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.
The Best Live Music Venues Near Woodstock, NY
Long before and ever since 1969, this town has served as a sanctuary for iconic musicians, world-class songwriters, and vibrant local talent. Today, it remains one of the best places in the Hudson Valley to experience performance art up close. Whether you're looking for an intimate barn session or an outdoor summer concert, here are five of the best live music venues in and around Woodstock, New York.
The Weather in Woodstock New York Is Quite Different During Different Times of Year
One of the unique features of Woodstock is its diverse climate that brings about distinct seasonal changes. Below is a complete breakdown of the weather conditions in Woodstock, NY during spring, summer, fall, and winter—along with essential packing tips for your trip.
The Many Different Options for Accommodations in Woodstock New York
Woodstock offers a wide range of rental and lodging options to suit every traveler's needs and preferences. Woodstock rentals include everything from cozy mountain cottages to luxurious modern homes, each with its own unique charm and amenities. Here are some of the different accommodation options you can find in and around Woodstock.
The Definitive List of Local Food Options While Visiting Woodstock, New York
Whether you are eating out, taking out or cooking a meal while you are in Woodstock, it should be one of the highlights of your trip. And while we have our favorites, we also think it’s important to showcase the wide variety of food options available to you in and around the Woodstock area. Some of these restaurants we reviewed ourselves and you can click through and read the specific review.
Hikes in the Catskills Near Woodstock, NY
Whether you are looking for a steep scramble to a historic fire tower, a scenic stroll to a double-tiered waterfall, or a grueling mountain traversal, the Catskill Mountains surrounding Woodstock offer world-class trekking.
The Best Activities for a Summer Trip to Woodstock, NY
Summer is prime time in Woodstock, New York. Long sunny days, lush green mountain foliage, and a bustling town square make the Catskills the ultimate summer destination. Whether you’re cooling off in a swimming hole, spending an evening listening to live outdoor music, or exploring local farm stands, summer in Woodstock offers an unforgettable mountain escape.
The Best Activities for a Spring Trip to Woodstock, NY
Spring in Woodstock is a season of transformation. As the snow melts off the Catskill peaks, the area awakens with rushing streams, fresh blooms, and a vibrant energy across town. Located just 20 minutes off the New York State Thruway, Woodstock is an easy shoulder-season getaway. Whether you want to witness roaring waterfalls, explore local nurseries and markets, or enjoy outdoor dining before the height of summer crowds, spring offers a refreshing escape to the mountains.
The Best Ski Areas Near Woodstock, NY
Located in the the Catskill Mountains and a short drive from the Berkshires, Woodstock is a great place to camp out for a Northeast winter ski trip. If you’re headed to the Catskills for some skiing, here are five of the best ski areas near Woodstock, New York.
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.
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.
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.