Hillside Lake, New York

A Weekend Getaway in Hillside Lake, New York

Welcome to Hillside Lake, a charming village nestled in the heart of New York’s picturesque Hudson Valley region. Known for its lush landscapes, serene lakes, and a vibrant arts scene, Hillside Lake offers the perfect escape for a three-day weekend with friends. Get ready to immerse yourself in the beauty of nature, explore cultural sites, indulge in delicious food, and create lasting memories. Here’s an exciting itinerary that showcases the best of Hillside Lake and its surroundings.

Day 1: Exploring Nature and Local Art

Morning: Delight in the Colors of Innisfree Garden

Start the day by visiting the enchanting Innisfree Garden, a hidden gem that seamlessly blends Eastern and Western garden traditions. This 185-acre landscape boasts serene lakes, winding paths, and carefully curated plantings. Take your time strolling through the gardens, marveling at the vibrant colors, and finding your own peaceful nook. Don’t miss the iconic Dragon Fountain and the innovative design techniques that make Innisfree a truly unique experience.

Lunch: Enjoy Farm-to-Table Delights at A Tavola Trattoria

Indulge in a delicious lunch at A Tavola Trattoria, a charming farm-to-table restaurant located in nearby Poughkeepsie. Known for their seasonal menu that highlights local ingredients, A Tavola offers mouthwatering Italian dishes prepared with creativity and care. From homemade pasta to wood-fired pizzas, each bite celebrates the flavors of the Hudson Valley.

Afternoon: Wander Through Dia:Beacon

After satisfying your taste buds, head to Dia:Beacon, a renowned contemporary art museum housed in a former Nabisco box-printing factory. Prepare to be captivated by the museum’s expansive exhibition spaces filled with thought-provoking installations and monumental works of art. The natural light flooding through the factory’s windows creates a unique ambiance, making Dia:Beacon a must-visit destination for art enthusiasts.

Dinner: Savor Culinary Delights at The Amsterdam

For dinner, treat yourself to an unforgettable culinary experience at The Amsterdam, a stylish restaurant located in Rhinebeck. This farm-to-table eatery offers a seasonally changing menu that showcases the finest ingredients sourced from local farmers. From creative cocktails to delectable entrées, The Amsterdam provides a delightful fusion of flavors that will leave your taste buds yearning for more.

Day 2: Outdoor Adventures and Historic Discoveries

Morning: Hike and Picnic at Minnewaska State Park Preserve

Embrace the great outdoors by spending the morning at the breathtaking Minnewaska State Park Preserve. Lace up your hiking shoes and embark on one of the park’s scenic trails, immersing yourself in the tranquil beauty of the Shawangunk Mountains. Reach stunning overlooks that offer panoramic vistas of the surrounding valleys and lakes. After your hike, find a cozy spot for a picnic surrounded by nature’s splendor.

Lunch: Taste Fresh Farm Goodness at Gigi Trattoria

Satisfy your post-hike hunger at Gigi Trattoria, a farm-to-table restaurant in Rhinebeck that celebrates the diversity of Italian cuisine. Gigi’s menu features locally sourced ingredients, including vegetables from their own garden. Indulge in their wood-fired pizzas, homemade pasta, and refreshing salads that showcase the flavors of the Hudson Valley.

Afternoon: Discover the Rich History of Franklin D. Roosevelt National Historic Site

Immerse yourself in American history with a visit to the Franklin D. Roosevelt National Historic Site in Hyde Park. Explore the Springwood Estate, FDR’s beloved family home, where he entertained world leaders and crafted some of his most significant policies. Take a guided tour through the house, stroll through the beautiful gardens, and visit the Presidential Library and Museum to gain deep insights into the life and presidency of this remarkable leader.

Dinner: Relish the Charm of The Culinary Institute of America

Round off your day with a memorable dining experience at The Culinary Institute of America (CIA). Located in Hyde Park, the CIA offers a range of exceptional restaurants where you can savor culinary masterpieces prepared by talented student chefs. From fine dining at the award-winning American Bounty Restaurant to innovative cuisine at The Bocuse Restaurant, the CIA ensures an unforgettable gastronomic adventure.

Day 3: Lakeside Relaxation and Wine Tasting

Morning: Soak Up the Sun at Hillside Lake

Spend your last morning enjoying the beauty of Hillside Lake itself. Pack a picnic and head to the shores for a leisurely morning by the water. Whether you prefer swimming, kayaking, or simply lounging on the beach, Hillside Lake offers a serene setting to unwind and recharge.

Lunch: Indulge in Rustic Elegance at Le Petit Bistro

For a delightful lakeside lunch, make your way to Le Petit Bistro, a charming French-inspired restaurant located in nearby Rhinebeck. Known for its warm ambiance and rustic elegance, Le Petit Bistro offers a menu filled with classic French dishes and seasonal specialties. Pair your meal with a glass of wine from their well-curated selection, and savor the flavors in a setting that feels straight out of the French countryside.

Afternoon: Sip and Savor at Millbrook Vineyards & Winery

No visit to the Hudson Valley would be complete without exploring its renowned wineries. Head to Millbrook Vineyards & Winery, a picturesque estate nestled among rolling hills and vineyards. Take a guided tour of the winery to learn about the winemaking process and the unique terroir of the region. Afterward, indulge in a wine tasting, savoring the elegant flavors of their award-winning wines while enjoying the stunning views of the surrounding countryside.

Dinner: Experience Farm-to-Table Excellence at Terrapin

For a grand finale to your trip, dine at Terrapin, a beloved farm-to-table restaurant located in Rhinebeck. With a commitment to local, organic ingredients, Terrapin’s menu showcases the best of the Hudson Valley’s bounty. From their innovative cocktails to their eclectic fusion of flavors, every detail is thoughtfully crafted to create an unforgettable dining experience.

As your three-day adventure in Hillside Lake comes to a close, you’ll leave with cherished memories of the region’s natural beauty, cultural attractions, and culinary delights. Hillside Lake and the surrounding Hudson Valley region have so much to offer, and this itinerary is just the beginning of the wonders you’ll discover. So pack your bags, grab your friends, and embark on an unforgettable journey through this scenic getaway.

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