Fun things to do in Woodstock, NY, or do nothing at all, just relax with a friend by your waterfall!

Woodstock is a small town known worldwide. As a result, public parking on weekends can be challenging.  Being able to walk from your hideaway to wonderful natural places and to the center of town is a real asset. 

If you drove to Woodstock, leave your car parked. 

The suggested walking sites are convenient and moderate walking is a great exercise.

If a car is needed it is noted.

Things to do in Woodstock, NY

Woodstock NY Vacation Rental Village Green Gardens

The Village Green - Beautiful Gardens

 Things to do in Woodstock are family oriented. The small town center is welcoming. Though this gathering place is in the middle of constant car and truck traffic - never the less once you get into the rhythm of the place you will feel safe... this village center did not anticipate the fame it would receive from the hip generation and now famous music festival. There are no street lights.


Woodstock NY Vacation Rental Village Green Center

Beautiful Stone Work

The bluestone patio is inlaid with exquisite designs of contrasting granite stone. The bluestone benches invite you to stop, pause, sit, and enjoy the moment.

Woodstock NY Vacation Rental Village Green Drum Circle Gathering

A Meeting Place

People come to the village green to meet, greet, and get a feeling for what's happening in town. The locals and tourists share this friendly common meeting place to express their love of dance, music, people watching, protest demonstrations, and more traditional events like Halloween and our fabulous Christmas Eve when Santa comes to town.

Art - Craft - Galleries

Woodstock NY Vacation Rental Art Gallery Openings

Gallery Openings

Gallery openings are fun things to do. It's a great opportunity to see what art is happening, meet new people, and make new friends. You just might get inspired to make your own art.

Shopping

Woodstock NY Vacation Rental Historical Photo of the Center of Woodstock NY

Shopping Therapy

Woodstock is a tourist shopping paradise with a unique array of mom and pop stores ranging from nostalgia and t-shirts to fine American craft, antiques, and everything in between. Even your significant other (pet?) can find that perfect something. No chain or Shopping Therapy

Woodstock is a tourist shopping paradise with a unique array of mom and pop stores ranging from nostalgia and t-shirts to fine American craft, antiques, and everything in between. Even your significant other (pet?) can find that perfect something. No chain or franchise mega stores here!

The benefits of a little get-a-way mixed with some shopping therapy can have long-term benefits, and it is all within walking distance of your cozy hideaway retreat.

Check our Woodstock Chamber of Commerce and Art for a detailed list of shops. mega stores here!

The benefits of a little get-a-way mixed with some shopping therapy can have long-term benefits, and it is all within walking distance of your cozy hideaway retreat.


Check our Woodstock Chamber of Commerce and Art for a detailed list of shops.

Music - Theater - Night Life

Woodstock NY Vacation Rental, Concerts on the Green Woodstock, NY

Concerts on the Green

Join us for some of the best music the Hudson Valley has to offer! The Woodstock Concerts on the Green is a free outdoor summer concert series held in the center of Woodstock, NY on the Village Green. Celebrities frequently participate. Eight concerts are spread throughout the summer and feature music suitable for all ages. Concerts run from 1-5pm. Concerts may be canceled due to weather.

Read more website: Woodstock Concerts on the Green Facebook 

Mind - Body - Spirit

Woodstock NY Vacation Rental, Karma Triyana Dharmachkra  (KTD) Tibetan Buddhist monastery

Karma Triyana Dharmachkra (KTD)

Tibetan Buddhist monastery beautifully situated in the heart of the Catskill Mountains above Woodstock. It is the North American monastic seat of His Holiness the Gyalwa Karmapa Ogyen Trinley Dorje, the spiritual head of the Karma Kagyu Lineage of Tibetan Buddhism. KTD is a retreat center where students study and practice Tibetan Buddhism as taught by its distinguished resident lamas, Khenpo Karthar Rinpoche, and Khenpo Ugyen Tenzin as well as many visiting Kagyu teachers. Car required.

Read more website: Karma Triyana Dharmachkra (KTD)

Events

Woodstock NY Vacation Rental Woodstock Bookfest

Woodstock Bookfest

"Reading is our most powerful tool for learning, and by learning, we can embrace or resist ideas that serve us. And these days, there’s plenty to resist!"

Read more website: Woodstock Bookfest 

Woodstock NY Vacation Rental, Woodstock Film Festival Poster

Woodstock Film Festival Inc

"Hailed as "A True American Maverick Among Fests" and named among the top 50 film festivals worldwide, the Woodstock Film Festival premiers exceptional films hosts the most talented emerging and established professionals in the movie industry; presents A-list concerts, panels and parties, and creates stimulating, innovative programming year-round. Events generate large, enthusiastic audiences, news headlines, social media exposure and a gamut of other promotional opportunities."

Read more website: Woodstock Film Festival

Woodstock NY Vacation Rental, Woodstock Farm Festival

Woodstock Farm Festival

"Once you've picked up all the locally grown fresh veggies, fruit, mushrooms, meat, eggs, baked goods, wine, beer and spirits you need for the week, make your way back to join the freewheeling fun in Mower's field where the live music and prepared food vendors are set up.

We'll have live music, wine, beer and spirits tastings, kid-friendly programming, theater, a whole series of delicious pie contests, cooking and preserving demos, and much more!"

Read more website: Woodstock Farm Festival

Nature - Walking - Hiking - Sight Seeing

Woodstock NY Vacation Rental, Comeau Trails

Comeau Trails Two-Three Blocks From Hideaway

The Comeau property is 76 acres of meadows, woods, and stream front that was placed under easement with the Woodstock Land Conservancy in 2009. It is located in the center of Woodstock & and offers a beautiful, tranquil walk out along the Sawkill Stream for miles. A parking lot is conveniently located opposite the start of the trail on Comeau Drive. For the trail use the Upper Comeau parking lot. It is a dog-friendly trail (dogs must be leashed). Despite being located so close to town it is surprising how few people you run into on the trail. It is a gorgeous, easy trail and great for all the family with plenty of rocks for the kids to climb along the way.  
This local hike is ideal for bird watching and bonding with nature.

Woodstock NY Vacation Rental, Comeau Trails Sawkill Stream

Sawkill Creek runs through the Comeau Property

The main stem of Sawkill Creek is approximately 19.5 miles long and falls approximately 1950 feet through its course. The headwaters originate at Echo Lake on the border of the Towns of Hunter and Woodstock at an elevation of 2,075 feet above mean sea level.  The stream meanders through the Village of Woodstock before flowing into the Town of Kingston. The Sawkill Creek terminates at Esopus Creek, at a base elevation of 135 feet above mean sea level.

Google Map

Nature - Hiking - Sight Seeing

Woodstock NY Vacation Rental, Overlook Mountain Peak Trail

Overlook Mountain Peak Hiking & Sight Seeing

Overlook Mountain is the southernmost peak of the Catskill Escarpment in the central Catskill Mountains near Woodstock, New York.

Elevation: 3,140′

Overlook Mountain Trail is a 4.8 mile heavily trafficked out and back trail located near Woodstock, New York that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on a leash. Car required.

Google Map

Woodstock NY Vacation Rental, Cooper Lake

Cooper Lake

Cooper Lake, located near Lake Hill in the Town of Woodstock, is the largest natural lake in the Catskill Mountains. It has been expanded somewhat over the years since it serves as the main reservoir for the nearby city of Kingston. Car required.

Google Map

Woodstock NY Vacation Rental, Ashokan Reservoir

Ashokan Reservoir

The Ashokan Reservoir is one of NYC’s largest according to its surface area and volume. At full capacity, the reservoir can hold 122.9 billion US gallons of water, has a 255-square-mile drainage basin, and is over 180 feet deep at its deepest point, making it the city’s deepest reservoir.

Its two long walkways provide a panorama of the Catskill Mtns and the pristine Reservoir that serves as the drinking water for NYC. Great for bicycles, walkers, and wheelchairs, the two paths are beautiful stretches of wide paved paths that curve for 3 miles along the Ashokan Reservoir. Car required.

Google Map

Woodstock NY Vacation Rental, Opus 40

Opus 40  is a large environmental sculpture in Saugerties, New York, created by sculptor and quarryman Harvey Fite (1903—1976). It comprises a sprawling series of dry-stone ramps, pedestals, and platforms covering 6.5 acres (2.6 ha) of a bluestone quarry. Car required.

Google Map

Woodstock Waterfall Park, Woodstock NY Vacation Rental

Woodstock Waterfall Park

The Woodstock Waterfall Park is a small pocket park located on Tannery Brook Road in the center of Woodstock, NY. 

Long and narrow, it sits on a ledge overlooking the Tannery Brook Stream. The large boulders jutting out have been sculpted over the centuries by sometimes slow, then sometimes fast turbulent waters. The resulting waterfall is always a spectacle to watch.

The park has become one of the central attractions in Woodstock.

Workshops

Woodstock NY Vacation Rental, Woodstock Byrdcliffe Guild

Woodstock Byrdcliffe Guild

The Arts and Crafts Movement and its idealistic philosophy, based on the synthesis of nature, love of craft, and simple living, was the genesis of the Byrdcliffe Colony and remains a living and growing component. The tradition and the future of education are alive and centered at the historic Byrdcliffe Art Colony. Car required.
Read more website: Woodstock Guild

Woodstock NY Vacation Rental, The Center for Photography at Woodstock

The Center for Photography at Woodstock

The Center for Photography is the perfect setting to learn, explore and be inspired. During workshops, the Center for Photography buzzes with activities and creative energy as nationally and internationally renowned photographers and artists come to Woodstock to teach. Learn in small-group settings with others who share your love and interest in photography.

Read more website: The Center for Photography at Woodstock

Woodstock NY Vacation Rental, Woodstock School of Art

Woodstock School of Art

The Woodstock School of Art, incorporated in 1980 as a not-for-profit educational institution, offers year-round classes and short-term workshops in drawing, painting, printmaking, mixed media, and sculpture. Located just east of the historic artists' colony of Woodstock, the school’s studio buildings, office, and gallery are listed on The National and NY State Registers of Historic Places. Car required.

Read more website: Woodstock School of Art


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