Kingston, New York

A Weekend Getaway in Kingston, New York

Welcome to Kingston, New York, a charming city nestled in the heart of the Hudson Valley. With its rich history, vibrant arts scene, and stunning natural beauty, Kingston is the perfect destination for a three-day weekend trip with friends. From exploring historic landmarks to savoring mouthwatering culinary delights, this itinerary will ensure you make the most of your time in this captivating city.

Day 1: Unveiling the Historic Treasures

Morning: Kingston Uptown Historic District

Start your day by immersing yourself in the rich history of Kingston’s Uptown Historic District. This area is brimming with beautifully preserved 18th-century stone buildings, reflecting the city’s past as the first capital of New York State. Take a leisurely stroll along the cobblestone streets as you admire the architectural marvels, including the Old Senate House State Historic Site. Don’t miss the magnificent Kingston City Hall, a stunning example of Victorian Romanesque architecture.

Lunch: Boitson’s Restaurant

After exploring the historic district, head to Boitson’s Restaurant, a local favorite known for its farm-to-table cuisine. Indulge in their mouthwatering dishes, such as the crispy buttermilk fried chicken or the savory smoked salmon BLT. With its cozy atmosphere and friendly staff, this eatery is the perfect spot to refuel before continuing your adventure.

Afternoon: Kingston Waterfront

No visit to Kingston is complete without a visit to the picturesque waterfront. Stroll along the Rondout Creek and soak in the scenic views of sailboats bobbing in the harbor. Explore the Maritime Museum, where you can learn about the city’s maritime heritage and even step aboard a historic Rondout Lighthouse replica. If you’re feeling adventurous, hop on a Hudson River cruise and enjoy the beauty of the surrounding landscapes from the water.

Dinner: Ship to Shore

Indulge your taste buds at Ship to Shore, a popular waterfront restaurant known for its delectable seafood. From succulent lobster tails to perfectly seared scallops, their menu offers a wide array of fresh and flavorful dishes. Pair your meal with a glass of locally produced wine or craft beer, and savor the culinary delights while basking in the stunning waterfront views.

Day 2: Art, Culture, and Scenic Delights

Morning: Dia:Beacon

Embark on a short scenic drive to Dia:Beacon, a contemporary art museum housed in a former Nabisco box-printing factory. This expansive museum showcases an impressive collection of modern and contemporary art, featuring renowned artists such as Andy Warhol and Richard Serra. Stroll through the spacious galleries, allowing the thought-provoking exhibits to ignite your imagination and appreciation for art.

Lunch: Outdated Café

After exploring Dia:Beacon, head back to Kingston for a delightful lunch at Outdated Café. This cozy and eclectic café serves up mouthwatering sandwiches, salads, and homemade soups. Be sure to save room for their delectable assortment of desserts and pastries, all lovingly made in-house. Enjoy your meal surrounded by vintage furniture and quirky décor, giving the café a unique and charming atmosphere.

Afternoon: Mohonk Preserve

Spend your afternoon immersing yourself in the breathtaking natural beauty of the Mohonk Preserve. This vast nature reserve boasts over 8,000 acres of stunning landscapes, including forests, cliffs, and serene lakes. Hike along the well-maintained trails, marvel at the panoramic views from the Skytop Tower, or rent a kayak to explore the tranquil waters of Lake Mohonk. Nature enthusiasts will be in awe of the diverse wildlife and stunning vistas offered by this natural gem.

Dinner: Duo Bistro

Cap off your day with a delicious dinner at Duo Bistro, a cozy farm-to-table restaurant nestled in the heart of Kingston. With a focus on locally sourced ingredients, their menu features seasonal dishes bursting with flavor. From the succulent braised short ribs to the perfectly seared Atlantic salmon, each dish is crafted with care and attention to detail. Pair your meal with a craft cocktail or a glass of wine from their thoughtfully curated selection.

Day 3: Exploring Quaint Villages and Culinary Delights

Morning: Saugerties Village

Today, venture outside of Kingston to explore the charming village of Saugerties, located just a short drive away. Start your morning with a visit to the Saugerties Lighthouse, perched at the mouth of the Esopus Creek. Take a leisurely walk along the nature trail leading to the lighthouse, and enjoy the serene beauty of the Hudson River. Don’t forget to stop by the Saugerties Farmers’ Market, where you can sample local produce, artisanal goods, and homemade treats.

Lunch: Miss Lucy’s Kitchen

After working up an appetite, head to Miss Lucy’s Kitchen, a beloved farm-to-table restaurant in Saugerties. Known for its welcoming atmosphere and rustic charm, this eatery offers a delectable menu featuring dishes inspired by seasonal ingredients. Indulge in their farm-fresh salads, flavorful sandwiches, or hearty burgers, all crafted with care and creativity.

Afternoon: Woodstock Village

Continue your exploration by visiting the iconic village of Woodstock, just a short drive from Saugerties. Famous for the legendary 1969 music festival, Woodstock is now a creative hub brimming with art galleries, boutique shops, and eclectic charm. Browse the unique shops, immerse yourself in the vibrant art scene, or simply wander the streets and soak in the bohemian atmosphere that still lingers in this quaint village.

Dinner: The Red Onion

Conclude your Kingston getaway with a memorable dinner at The Red Onion, a beloved Woodstock eatery for over four decades. Housed in a charming 19th-century building, this restaurant offers a diverse menu showcasing flavors from around the world. From mouthwatering Mediterranean-inspired dishes to hearty American classics, The Red Onion delivers an unforgettable dining experience. Pair your meal with a selection from their extensive wine list or indulge in a handcrafted cocktail.

As your weekend in Kingston comes to an end, you’ll depart with cherished memories of exploring historic landmarks, immersing yourself in art and culture, and savoring culinary delights. Kingston’s captivating blend of history, nature, and creativity will leave you longing to return and discover even more hidden gems in this remarkable city.

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