We will be visiting my in-laws (who live in New City/Nyack area) in July and have three days to ourselves! Usually, we go into Manhattan, but we would like to do something different this time. We are from Portland, Oregon and love hiking, kayaking, good food and great wine. I have researched posts for three regions and have found great restaurant recommendations, but would really appreciate Chowhounders input on the best overall destination:
Option 1: Stay in Hillsdale and travel around the Berkshires region, eat a lot in Great Barrington, hike a little, possibly picnic and enjoy a Tanglewood performance. Would the area be too congested because of Tanglewood?
Option 2: Stay in Kingston, tour a few wineries, walk around town, do a kayaking trip, take hikes? Lots of great restaurants found in previous posts in Kingston, Woodstock, Rhinebeck and New Paltz.
Option 3: Stay in Roxbury (Catskills). Doesn't seem to have as many rave restaurant reviews, but seems like a quieter base for hiking and enjoying nature/small towns.
We want to be less than three hours from my in-laws and these seem to be our best options. If I missed the best destination (outside of NYC) please let me know.
Thanks for your help!