10 Things to Do in the Hudson Valley - Winter 2025
The Hudson Valley offers a rich array of experiences, from craft breweries, distilleries, and farm-to-table dining to outdoor adventures like skiing, birdwatching, and maple farm tours. Visitors can also enjoy unique activities like candlemaking, explore historic diners and vibrant shopping streets, or unwind in cozy cocktail lounges, all showcasing the region's charm and local heritage.

Craft breweries and distilleries
When visiting Upstate NY, there’s no better way to kick off your Hudson Valley adventure than by savoring the local flavors at one of the area’s standout breweries or distilleries. Located in charming Hillsdale, NY Roe Jan Brewing Company is a must-visit for craft beer enthusiasts. Nestled in a beautifully restored historic building, Roe Jan offers a rotating selection of small-batch brews that celebrate the region’s rich agricultural heritage. Whether you’re a fan of hoppy IPAs, smooth stouts, or crisp lagers, you’re bound to find a pint that speaks to your palate. Pair your drink with one of their delicious menu offerings, and you have the perfect start to a memorable day.
For those who prefer spirits, the Hudson Valley Distillery offers an equally enticing experience. This family-owned distillery prides itself on crafting small-batch spirits using locally sourced ingredients. From their award-winning bourbon to their smooth applejack, each bottle tells a story of the Hudson Valley’s vibrant farming traditions. Enjoy a guided tasting or sip a craft cocktail in their cozy tasting room, set against the backdrop of the region’s stunning natural beauty. Whether you’re a beer lover or a spirits aficionado, these destinations provide the perfect introduction to the flavors of the broader Hudson Valley.
Ski and snowboard
Not far from the Hudson Valley, the Berkshire Mountains are a premier ski destination that make an ideal get-away for hitting the slopes. Catamount Mountain Resort offers thrilling skiing and snowboarding opportunities for all skill levels. With over 36 trails, including challenging black diamonds and beginner-friendly greens, Catamount provides an unforgettable winter experience. The resort’s newly expanded base lodge offers a cozy place to relax, refuel, and take in the stunning mountain views between runs.
Located just across the NY-MA border in Great Barrington, Butternut Ski Area is known for its welcoming atmosphere and well-groomed trails. Butternut is a favorite for families and those new to skiing. The resort boasts 22 trails, ample snowmaking capabilities, and a top-notch ski school to help beginners find their footing. Butternut is also well-known for its snow tubing park and is regarded as one of the top places for tubing in the area. Whether you’re carving down the slopes or enjoying a warm drink at the lodge, Butternut delivers a classic Hudson Valley winter adventure.
Candlemaking class
If you’re looking for a cozy and unique experience, head to Poured Candle Bar in Hudson, NY. This charming spot allows you to unleash your creativity while crafting your very own custom-scented candles. With guidance from friendly staff, you can choose from an array of fragrances to create a candle that’s uniquely yours. The warm and inviting atmosphere makes it a perfect activity for a chilly day, and you’ll leave with a handmade keepsake to remember your Hudson Valley getaway. It’s a delightful way to spend an afternoon and adds a personal touch to your visit.
Maple farms
No trip to the Hudson Valley is complete without exploring its renowned maple products. During "Maple Weekend" in March, take the opportunity to tour the facilities at Maple Leaf Sugaring in Ghent and Soukup Farms in Dover Plains. At Maple Leaf Sugaring, learn about the artisanal process of crafting pure organic maple syrup and sample their delicious products. The family friendly experience includes a walking tour and complimentary samples of the farm’s maple offerings, which include maple syrup, maple cream, maple sugar, and maple cotton candy. Soukup Farms offers an equally engaging experience, with demonstrations of traditional sugaring techniques and tastings of their rich maple creations. Stay for breakfast and enjoy the delicious menu, including pancakes and cinnamon rolls topped with homemade maple frosting, These tours provide a fascinating glimpse into the region’s agricultural heritage and a chance to bring home a sweet taste of the Hudson Valley.
Cocktail lounges and wine bars
For those who love a sophisticated evening out, the Hudson Valley’s cocktail lounges provide an ambiance that’s hard to beat. In Hudson, NY, Bar Bene offers a refined yet approachable experience, featuring a curated menu of organic, biodynamic, and sustainable wines and small bites. The wine bar also boasts fun events like tarot card readings, bingo, and trivia. Just a short walk away, The Maker elevates the art of mixology in its luxurious lounge, where every drink is an experience unto itself. Cozy up near the fireplace and enjoy the ambiance in the intimate lounge space, which has been converted from a carriage house. For a more rustic charm, head to Hemlock in Catskill, NY, where you’ll find expertly crafted cocktails served in a warm and inviting space. Whether you’re in the mood for an elegant night out or a relaxed evening with friends, these cocktail lounges and wine bars offer something for everyone.
Historic diners
The Hudson Valley is also home to several iconic diners, perfect for a hearty meal. In Red Hook, the Historic Village Diner stands out as a beautifully preserved 1920s Silk City diner. With its chrome accents and cozy booths, it offers classic comfort food that’s as timeless as the setting itself. Just a short drive from Copake, the Oakhurst Diner in Millerton combines retro charm with a modern twist, serving up diner favorites alongside locally sourced specialties. Both spots provide a taste of Americana and are ideal stops for breakfast, lunch, or a quick bite during your Hudson Valley adventures.
Bird watching
The Hudson Valley is also a haven for birdwatching enthusiasts, offering opportunities to observe a diverse array of species throughout the year. Copake Lake provides a serene setting where you can spot waterfowl and migratory birds against the backdrop of the shimmering lake. The lake receives many winter visitors including Red-throated Loons, Tundra Swans and Red-breasted Mergansers. For another immersive experience, visit the Rheinstrom Hill Audubon Center and Sanctuary. This 1,000-acre sanctuary features well-maintained trails that wind through forests and meadows, providing a perfect vantage point for observing songbirds, raptors, and other wildlife. Whether you’re a seasoned birder or simply enjoy the tranquility of nature, these locations offer unforgettable encounters with the region’s vibrant avian life.
Cross-country skiing and snowshoeing
For lovers of the outdoors, the Hudson Valley’s winter landscapes are perfect for cross-country skiing and snowshoeing. Taconic State Park offers scenic trails that wind through beautiful forested areas, making it a favorite for those seeking a serene experience in nature. Harlem Valley Rail Trail is another excellent option, providing miles of groomed paths ideal for cross-country skiing and snowshoeing, with stunning views of the surrounding countryside. These activities allow you to connect with the region’s natural beauty while enjoying a peaceful winter workout.
Local restaurants
As a beacon of the farm-to-table movement, the Hudson Valley boasts a selection of exceptional dining experiences that should not be missed. In Pine Plains, Stissing House combines history and culinary artistry in a beautifully restored 18th-century tavern. With its warm ambiance and a menu that celebrates seasonal, locally sourced ingredients, it’s the perfect spot for a special evening out. The North Star, located in the heart of Copake, is another standout, known for its creative dishes and welcoming atmosphere. Offering a farm-to-table approach, the North Star showcases the best of the region’s produce in every bite. Finally, the Millerton Inn offers a blend of elegance and comfort, serving expertly crafted Mediterranean dishes in a charming setting. The Millerton Inn has a seasonal menu using local foods not only from neighboring farms, but from its own as well, The Four Brothers Dairy Farm. Each of these establishments offers a unique taste of the Hudson Valley’s vibrant food scene, ensuring a memorable dining experience for every visitor.
Shopping
You can shop ‘til you drop in each of the towns dotted around the region, but Warren Street in Hudson, NY is a standout location that offers a delightful blend of old and new. Whether you’re hunting for vintage treasures or contemporary finds, you’ll find something to take home. Known for its vibrant art scene, the street is lined with an exciting collection of vintage shops, antique stores, and high-end boutiques, making it the perfect spot to browse for unique clothing, home decor, and gifts. Stores like The Red Chair (for vintage furniture), Proprietors (for vintage clothing), and Clic (for contemporary home goods) are just the beginning of what Warren Street has to offer. There's also a selection of local artisan shops that highlight the region's creative flair.