1-Day Nature Adventure in Woodstock, NY – Waterfalls and Hiking

Day 1: Nature Exploration Day

Woodstock, NY on October 23, 2024

8:00AM

Breakfast at Bread Alone Bakery

Start your day with a delightful breakfast at Bread Alone Bakery, known for its fresh-baked organic bread and local pastries.
Head towards the bakery located in the center of Woodstock.
USD15, 1 hour

9:30AM

Hike to Kaaterskill Falls

Embark on a scenic drive to Kaaterskill Falls, where you'll hike a moderate 1.5-mile trail to witness the breathtaking two-tiered waterfall.
Follow NY-212 W to NY-32 N, then Kaaterskill Falls Trail parking.
USD0 (Free Access), 2.5 hours

12:00PM

Lunch at The Catskill Mountain Pizza

Replenish your energy with a delicious lunch at The Catskill Mountain Pizza, famous for its artisan pizzas and local craft beers.
Head back towards Woodstock via NY-32 S.
USD20, 1 hour

1:30PM

Hiking at Overlook Mountain

After lunch, hike to Overlook Mountain, where a 2-mile trail will lead you to stunning vistas and the ruins of an old hotel.
Drive from pizza place to Overlook Mountain trailhead with a quick drive.
USD0 (Free Access), 2 hours

4:00PM

Visit Cooper Lake

Take a relaxation break at Cooper Lake, walk along the shoreline, and enjoy the calming views that embody the beauty of the fall foliage.
Driving distance is minimal from Overlook Mountain.
USD0 (Free Access), 1 hour

5:30PM

Wine Tasting at Whitecliff Vineyard

End your afternoon with a wine tasting at Whitecliff Vineyard, where you can sample some of the finest local wines in a serene vineyard setting.
A quick drive from Cooper Lake to the vineyard.
USD10, 1 hour

7:00PM

Dinner at The Bear Cafe

Wrap up your adventurous day with dinner at The Bear Cafe, known for its farm-to-table dishes and cozy ambiance overlooking the river.
Short drive back to Woodstock town.
USD40, 1.5 hours

8:30PM

Evening Stroll in Woodstock

Conclude your day with a leisurely evening stroll through the charming streets of Woodstock, soaking in the local arts and culture.
Walk around Woodstock town center.
USD0 (Free Access), 1 hour
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