The Ultimate Guide to Woodstock NY [Tinker Street] (2024)

Thank you to Ulster County Tourism for sponsoring today’s post on the best things to do in Woodstock NY! As always, all thoughts and opinions are entirely my own.

Anyone that knows me in “real life” (i.e. not just on internet) likely knows that I’m a bit of a history buff.

There’s something about studying the past that just draws me in unlike anything else.

That’s one of the main reasons I was so excited to visit Woodstock NY.

Though I’ve obviously heard of the 1969 Woodstock Music & Arts Fair that took place in nearby Bethel, NY, I actually didn’t know much about the town the festival was named after when I first got to Woodstock.

It was after experiencing the vibrant culture and learning more about the historical meaning of the Woodstock Music & Arts Fair that I really grew to adore WoodstockNY in a way I could never have expected.

Here’s our ultimate guide to some of the best things to do in Woodstock NY that we’ve put together after spending a day exploring Tinker Street and the surrounding areas in Woodstock:

P.S. Make sure you check out these 7 Things to Do in the Catskillstoo, to get the absolute most out of your trip to the Hudson Valley/Ulster county!

Table of Contents

Where is Woodstock NY?

Before we dive into some of the best things to do in Woodstock NY, we of course have to review where this iconic town is located.

Woodstock NY is part of Ulster County, lying within the borders of Catskill Park.

So if you’re taking a trip to the Catskill Mountains, Woodstock NY absolutely needs to be on your itinerary!

Woodstock is also only located a little over two hours outside of New York City, making it the perfect weekend destination for city dwellers.

Related: The 12 Most Unique Things to Do in Saratoga Springs

The Ultimate Guide to Woodstock NY [Tinker Street] (1)

Things to Do in Woodstock NY

Go Shopping on Tinker Street

Of all the shopping we did while in Ulster County, I enjoyed spending time on Tinker Street the most.

Tinker Street is a great shopping area in Woodstock, and I took home so many great finds — vintage postcards, a gorgeous pink baja hoodie, a cool Woodstock Music & Arts Festival longsleeve, to name a few.

There’s so much art and music in this town that makes it a wonderful place to explore.

Visit One of the Amazing Woodstock Restaurants

As if the music, shopping, and overall atmosphere of Woodstock wasn’t enough, Woodstock NY is also known for its numerous delicious, fresh eateries.

One of our favorite Woodstock restaurants was Tinker Taco Lab, which was an awesome find on Tinker Street.

The food was incredibly fresh, and the topping variations made each taco entirely unique.

I would come back here again in a heartbeat!

I would also love to revisit this town to try out some of the other Woodstock restaurants in the area.

We saw a variety of juice bars, breakfast shops, vegan bakeries, etc. that all looked tasty.

I’m particularly interested in hitting up The Green Palate for some organic vegan cuisine, as well as Little Apple for some cold pressed juice.

I’m so sad I couldn’t make it to more restaurants while I was in town…but I guess that just means we need to start planning another trip back!

Related: Live Like Gatsby in This 1920s Era Glens Falls Hotel

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Visit Karma Triyana Dharmachakra Tibetan Buddhist Monastery

Visiting the Buddhist monastery in Woodstock was something that I really wanted to do, but didn’t ultimately have time for during this trip.

I wanted to add it to this guide though, because it’ll for sure be on my list the next time I’m in town!

I love that you can do monastery tours on the weekend and pair it with a meditation lesson.

I’ve always had a hard time meditating, so I’d love to tour this peaceful place and learn more about the Buddhist practice.

Not to mention, the grounds look absolutely beautiful.

Just check out some of the beautiful images online of this place, and you’ll totally understand why it’s worth a visit.

Road Trip to the Bethel Woods Center for the Arts (1.5 Hour Drive)

Are you down for a road trip?

If so, make sure you hop in the car and head to the Bethel Woods Center for the Arts while you’re in Woodstock.

It’s a bit of a drive, but it’s totally worth it to be able to visit the Museum at Bethel Woods, which is situated on the actual site of the 1969 Woodstock Music & Art Fair (remember, Woodstock didn’t actually take place in Woodstock, NY, but about 1.5 hours away in Bethel, NY!).

I loved getting to experience the town of Woodstock (too many great shops and restaurants to pass up), but it was still important to me to make it to the site where Woodstock actually happened.

How cool to actually get to step foot on the grounds?!

Related: 5 Reasons Why Gore Mountain is Must See

The Ultimate Guide to Woodstock NY [Tinker Street] (3)

The Ultimate Guide to Woodstock NY [Tinker Street] (4)

I have to say, Woodstock, NY totally exceeded my expectations.

There is way more to this town than I could have expected, and I’m definitely looking forward to coming back here the next time I’m in Ulster County.

Have you ever been to Woodstock, NY or Tinker Street? Don’t forget to head over to the Ulster County Tourism site to explore even more options of things to do in Woodstock, NY and Ulster County!

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Holly

Holly is a millennial travel and lifestyle writer based in New York. With ten years of experience in digital publishing and photography starting with her work writing for College Fashionista and Her Campus at Ithaca College, Holly has been featured in publications such as Southern Living and Lonely Planet. She enjoys sharing her travel expertise as well as lifestyle inspiration in categories such as home décor, DIY beauty, and fashion.More importantly though, Holly is a true Hufflepuff, and her Starbucks order forever remains a grande Iced Sweet Cream Cold Brew. When she's not writing or editing photos for this site, you can find her reading anything in the Sarah J. Maas universe or cuddling with her chihuahua x pomeranian pup Pixie.

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The Ultimate Guide to Woodstock NY [Tinker Street] (2024)

FAQs

What is the best street in Woodstock NY? ›

Tinker Street is a great shopping area in Woodstock, and I took home so many great finds — vintage postcards, a gorgeous pink baja hoodie, a cool Woodstock Music & Arts Festival longsleeve, to name a few. There's so much art and music in this town that makes it a wonderful place to explore.

Is it worth visiting Woodstock, NY? ›

Though it's taken awhile for the forces of change to sweep through town, Woodstock's ever-changing Main Street includes lots of new shops, restaurants, and lodging, making it a definite contender for the coolest destination in the Catskills.

What is the main street in Woodstock, NY? ›

If you are looking to experience Woodstock in all of its glory, make sure to stop by Tinker Street. This is the main street of Woodstock and gets a lot of foot traffic. Along Tinker Street make sure to stop by the local shops and boutiques.

What is the famous house in Woodstock? ›

Roseland Cottage, designated a National Historic Landmark in 1992, remains one of the nation's best preserved examples of Gothic Revival architecture. Preservation is an on-going process at the Bowens' exuberant Victorian summer home.

What is the prettiest small town in America Woodstock? ›

About Woodstock, Vermont

The “prettiest small town in America,” Woodstock is the idyllic town you've dreamed of, whether as a vacation spot that provides something fun for everyone, or as the perfect place to start a business, work remotely or raise a family.

Is Woodstock, NY walkable? ›

Woodstock is the 91st most walkable neighborhood in New York with 19,048 residents.

What is the big deal about Woodstock? ›

It was one of the largest music festivals in history and became synonymous with the counterculture of the 1960s.

Why is Woodstock so popular? ›

In 1969, America was deeply into the controversial Vietnam War, a conflict which many young people were strongly against, and the civil rights movement. Woodstock was a chance for those struggling with modern life to escape into music and community while spreading a message of unity and peace.

Were the Beatles at Woodstock? ›

The Beatles did not perform at the historical Woodstock event from August 15 - August 18 1969. In fact, the Beatles were finishing up with their Abbey Road album recording sessions at the time Woodstock was held in August 1969.

What is Woodstock best known for? ›

Woodstock was the most famous of the 1960s rock festivals. Its full name was The Woodstock Music and Art Fair. It took place on a farm property in Bethel, New York, August 15–18, 1969.

Can you walk around Woodstock? ›

Enjoy the beautiful historic village and surrounding area by way of your own two feet! Woodstock is a wonderful walking village and pathways will give you a tour of town, or take a trail to the local hiking spots.

Is Woodstock a nice area? ›

Situated nearby to Cape Town's bustling CBD and set against the slopes of Devil's Peak with magnificent harbour views, lies the vibrant, multicultural suburb of Woodstock, famed as being one of the oldest suburbs in Cape Town.

Where in the Catskills was Woodstock? ›

Woodstock, unincorporated village and town (township) in Ulster county, southeastern New York, U.S., lying in the foothills of the southern Catskills near the Ashokan Reservoir.

What is the famous house Woodstock? ›

Blenheim Palace (/ˈblɛnɪm/ BLEN-im) is a country house in Woodstock, Oxfordshire, England. It is the seat of the Dukes of Marlborough. Originally called Blenheim Castle, it has been known as Blenheim Palace since the 19th century.

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