5-Day Culinary Adventure in Windham, New York Itinerary

Enjoy a classic American breakfast at WINDHAM DINER, a local landmark. After breakfast, immerse yourself in history with a visit to the Zadock Pratt Museum, which showcases the region's rich heritage.

For lunch, indulge in the comfort food at Tap House Grille. Post lunch, take a scenic drive to the nearby town of Hunter, New York, and spend the afternoon exploring the charming village and its shops.

Return to Windham for dinner at The Tipp Tavern, a historic establishment with a menu that reflects the area's culinary traditions. End the evening with a sweet treat at Jimmy O’Connor’s Windham Mtn. Inn, known for its delectable desserts.

Begin with a delightful breakfast at ​Babblers Restaurant & Bar, known for its farm-to-table offerings. After breakfast, head to the Maple Syrup Making Experience at a local farm to learn about and taste the region's famous maple syrup.

For lunch, enjoy the laid-back atmosphere and sumptuous sandwiches at Lilly's Steaks & Cocktails. Post lunch, take a guided tour of the Catskill Brewery to discover the art of craft beer brewing and sample some of their finest brews.

Dine at Brandywine, an elegant restaurant with a menu that highlights seasonal ingredients. After dinner, enjoy the warm and inviting ambiance of ​Babblers Restaurant & Bar for a nightcap.

Start with a delicious breakfast at Albergo Allegria Hotel & Breakfast Restaurant, known for its European-style morning offerings. After breakfast, take a scenic drive along the Greene County Route 10 to admire the picturesque countryside.

For lunch, visit Zicatelas 2 for a taste of authentic Mexican cuisine in the heart of Windham. Post lunch, explore the local art scene at the Windham Fine Arts, showcasing works by regional and international artists.

Dine at Chicken Run Family Restaurant and Steak House, a family-friendly spot with a diverse menu. After dinner, enjoy the lively atmosphere and live music at Day June Luncheonette, a popular spot for locals and visitors alike.

Enjoy a leisurely breakfast at Millrock Restaurant & Bar Room, reminiscing about the culinary delights of the past few days. After breakfast, take a short drive to the neighboring town of Tannersville, New York, and explore its quaint shops and galleries.

For your final lunch in Windham, head to The Tipp Tavern for a memorable meal. After lunch, take a guided foraging tour with Local Foraging Experience to discover the edible treasures of the Catskills.

Conclude your culinary adventure with a grand dinner at Brandywine, where the chef's tasting menu will take you on a gastronomic journey through the flavors of the region. Raise a glass to an unforgettable trip at Tap House Grille, enjoying the warm hospitality and a wide selection of beverages.