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DREAM: Your Sullivan Catskills Story Starts Here

Now make it yours.

What would fill your days here? Trail miles & taprooms? Quiet sunrise, lively sunset? The kind of balance that only happens when you stop trying so hard to find it?

Here's how it works:

Enter a prompt that paints the picture of your perfect Catskills getaway. Instead of “relaxing weekend,” try “quiet mornings with coffee, afternoon hikes and a brewery with a fireplace.” The more specific you are—your vibe, your crew, what fills you up—the better your itinerary becomes.

After all, the best itineraries aren’t built from lists – they’re built from longing. 

Try prompts like these:

  • “Plan a cozy winter weekend for two with wellness spas, local breweries, fireside dinners, and events”
  • “Plan a 3-day itinerary of adventure for a family with kids—waterfalls, hiking, swimming & ice cream shops”
  • “Plan a girls’ weekend with places to stay, vintage shopping, hiking, live music and fun events”
  • “I am looking for a mid-week escape—hiking on empty trails, riverside reading & dinners without a wait”
  • “I would like a long solo weekend with my dog—hiking trails, riverside walks & pet-friendly patios & hotels”

Ready? Let’s see where your Catskills story leads.