The Relax in Woodstock Blog

This is a collection of our favorite things to do and places to eat in and around Woodstock, New York. We bought our first house ever in Woodstock in 2017 and spent a good majority of our free time in the area between 2017 and 2019. Since we started renting the house to guests in 2019, we continue to stay at the house regularly when we want to relax with our family and friends or enjoy some of our favorite annual activities in Woodstock.

The collection below is presented in chronological order with our most recent posts at the top. If you’re looking specifically for food recommendations, check out our Places to Eat page or or use the search box below.

Things To Do Rick Bashkoff Things To Do Rick Bashkoff

The Best Activities For a Winter Trip to Woodstock, NY

Winter in Woodstock is a magical time of year. With the busy seasons of the summer and fall in the rearview, the area, retires for the winter into an even quieter and more cozy escape. It provides the perfect setting for a weekend of skiing, snowshoeing, hiking, or just bundling up in a cozy country home to catch up on sleep, work and life. In this blog post, we'll explore the best things to do in winter in Woodstock, New York.

Read More
Things To Do Rick Bashkoff Things To Do Rick Bashkoff

The Best Activities For a Fall Trip to Woodstock, NY

As the leaves change and the air turns crisp, Woodstock, New York, comes alive with a myriad of fall activities. Located in the Catskill Mountains, this picturesque town is a popular destination for leaf peepers, outdoor enthusiasts, and art lovers alike. Here are some of the best things to do in Woodstock in the fall.

Read More

We promote the local businesses that make Woodstock so attractive to weekend and seasonal visitors because we buy, shop and experience them ourselves since we became a part of the Woodstock community in 2017. We currently to do not have any commercial relationships with any entity we mention here.