Start your day with a hearty breakfast at Circle W Market (2588 County Rte 23B, South Cairo). Known for fresh, local eats, it’s a cozy spot to grab a breakfast sandwich, coffee, or their famous baked goods. Opens at 8:30AM 5 days a week, it’s perfect for fueling up on your way to Kaaterskill fall.

Head to the Kaaterskill Falls trailhead at Laurel House Road (off County Rte 18, Haines Falls, NY). Park here. The hike is a 1.4-mile round trip to the base of the falls (260 feet total drop, NY’s tallest two-tier waterfall). Start with the easy 0.3-mile gravel path to the upper viewing platform for a stunning top-down view, then take the steeper 0.4-mile trail down to the base if you’re up for it (rocky, with stone steps—wear sturdy shoes). Plan for 2-3 hours total if you are doing the longer hike, including photo stops and soaking in the scenery!

Drive to Subversive Malting + Brewing (96 W Bridge St, Catskill, NY—~20 minutes from the falls, open at 12pm on Saturday & Sunday). This farmhouse brewery is a chill spot with a big outdoor area, fire pits, taps of seasonal ales, IPAs, and stouts. They have a great food menu with vegan options, a delicious smash burger and smaller bites as well.

Head to Stewart House 1888 Tavern (2 N Water St, Athens, NY). This historic spot on the Hudson River offers a tavern menu with hearty options like burgers, fish, or seasonal specials, all with a cozy, old-school feel. Reservations are smart for weekends. It’s right by the water, so you’ll get a taste of the Hudson river vibes.

After dinner, stroll across the street to the Athens Riverfront Park. This small park has paved paths along the Hudson, perfect for a post-meal leg stretch. Catch the sunset if timing’s right and enjoy views of the Rip Van Winkle Bridge.