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Exploring Kingston, NY in 5 Days Itinerary
Last updated: 2024 Jun 14Historic Sites and Waterfront Dining
Morning
Begin your Kingston adventure with a hearty breakfast at Panera Bread, known for its freshly baked goods. Afterward, take a morning walk through the historic district, visiting the iconic Senate House State Historic Site and the Trolley Museum of New York to immerse yourself in the city's rich history.
Afternoon
For lunch, enjoy a waterfront dining experience at The Mariner's Harbor, where you can savor fresh seafood. Spend your afternoon exploring the picturesque Hudson River Maritime Museum and the majestic Rondout Lighthouse, taking in the beauty of the Hudson River.
Evening
As the sun sets, dine at The Anchor and indulge in their delicious menu. Afterward, take a leisurely stroll along the Rondout Waterfront, enjoying the charming shops and boutiques.
Bedtime
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Art Galleries and Culinary Delights
Morning
Start your day with a visit to the Art Society of Kingston (ASK), where you can admire local artworks. Grab a coffee and light breakfast at Dunkin' Donuts to fuel your morning.
Afternoon
For lunch, head to Mexican Radio Kingston for some vibrant Mexican cuisine. Spend your afternoon exploring the contemporary art at the BSP (Backstage Studio Productions) Lounge and the unique exhibits at the Kingston Museum of Contemporary Arts (KMOCA).
Evening
Dine at {R-Elephant] and enjoy a fusion of flavors in a cozy setting. After dinner, take a relaxing walk through the Kingston Uptown Historic District, admiring the historic architecture and vibrant atmosphere.
Bedtime
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Nature Trails and Gourmet Eats
Morning
Enjoy a wholesome breakfast at Applebee's Grill + Bar before embarking on a morning hike at the scenic Ashokan Rail Trail. Take in the tranquil natural beauty and maybe even have a picnic along the trail.
Afternoon
Refuel with a visit to Five Guys for their classic burgers and fries. Spend your afternoon at the Catskill Animal Sanctuary, where you can interact with rescued farm animals and learn about compassionate living.
Evening
Indulge in a fine dining experience at The Would [600268], known for its innovative menu. After dinner, take a drive to the nearby town of New Paltz for a change of scenery and explore its charming streets.
Bedtime
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Antique Shops and Casual Eateries
Morning
Start with a delicious breakfast at Cracker Barrel Old Country Store, known for its homestyle cooking. Then, spend your morning browsing the antique shops and boutiques in the Kingston Design Connection, where you can find unique treasures.
Afternoon
For lunch, head to Texas Roadhouse for some mouthwatering ribs and steaks. Afterward, visit the Hudson Valley LGBTQ Community Center to show your support and learn about the local community.
Evening
Enjoy a laid-back dinner at Ruby Tuesday, known for its casual dining atmosphere. Cap off the evening with a movie at the Regal Cinemas Hudson Valley Mall 12, catching the latest blockbuster.
Bedtime
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Final Day of Exploration and Farewell Dinner
Morning
For your last morning in Kingston, enjoy a leisurely breakfast at IHOP to satisfy your pancake cravings. Then, take a scenic drive to the nearby town of Rhinebeck, where you can explore the charming village and visit the historic Staatsburgh State Historic Site (Mills Mansion).
Afternoon
Have a delightful lunch at LongHorn Steakhouse, known for its mouthwatering steaks. Return to Kingston and spend your afternoon visiting the Ulster Performing Arts Center (UPAC), where you can catch a matinee performance or take a guided tour of this historic theater.
Evening
End your Kingston journey with a memorable farewell dinner at The Capital Grille, where you can enjoy an elegant dining experience with fine wines and succulent steaks. Reflect on your trip as you savor the culinary delights and raise a glass to the memories made in Kingston.
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