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6 of the Best Woodstock Restaurants And Cafes

A popular Catskills destination for hikers, music enthusiasts and the occasional celebrity, Woodstock offers a variety of activities and dining opportunities for those who travel to the Hudson Valley hot spot. Discover six of the best Woodstock restaurants and cafes that you don’t want to miss during your visit.

Esopus Creek in the Catskills
Image: ©2foodtrippers

Woodstock isn’t a hidden gem.

Artists and musicians have been flocking to the Catskills town for decades. More recently, New York City hipsters have joined the fray in their quest to escape Brooklyn and Manhattan even if only for a few days.

Some of these city folk come to experience culture at Woodstock hot spots like Levon Helm Studios and The Woodstock Playhouse or as part of a musical pilgrimage to the Big Pink house (which is actually in Saugerties but we digress). Others come to the area to soak up nature’s bounty on the nearby Ashokan Reservoir hiking trail as well as in Catskill Park and at the Opus 40 sculpture garden. And a few, like us, are all about the food.

Fun Fact
Woodstock (the city) achieved global fame in 1969 for a three-day concert featuring classic rock artists including Jimi Hendrix, Jefferson Airplane and Joan Baez. Ironically, the iconic concert actually took place on a farm in Bethel, more than a hour’s drive away from Woodstock. Learn more about Woodstock (the concert).

Woodstock Food Guide | Where To Eat In Woodstock

Brussel Sprouts at SILVIA in Woodstock
Woodstock restaurants like Silvia follow a farm-to-table model. We ate these farm-fresh brussels sprouts during our mid-week dinner at Silvia. | Image: ©2foodtrippers

No longer a hippie hideaway, Woodstock has an established New York community that includes aging members of the counter culture generation plus a whole new crop of hipster residents. Many have opened independent shops that sell a mix of appealing vintage pieces and designer items on Tinker Street, while others have opened farm-to-table restaurants, brew pubs and cafes.

Despite its deceptively laid back atmosphere, Woodstock, like much of the Catskills, isn’t cheap. While its restaurants and cafes aren’t as pricy as Manhattan, they’re not far behind. We’re not suggesting that you should skip Woodstock. If you did, you’d be missing out on experiencing one of the Hudson Valley’s cutest towns.

Instead, the key is to spend your calories and money at the right spots. Read on to discover six places to start your eating journey in Woodstock.

1. Silvia

Indoor Grill at SILVIA in Woodstock
Silvia has a state of the art wood-fire oven. Open since 2017, the restaurant features a global menu that appeals to vegans, vegetarians and omnivores. | Image: ©2foodtrippers

Once we caught our first glimpse of the open fire grill at Silvia, an upscale Woodstock restaurant that opened in July of 2017, we knew that its chefs were serious about food. Ironically, we didn’t see the kitchen again until the end of our meal since we opted to dine outside on the restaurant’s expansive patio. But that doesnt mean that we didn’t taste the kitchen’s solid craftsmanship in the restaurant food.

More than a local favorite, Silvia is destination dining for food travelers due to a menu that pleases vegetarians, vegans and omnivores alike. The bistro’s globally-inspired menu features a variety of meat-free options as part of its commitment to sourcing local, seasonal and sustainable products.

Pork Chop at SILVIA in Woodstock
Silvia’s wood-smoked pork chop with rice noodles, carrots, cucumber, jalapeño peppers, cilanto and mint, served with tiny bowls filled with Nuoc cham and chili garlic dipping sauces, transported us back to Vietnam. | Image: ©2foodtrippers

While Silvia isn’t the most expensive restaurant we ate at in the Catskills, that dubious honor goes to the far more gastronomic DeBruce in Livingston Manor, it’s the opposite of cheap. Accordingly, we chose to share three plates – a grilled halloumi starter, spicy brussels sprouts topped with crispy shallots and a wood-smoked pork chop – to save both money and stomach space. Don’t worry. We each ordered our own local craft beer.

While the pork chop initially caught our eyes due to its bold inclusion of Vietnamese food elements, the brussels sprouts side turned out to be our favorite dish of the meal. Big in size and even bigger in spicy flavor, the flavorful morsels could almost entice us to give up meat. Almost.

Pro Tip
Silvia ‘politely declines’ substitution requests. Consider yourself warned.

Silvia is located at 42 Mill Hill Road, Woodstock, NY 12498, United States.

2. Dixon Road Side

Grillmaster at Dixon Roadside in Woodstock
Josh Thompson, a Denver native with an appreciation for Texas barbecue, helmed the kitchen at the time of our visit. | Image: ©2foodtrippers

When we heard that the folks behind the Phoenicia Diner had opened a barbecue joint in Woodstock, the question wasn’t if we would eat at Dixon Road Side. Instead it was when the fateful act would happen.

As it turns out, we stumbled into the casual shed during a night of grazing. We were too late for the BBQ beef brisket plate which had sold out (oh no!) but just in time for a chopped brisket sandwich (hooray!) and a side of baked beans (yay!).

Brisket Sandwich and Beans at Dixon Roadside in Woodstock
We paired Dixon Road Side’s chopped brisket sandwich with a side of baked beans during our visit. | Image: ©2foodtrippers

Once we got over the fact that we’d missed out on the brisket platter, we thoroughly enjoyed our messy but tasty chopped brisket sandwich which was flavored with paprika and masala and topped with onion rings. Even better, we were more than a little bit happy when we realized that our baked beans had both molasses and chunks of bacon in the mix.

This is a Catskills restaurant that sources products from local farms, “slaughters to order” and seasons meat with a simple but flavorful salt rub. It’s also a restaurant that fries chicken to golden crispiness.

Pro Tip
Don’t skip the peach hot sauce if you’re a condiment junkie. Not only does the sauce taste good, but it’s also a local Hudson Valley product.

Dixon Road Side is located at 261 Tinker Street, Woodstock, NY 12498, United States.

3. Shindig

Shindig in Woodstock
We joined the shindig when we chowed down at Woodstock’s Shindig. | Image: ©2foodtrippers

Important Update – Shindig Has Permanently Closed.

Food travelers without the budget for Silvia (see above) can enjoy a casual lunch at Shindig, a cheerful restaurant in the center of Woodstock. Open since 2014, Shindig’s comfort food menu features numerous burger options including turkey burgers, black bean and beet burgers and even Impossible burgers.

During our lunch, we ordered a Shindig Smash, a double patty sandwich with cheddar, onions, lettuce, pickles and a special sauce, opting for locally sourced grass-fed beef instead of the aforementioned protein options. We also chose fries over tater tots, sweet potato fries and salad. Since we live in Portugal, we crave the classic American sandwich combination and eat it whenever we travel in the United States.

Discover more classic American sandwiches.

Cheeseburger and Fries at Shindig in Woodstock
Lunch at Shindig doesn’t get much more comforting than a loaded cheeseburger served with crispy fries. | Image: ©2foodtrippers

Ordering a side of mac n cheese was also a no-brainer. Shindig makes the American food favorite with three cheeses (cheddar, parmesan, & havarti) and adds both truffle oil and a parmesan bread crumb crust for good measure.

Macaroni and Cheese at Shindig in Woodstock
Since we live in Europe and don’t often eat mac n cheese, we enjoyed every bite of Shindig’s decadent version. | Image: ©2foodtrippers

Open for breakfast, lunch and dinner plus brunch on the weekend, Shindig gets its nightly party vibe from bartenders who craft inspired cocktails like blackberry soju lemonade and peach sangria behind the restaurant’s long bar. Eating at Shindig at noon, we skipped the cocktail menu and orders coffees instead.

Pro Tip
Grab a coffee to go at Shindig’s alley takeaway window.

Shindig was located at 1 Tinker Street, Woodstock, NY 12498, United States. It has permanently closed.

4. Bread Alone Bakery

Pastry Counter at Bread Alone Bakery in Woodstock
Bread Alone Bakery offers a preponderance of sweet treats. | Image: ©2foodtrippers

Thanks to Bread Alone Bakery, Woodstock locals and visitors can begin their day with a range of artisan breads as well as pastries including danishes, cinnamon buns and sticky rolls. Then, as the day continues, they can indulge in chicken salad sandwiches, soups and salads too.

Daniel Leader left NYC and opened his original Catskills bakery in Boiceville, just 10 miles from Woodstock, back in 1983. It wasn’t long before Leader, along with partner Sharon Burns-Leader, added bakeries in the Hudson Valley towns of Rhinebeck, Kingston and, of course, Woodstock.

Pastries at Bread Alone Bakery in Woodstock
We shared two pastries during our visit. The morning bun, pictured on the left, was the better of the two. | Image: ©2foodtrippers

After getting his original inspiration from Parisian patisseries in the early 80s, Leader started baking traditional sourdough boules with organic stoneground flour. The Catskills bakery has been using local products and ingredients before the practice was trendy.

That all being said, we were a little disappointed with our breakfast. The pretty pastries provided a serviceable start to our day but were lacking in tenderness. As for the bitter coffee, it was surprisingly ‘old school’ considering the bakery’s specialty coffee pricing.

Pro Tip
You can find Bread Alone’s bread beyond the Hudson Valley. The Catskills bakery distributes its bread to restaurants and specialty shops in NYC, Connecticut and New Jersey.

Bread Alone Bakery has multiple Catskills locations. We ate the bakery located at 22 Mill Hill Road, Woodstock, NY 12498, United States.

5. Olsen & Company

Barista at Olsen and Company in Woodstock
Angel Thorbjornsen crafted our cappuccino at Olsen & Company using beans sourced from Canyon Coffee, an organic coffee roastery in Los Angeles. | Image: ©2foodtrippers

Important Update – Olsen and Company Has Closed Its Woodstock Location. However, its original Saugerties is a short drive from Woodstock

Olsen and Company may be relatively new in Woodstock, only open on Tinker Street since late 2020, but it’s far from a new Catskills cafe. The Olsen clan opened their original shop in Saugerties three years earlier.

Though we visited the Woodstock location specifically to satiate our specialty coffee habit, Olsen and Company doesn’t just brew coffee. The multi-generation business also serves lunch and stocks local products like maple syrup from Platte Creek Maple Farm and raw honey from Bee Hollow Farm on its shelves.

Cappuccino at Olsen and Company in Woodstock
We started a day of food tripping with this cappuccino at Olsen and Company. | Image: ©2foodtrippers

Taking local souring further, Olsen and Company gets key food items from businesses like Catskill’s Catskill Bread Co. and Saugerties’ Sow Good Bakery. Tasty treats are on display at the counter, a display that we couldn’t resist.

The shop also sells coffee mugs created by local Woodstock potter Brad Lail. We thought about buying a pair until we saw each mug’s $38 price tag. Ouch! Unlike the pastries, we were successful in resisting the mugs.

Pro Tip
Pre-order your purchase if you know you want to or if you’re in a rush.

Olsen & Company has closed its Woodstock location. The Saugerties cafe is located at 11 Jane Street, Saugerties, NY 12477, United States.

6. Fruition Chocolate Works

Chocolate Bars at Fruition Chocolate Works in the Catskills
The chocolate at Fruition’ Chocolate Works is splurge worthy. | Image: ©2foodtrippers

Technically in Shokan, a stone’s throw from Woodstock and right by the Ashokan Resevoir, Fruition Chocolate Works is a must stop for food travelers who visit Woodstock – especially those who appreciate bean to bar chocolate. It’s also a must stop for those who appreciate good coffee. We fit into both categories.

You may have heard of Fruition before. Owner Bryan Graham has received international recognition for his innovative Catskills chocolate operation. Graham sources beans from countries around the world and crafts small batches by hand. The resulting chocolate is magical.

While you can order Fruition colorfully wrapped chocolate bars and boxes of equally colorful caramels online, certain items are only available at the Shokan shop. We’re talking about ice cream sundaes, crafted drinks and hand-selected pantry items.

Specialty Coffee at Fruition Chocolate Works in the Catskills
It’s impossible not to smile when you’re holding a bourbon caramel latte. Mindi was no exception to this rule. | Image: ©2foodtrippers

A highlight of visiting Fruition is drinking its tasty beverages. Options include Thai iced tea crafted with Thaiwala Tea from Portland and hot chocolate featuring Fruition’s sipping chocolate.

During our visit, we shared a bourbon caramel latte crafted with brown butter caramel and a shot of espresso sourced from Massachusetts-based Barrington Coffee Roasting Company. One sip of the bourbon caramel latte was a revelation. By the time we finished the decadent caffeinated cup, we wanted to return the next day for more.

Pro Tip
Drive to Fruition Chocolate Works and order a bourbon caramel latte. It’s one of the best coffee drinks in the Catskills.

Fruition Chocolate Works is located at 3091 NY-28, Shokan, NY 12481, United States.

Additional Woodstock Restaurants, Cafes And Bars

Two Cups of Coffee at Shindig in Woodstock
We drank these cups of filtered coffee at Shindig. The cafe brewed them with beans sourced from Kobrick’s Coffee Co. in NYC. | Image: ©2foodtrippers

You’d be foolish to stop at six eateries in Woodstock. Keeping in mind that each business is open on different days of the week, check the websites for the following additional spots and plan your Woodstock eating plan accordingly:

Frequently Asked Questions

Are Woodstock restaurants expensive?

Prices at Woodstock restaurants are in line with restaurants in other US cities. Options range from cheap eats to fine dining.

Is tipping necessary in Woodstock?

Yes. Expect to tip 15% to 20% at Woodstock restaurants.

What time do people eat dinner in Woodstock?

People typically eat dinner from 7pm to 9pm in Woodstock.

Are restaurant reservations necessary in Woodstock?

Yes. Reservations are necessary at Woodstock’s better restaurants.

How many Woodstock restaurants have Michelin stars?

Woodstock does not currently have any Michelin-starred restaurants.

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About the Authors

Daryl and Mindi Hirsch

Saveur Magazine’s BEST TRAVEL BLOG award winners Daryl and Mindi Hirsch share their culinary travel experiences and recipes on the 2foodtrippers website. Since launching the site in 2012, they’ve traveled to over 40 countries in their quest to bring readers a unique taste of the world.


Article Updates
We update our articles regularly. Some updates are major while others are minor link changes and spelling corrections. Let us know if you see anything that needs to be updated in this article.

We self-funded our trip to the Catskills and paid for all food featured in this guide.

We thank Amy Rosen for hosting us at her cosy Phoenicia home and acting as our personal Catskills tour guide.

Original Publication Date: August 20, 2021


Sunday 28th of August 2022

Article definitely needs a refresh. Olsen and Company hasn’t been in Woodstock in over a year. Shindig closed months ago.


Sunday 17th of July 2022

Can't believe you went to Woodstock and did not go to the most popular organic ice cream stop for residents and visitors. People line up on the sidewalk just for the experience


Tuesday 22nd of March 2022

How on earth did Pearl Moon Woodstock miss being on this list?


Sunday 14th of August 2022

@Mack, Besides Garden Cafe and Pearl Moon Woodstock, what other restaurants and bakeries and coffee shops do you recommend in Woodstock? We're visiting for the first time next week and would love recommendations from folks who live there or visit frequently.

Do you like Silvia?

Thank you. Laura


Friday 8th of July 2022

@Meghan, How did the Garden Cafe' miss the list. For a town big in vegetarian/vegan, this was a huge miss.


Friday 11th of February 2022

As a long time resident of Woodstock, I was interested in your review of our restaurants. You picked our three least favorite spots! Each to his/her own opinion. 🤪


Sunday 14th of August 2022

@Monica, Just posted this question to @Mack - but would love your advice, as well.

Besides Garden Cafe and Pearl Moon Woodstock, what other restaurants and bakeries and coffee shops do you recommend in Woodstock? We’re visiting for the first time next week and would love recommendations from folks who live there or visit frequently.

(Do you like Silvia? Or is that one of the featured restaurants that you do not like?)

Thank you. Laura


Friday 8th of July 2022

@Monica, agreed

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