Highland, New York

Exploring Highland, New York: A Memorable Three-Day Weekend Trip

Nestled in the picturesque Hudson Valley region of New York, the charming town of Highland awaits, offering a delightful backdrop for a memorable three-day weekend getaway. With its rich history, stunning natural landscapes, and a vibrant local culture, Highland has plenty to offer to both adventure seekers and relaxation enthusiasts. Get ready to immerse yourself in the beauty of this gem, as we present you with an enticing itinerary showcasing the top-rated attractions, delectable dining options, and must-see sights in Highland.

Day 1: Unveiling Highland’s Historical and Cultural Gems

Morning

Start your day with a delicious breakfast at the iconic Village TeaRoom located on Main Street. Their delightful menu ranges from fluffy pancakes to savory quiches, accompanied by an extensive selection of teas. Once energized, head to the Walkway Over the Hudson State Historic Park, an unforgettable experience that allows you to stroll above the Hudson River. The panoramic views of the surrounding landscapes are simply breathtaking and provide an ideal photo opportunity.

Afternoon

After taking in the magnificent vistas, make your way to the FDR Presidential Library & Museum in nearby Hyde Park. This fascinating museum offers a comprehensive insight into the life and legacy of President Franklin D. Roosevelt. Explore the exhibits, learn about his influential presidency, and gain a deeper understanding of the significant moments in American history.

Evening

For a delightful evening dining experience, indulge your taste buds at A Tavola Trattoria. This charming Italian restaurant showcases a delectable menu of homemade pasta dishes, wood-fired pizzas, and a variety of delectable appetizers. The cozy ambience and friendly staff make it a perfect spot to unwind and savor the flavors of Italy.

Day 2: Nature’s Wonders and Outdoor Adventures

Morning

Begin your second day with a visit to the enchanting Mohonk Preserve. Spanning thousands of acres, this natural paradise offers breathtaking trails suitable for all skill levels. Lace up your hiking boots and embark on a scenic journey through lush forests, alongside glistening lakes, and up to scenic overlooks. Don’t miss the awe-inspiring Skytop Tower, which rewards you with panoramic views of the Shawangunk Ridge.

Afternoon

Treat yourself to a delightful picnic at Minnewaska State Park Preserve. This natural wonderland features serene lakes, cascading waterfalls, and rugged cliffs. Choose one of the many picturesque spots to savor your lunch while reveling in the tranquility of nature. If you’re feeling adventurous, rent a kayak or paddleboard and explore the crystal-clear waters of Lake Minnewaska.

Evening

As the sun begins to set, head back to Highland and enjoy a relaxing dinner at The Would Restaurant. This welcoming eatery offers a diverse menu featuring both American and international cuisine. With a cozy atmosphere, friendly service, and a wide selection of craft beers and cocktails, it’s the perfect place to unwind after a day of outdoor exploration.

Day 3: Discovering Highland’s Local Charm

Morning

Start your final day with a visit to the Walkway Antiques and Art Emporium. Located in a historic 1800s building, this unique emporium is filled to the brim with treasures from yesteryear. Browse through the eclectic collection of antiques, vintage clothing, and local artwork, and pick up a unique memento to cherish from your trip to Highland.

Afternoon

Indulge in a leisurely afternoon stroll through the charming downtown area and explore the local boutiques, art galleries, and specialty shops that line Main Street. Don’t miss the Hudson Valley Tattoo Company, a renowned tattoo parlor known for its talented artists and creative designs. Even if body art isn’t your thing, admiring the displayed artwork is an experience in itself.

Evening

For the perfect ending to your getaway, treat yourself to an exceptional dining experience at The Culinary Institute of America in Hyde Park. Renowned for its world-class culinary education, this esteemed institution features several award-winning restaurants. Choose from a range of delectable dining options, each offering a unique menu crafted by talented student chefs under the guidance of renowned culinary professionals.

With its blend of history, natural beauty, and local charm, Highland promises an unforgettable three-day weekend trip. So pack your bags, embark on an adventure, and allow this captivating town to weave its magic on you. Highland’s hidden gems await your discovery!

Please note: Due to possible COVID-19 restrictions, it is essential to check the operating hours and availability of attractions and restaurants beforehand. Stay updated on local guidelines and prioritize your safety and that of the community.

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