Wingdale, New York

A Weekend Getaway in Wingdale, New York

Welcome to Wingdale, a charming small town nestled in the picturesque eastern part of New York State. Known for its scenic beauty and peaceful atmosphere, Wingdale offers the perfect setting for a relaxing three-day weekend getaway with friends. Join me as we explore the top-rated attractions, delightful eateries, and must-see sights in this enchanting destination.

Day 1: Discover the Natural Wonders

On your first day, immerse yourself in the natural beauty that surrounds Wingdale. Start your morning with a rejuvenating hike in the magnificent Dover Stone Church. This hidden gem features unique rock formations, moss-covered cliffs, and a serene waterfall. As you explore the trails, keep an eye out for wildlife and enjoy the peaceful ambiance of this enchanting sanctuary.

Afterward, head over to the Thunder Ridge Ski Area for an afternoon of fun-filled outdoor activities. Depending on the season, you can enjoy skiing, snowboarding, or embark on a thrilling mountain biking adventure. The breathtaking views from the top of the slopes are truly awe-inspiring and provide the perfect backdrop for memorable moments with friends.

In the evening, satisfy your appetite with a scrumptious dinner at the charming Local 111. This farm-to-table restaurant showcases the best of the region’s local produce, offering a seasonal menu that delights the taste buds. Don’t forget to try their delectable craft cocktails and indulge in their decadent desserts.

Day 2: Uncover the Rich History

Today, delve into the captivating history of Wingdale and its surroundings. Begin your morning with a visit to the Wingdale Depot Historical Society Museum. Housed in a beautifully preserved train station, this museum provides fascinating insights into the town’s railroad heritage. Explore the exhibits, learn about the area’s past, and admire the carefully curated collection of artifacts.

Next, venture to the nearby town of Kent to discover the enchanting Kent Falls State Park. Marvel at the majestic cascades as they tumble down a series of picturesque waterfalls. Take a leisurely hike along the trails, enjoy a picnic amidst the stunning natural surroundings, and don’t forget your camera to capture the breathtaking views.

For lunch, head to Daryl’s House Club, a renowned music venue and restaurant owned by Daryl Hall of Hall & Oates fame. Indulge in their delectable American cuisine while enjoying live music performances from local and national artists. With its vibrant atmosphere and eclectic menu, Daryl’s House Club is a must-visit destination for music lovers and food enthusiasts alike.

To wrap up your day, make your way to the charming town of Millbrook and explore its historic streets lined with elegant boutiques, art galleries, and antique shops. Be sure to visit the Millbrook Winery for a tasting of their award-winning wines, produced from the vineyard’s own grapes. Treat yourself to a bottle of your favorite vintage to savor later as you reminisce about your delightful weekend escape.

Day 3: Outdoor Adventures and Culinary Delights

On your final day, experience the best of Wingdale’s outdoor adventures and culinary scene. Start your morning with a visit to the Steedman Woods Conservation Area. This serene nature preserve offers tranquil walking trails through lush forests, peaceful ponds, and vibrant meadows. It’s the perfect place to reconnect with nature and take in the serene beauty of the area.

Afterward, satisfy your cravings with a mouthwatering brunch at the historic Four Brothers Drive-In. This iconic drive-in theater serves up delicious classic American fare with a twist. Enjoy their famous burgers, crispy fries, and delectable milkshakes while catching a movie on their large outdoor screen. It’s a nostalgic experience that perfectly captures the spirit of a bygone era.

In the afternoon, venture to the nearby Winery at St. George to indulge in a wine tasting experience like no other. Set in a beautifully restored church, this winery offers a unique selection of handcrafted wines, each with its own character and charm. Take a guided tour of the winery to learn about the winemaking process, and savor the flavors of their exceptional vintages.

As your weekend draws to a close, make your way to the picturesque Pine Plains Platter for a delightful dinner. This cozy farm-to-table restaurant prides itself on using locally sourced ingredients to create a menu that showcases the region’s rich flavors. From their succulent meats to their fresh vegetables and homemade desserts, every bite is a delectable celebration of the local culinary scene.

With its natural wonders, rich history, and delectable dining options, Wingdale promises an unforgettable three-day weekend getaway. So pack your bags, gather your friends, and prepare to create cherished memories in this hidden gem of eastern New York.

Leave a Reply