own adventures. Come fall, their apple orchards are buzzing, and the pumpkin patch is a family favorite. Stock up on farm-fresh finds or grab a cone of house-made ice cream while you’re there.
Red Chair
📍606 Warren St, Hudson, NY
This Hudson design shop is full of vintage and antique treasures sourced from across Europe. From rustic farm tables to delicate linens, every piece feels carefully chosen. Whether you’re decorating a home or just browsing for inspiration, Red Chair is worth a stop.
Art Omi

📍1405 Co Rte 22, Ghent
Sprawling fields dotted with large-scale sculptures and architectural installations make Art Omi a must-visit. The sculpture and architecture park is open year-round and free to explore, offering an inspiring walk where art meets nature. It’s the kind of place that changes with every season and every visit.
The Chatham Berry Farm
📍2309 New York 203, Chatham, NY
Equal parts farm, market, and brewery, The Chatham Berry Farm has a little something for everyone. Their heated greenhouse taproom hosts live music and pours local craft beers, while the farm store is stocked with fresh produce and artisanal goods. It’s a true community hub.
Nikki Chasin
📍553 Warren St, Hudson, NY
Equal parts boutique and experience, Nikki Chasin is known for bold style and statement-making finds. From fashion pieces to home accents, everything here feels playful and chic. It’s a shop that radiates personality, much like its owner.
Feast & Floret
📍13 S 3rd St, Hudson, NY
Fresh flowers and seasonal Italian fare come together at Feast & Floret. Dine among arrangements of blooms while enjoying handmade pasta, wood-fired mains, and locally sourced ingredients. It’s both a feast for the eyes and the palate.
The Quiet Botanist
📍426 Warren St, Hudson, NY
Step inside and you’ll feel transported to an apothecary garden. The Quiet Botanist is filled with dried flowers, botanical skincare, and natural curiosities. It’s a beautifully designed space where everything feels calm, intentional, and artful.
Morningbird Cafe

📍4 Hudson St, Kinderhook, NY
This all-day café and wine bar serves up vibrant, globally inspired dishes with a Hudson Valley twist. Bright interiors and a buzzing patio make it the perfect place to linger over coffee or gather with friends for dinner and natural wine. It’s stylish, but never fussy.
WYLDE Hudson
📍35 S 3rd St, Hudson, NY
WYLDE Hudson is a wine bar, café, retail space, and open-air market all rolled into one. It’s an intentional community where local brands and creatives come together, sharing space, values, and inspiration. Stop by for a glass of wine, browse unique goods, or just soak in the energy of a place designed for connection and creativity.
FINCH Hudson
📍427 Warren St, Hudson, NY
FINCH mixes mid-century design, contemporary pieces, and one-of-a-kind vintage finds. The shop is carefully styled, making it easy to imagine how each piece might look in your own home. It’s equal parts gallery and retail experience.
Talbott & Arding
📍202 Allen St, Hudson, NY
Cheese lovers, this one’s for you. Talbott & Arding is a Hudson staple, known for artisan cheeses, house-made charcuterie, and gourmet provisions. It’s the kind of place you’ll want to stop before heading to a picnic, a dinner party, or just back to your Red Cottage kitchen.
Taconic State Park
📍253 NY-344, Copake Falls, NY
Outdoor lovers will find endless adventure at Taconic State Park. Whether you’re hiking to Bash Bish Falls, camping under the stars, or cross-country skiing in winter, the park has year-round appeal. With miles of trails and gorgeous views, it’s a Columbia County gem.
Olana State Historic Site

📍5720 NY-9G, Hudson, NY
The former home of painter Frederic Church, Olana is one of the Hudson Valley’s most stunning historic sites. The house itself is a work of art, blending Persian and Victorian design, while the sweeping grounds overlook the Hudson River. A tour here feels like stepping back in time.
From tasting brandy in to wandering sculpture fields, Columbia County is packed with ways to fill your days. When you’re ready to slow down after exploring, return to a Red Cottage home to relax and unwind with family and friends.