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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a hike up to the summit of Blackhead Mountain, which offers stunning views of the Hudson Valley and the surrounding Catskill Mountains. The trail is challenging but rewarding, with a mix of steep ascents and rocky scrambles.

Afternoon

After your hike, head over to the nearby Kaaterskill Falls, one of the most iconic waterfalls in the region. The two-stage waterfall drops a total of 260 feet and is surrounded by lush forest and rocky cliffs. You can take a dip in the swimming hole at the base of the falls, or just relax and take in the scenery.

Evening

For dinner, head over to the nearby town of Tannersville and check out Mama's Boy Burgers, a local favorite known for their juicy burgers and hand-cut fries.

Bedtime

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Morning

Take a scenic drive along Route 23A, which winds through the heart of the Catskill Mountains and offers breathtaking views of the surrounding landscape. Stop at the North-South Lake State Campground for a picnic breakfast and a leisurely stroll around the lake.

Afternoon

Next, head over to the nearby town of Woodstock, which is known for its vibrant arts scene and bohemian vibe. Check out the Woodstock Artists Association & Museum, which showcases the work of local artists, or browse the eclectic shops and galleries along Tinker Street.

Evening

For dinner, head back to Tannersville and check out Last Chance Antiques & Cheese Cafe, a quirky spot that serves up delicious cheese plates, sandwiches, and craft beer.

Bedtime

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Morning

Get an early start and head over to Windham Mountain Resort, which offers a variety of outdoor activities year-round. In the summer, you can go mountain biking, hiking, or take a scenic chairlift ride to the summit.

Afternoon

After your adventure at Windham, head over to the nearby town of Hunter and check out the New York Zipline Adventure Tours, which offers a variety of thrilling zipline courses through the treetops.

Evening

For dinner, head back to Tannersville and check out the Deer Mountain Inn, a historic restaurant and inn that serves up farm-to-table cuisine in a cozy setting.

Bedtime

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Morning

Start your day with a visit to the Windham Vineyards & Winery, which offers tastings of their award-winning wines and stunning views of the surrounding mountains.

Afternoon

Next, head over to the nearby town of Phoenicia and check out the Esopus Creek Conservancy, a beautiful nature preserve that offers hiking trails, fishing spots, and scenic views of the Esopus Creek.

Evening

For dinner, head back to Tannersville and check out the American Glory BBQ, a popular spot that serves up delicious Southern-style barbecue and craft cocktails.

Bedtime

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Morning

Take a leisurely drive up to the nearby town of Catskill and check out the Thomas Cole National Historic Site, which celebrates the life and work of the famous Hudson River School painter.

Afternoon

Next, head over to the nearby town of Hudson and explore the charming downtown area, which is filled with antique shops, art galleries, and boutique stores.

Evening

For dinner, check out Fish & Game, a critically acclaimed restaurant that serves up innovative farm-to-table cuisine in a cozy, rustic setting.

Bedtime

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