Exploring the Catskills: An 8-Day Adventure in Gilboa, NY Itinerary

Enjoy a leisurely breakfast at Piccolo Paese Ristorante, a charming Italian restaurant. Then, visit the Thomas Cole National Historic Site in Catskill to explore the art and landscapes that inspired the Hudson River School.

For lunch, head to Ate.O.Ate Catering and Cafe, a hidden gem known for its creative dishes. Afterward, take a scenic drive to Kaaterskill Falls, one of the highest waterfalls in New York, and embark on a moderate hike to witness its beauty.

Indulge in a farm-to-table dining experience at The Arnold House, where you can savor locally sourced ingredients and unwind in the serene Catskills setting.

Start your day with a delicious breakfast at Brushland Eating House, a rustic eatery known for its seasonal menu. Then, visit the Hanford Mills Museum in East Meredith to learn about the history of rural industry and enjoy the picturesque setting.

For lunch, drive to Peekamoose Restaurant & Tap Room, a renowned spot for its upscale comfort food. Afterward, explore the quaint town of Andes and browse the local shops and galleries.

Enjoy a cozy dinner at The Heron, returning to savor their evening menu and relax in the welcoming atmosphere.

Start your day with a delightful breakfast at Henning's Local, returning to enjoy their morning offerings. Then, embark on a scenic kayaking adventure on the Pepacton Reservoir, surrounded by the serene beauty of the Catskills.

For lunch, enjoy a picnic by the reservoir, prepared by Ate.O.Ate Catering and Cafe. Afterward, take a leisurely drive to the Catskill Fly Fishing Center and Museum in Livingston Manor to learn about the art of fly fishing.

Return to Gilboa for a relaxing dinner at The Arnold House, where you can unwind and share stories of your day's adventures.

Enjoy a leisurely breakfast at Catskill Mountain Country Store and Restaurant, savoring their morning offerings. Then, visit the Woodstock Byrdcliffe Guild in Woodstock to explore the art colony and take a guided tour of the historic grounds.

For lunch, head to Piccolo Paese Ristorante, returning to enjoy their afternoon menu. Afterward, visit the Opus 40 Sculpture Park and Museum in Saugerties to marvel at the monumental earthwork and enjoy the scenic surroundings.

Indulge in a memorable dinner at Brushland Eating House, returning to savor their evening menu and soak in the rustic charm of the Catskills.

Start your day with a delicious breakfast at Peekamoose Restaurant & Tap Room, enjoying their morning offerings. Then, embark on an exhilarating zipline adventure at Hunter Mountain, taking in the stunning views of the Catskills.

For lunch, enjoy a casual meal at The Heron, returning to savor their afternoon menu. Afterward, explore the scenic trails and waterfalls at Kaaterskill Clove, immersing yourself in the natural beauty of the region.

Relax and unwind with a delightful dinner at Henning's Local, where you can enjoy their evening menu and reflect on the day's outdoor adventures.

Enjoy a leisurely breakfast at The Arnold House, savoring their morning offerings. Then, visit the Catskill Distilling Company in Bethel for a tour and tasting of their handcrafted spirits, accompanied by live music.

For lunch, head to Brushland Eating House, returning to enjoy their afternoon menu. Afterward, explore the Bethel Woods Center for the Arts, home of the 1969 Woodstock festival, and immerse yourself in the cultural and musical history.

Indulge in a memorable dinner at Catskill Mountain Country Store and Restaurant, returning to savor their evening menu and enjoy the warm hospitality of the Catskills.

Start your final day with a delicious breakfast at Piccolo Paese Ristorante, enjoying their morning offerings. Then, take a scenic drive to the historic village of Roxbury and visit the Kirkside Park to enjoy the peaceful surroundings.

For lunch, head to Ate.O.Ate Catering and Cafe, returning to enjoy their afternoon menu. Afterward, explore the Plattekill Mountain in Roxbury and take a scenic chairlift ride to enjoy panoramic views of the Catskills.

Conclude your adventure with a memorable dinner at Peekamoose Restaurant & Tap Room, where you can savor their evening menu and reflect on the wonderful experiences you've had in the Catskills.