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Ultimate 4-Day Catskills Adventure

Viewed by 129 travelers

Day 1: Explore Hunter Mountain

Hunter, NY

9:00AM

Breakfast at The Mountain Top Inn & Resort

Start your day with a hearty breakfast featuring local ingredients while enjoying scenic views of the mountains.
Located at 20 State Route 23A, Hunter, NY.
USD15, 1 hour

10:30AM

Hunter Mountain Zipline Adventure

Experience an exhilarating zip line tour high above the forest and take in breathtaking vistas of the Catskills.
Hunter Mountain Resort is located just up the road from your breakfast spot.
USD79, 3 hours

2:00PM

Lunch at The Catskill Mountain House

Indulge in rustic dishes inspired by the local culture at this historic restaurant.
About a 15-minute drive from the zip line area.
USD25, 1 hour

3:30PM

Hiking at Kaaterskill Falls

Take a refreshing hike to one of New York's tallest waterfalls, with numerous photo opportunities along the way.
A short 20-minute drive from the lunch spot.
FREE, 2 hours

6:00PM

Dinner at The Last Chance Antiques & Cheese Café

Savor local cheeses, wines, and artisanal dishes in a charming atmosphere surrounded by unique antiques.
Located in Tannersville, about 10 minutes from Kaaterskill Falls.
USD30, 1.5 hours
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Day 2: Art and Culture in Woodstock

Woodstock, NY

8:00AM

Breakfast at Bread Alone Bakery

Enjoy a delightful breakfast with artisan baked goods and locally sourced coffee at this popular bakery.
Located at 55 Mill Hill Rd, Woodstock, NY.
USD15, 1 hour

9:30AM

Visit the Woodstock Artists Association & Museum

Immerse yourself in the thriving art scene of Woodstock by touring this vibrant arts center, showcasing local artists.
A short walk from the bakery.
USD10, 1.5 hours

11:30AM

Explore the original Woodstock Festival Site

Take a trip to the location of the historic 1969 music festival and soak in the cultural significance of the site.
A 15-minute drive from the museum.
FREE, 1 hour

12:30PM

Lunch at The Garden Café

Relax at this vegetarian café with fresh, locally grown ingredients, which promotes health and sustainability.
Located in the center of Woodstock.
USD20, 1 hour

2:00PM

Hiking at Overlook Mountain

Experience a moderate hike to the summit with sweeping views of the Catskills, finishing at the historic fire tower.
Just a 10-minute drive from lunch.
FREE, 3 hours

5:30PM

Dinner at Cucina

Enjoy Italian-inspired dishes made with local ingredients, served in a cozy atmosphere.
Only a short drive back into Woodstock.
USD35, 1.5 hours
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Day 3: Adventure in Phoenicia

Phoenicia, NY

8:30AM

Breakfast at Sweet Sue's

Start your day with a delicious pancake breakfast at this popular local diner known for its warm hospitality.
Located in downtown Phoenicia.
USD12, 1 hour

9:30AM

Kayaking on the Esopus Creek

Enjoy a peaceful morning kayaking along the serene waters of Esopus Creek, surrounded by the beauty of nature.
Kayak rentals are available just down the street from the restaurant.
USD40, 3 hours

1:00PM

Lunch at the Brunch Kitchen

Treat yourself to a delicious lunch with an array of sandwiches and hearty options to refuel after your kayaking adventure.
Located in Phoenicia, nearby kayak rentals.
USD15, 1 hour

2:30PM

Visit the Phoenicia Railroad

Take a scenic ride on a historic railroad while enjoying views of the Catskills through the windows of the vintage train.
A short walk from the lunch spot.
USD20, 1 hour

4:00PM

Explore the Town

Stroll through Phoenicia, visiting local shops and art galleries that showcase the charm of the region.
Following the railroad ride.
FREE, 2 hours

6:30PM

Dinner at A & P Italian Fine Foods

Indulge in authentic Italian cuisine with recipes passed down through generations, served in a cozy family atmosphere.
Located in the heart of Phoenicia.
USD30, 1.5 hours
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Day 4: Historic Kingston

Kingston, NY

8:00AM

Breakfast at Kingston Bread + Bar

Relish in a delightful breakfast featuring in-house baked breads and fresh coffee in a relaxed setting.
Located at 344 Wall St, Kingston, NY.
USD15, 1 hour

9:30AM

Explore the Hudson River Maritime Museum

Discover the maritime history of the Hudson River and its impact on the Catskills region.
Just a short walk from your breakfast location.
USD12, 1.5 hours

11:30AM

Visit the Historic Stockade District

Wander through Kingston’s oldest neighborhood and appreciate the well-preserved 18th-century architecture.
A 10-minute drive from the museum.
FREE, 1.5 hours

1:00PM

Lunch at The Wooden Boat

Enjoy seafood-focused lunch dishes crafted with fresh ingredients sourced from local fisheries.
Located along the waterfront, a short drive from the Stockade District.
USD30, 1.5 hours

2:30PM

Visit the Ulster County Fairgrounds

Check out local events or simply walk the grounds and enjoy the open space while soaking in more of the Catskills charm.
A quick 10-minute drive from the restaurant.
CURRENCY0, 1.5 hours

4:30PM

Departure

Bid farewell to the Catskills, taking with you beautiful memories and a sense of adventure.
Drive towards your next destination or back home.
FREE, 0 hours
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