Photo by Katie Chirichillo
On any good Hudson Valley bucket list, a trip to Woodstock is essential. The iconic music town thrives with creative minds and talented artists who color the streets and power the one-of-a-kind shops. Unsurprisingly, the spot remains just as much of a magnet for notable performers as it did back in its heyday in the 60s. Anchoring it to its past is Colony, the longstanding venue that attracts the likes of Amanda Palmer, Gilbert Gottfried, and Mitski in addition to a slew of local talent.
Before you journey to Woodstock, do yourself a favor and plan out where to eat before the show and where to stay afterward. With so much to do in town, an overnight is practically a requisite of the trip.
Where to Eat
22 Rock City Rd, Woodstock
No time to kill before the show? Grab a bite inside the venue. Colony works fresh, local ingredients into its easy comfort food fare. Split the loaded nachos or slider flight with friends or dedicate yourself to a hearty chimichurri chicken burrito. For a sweet treat, the strawberry chardonnay cheesecake is an elegant indulgence.
6 Old Forge Rd, Woodstock
Located right down the road from Colony, Garden Café is the place to go for vegan eats in Woodstock. The farm-fresh menu caters to vegans and non-vegans alike and leans on the healthier end of the foodie spectrum. Feel good as you order the black and white peppercorn crusted tofu, topped with a roasted garlic sauce, or the red been sweet potato rice burger with chipotle aioli and roasted potatoes. As for drinks, sip local before the show with an Ommegang Abbey Ale or a specialty sake apple lemonade.
42 Mill Hill Rd, Woodstock
The Hudson Valley is quickly falling in love with Silvia, and for good reason. With a chic interior and welcoming ambiance, the upstate eatery is ideal for an upscale meal before a concert at Colony. On weeknights, keep an eye out for happy hour beer and wine specials, which drop the price on brews like Catskill Brewery pale ale and Awestruck cider. On the edible end of the spectrum, venture out of your comfort zone with dandelion green and garlic chive pancakes and crispy smoked pork belly with pickled carrots and pan sauce.
turkey burger with swiss, jalapenos, sauteed onions and BBQ sauce ðŸ¤¤ found this cute little restaurant while exploring Woodstock..it’s so amazing here, i never want to leave. ðŸ“ Shindig – Woodstock, NY • • #foodagram #fooooodie #eatingfortheinsta #foodporn #longislandfoodie #longislandeats #newyorkfoodie #nyceats #nyceeeeeats #foodlover #foodphotography #biteintothis #foodpicoftheday #foodblogger #turkeyburger #meltedcheese #jalapenos #woodstock #woodstockny #woodstockfood #woodstockeats #upstatefoodie
1 Tinker St, Woodstock
When you need a light bite before the performance, hit up nearby Shindig for finger-licking sandwiches and melts. The Trout BLT, with bacon and pickled onions, is a favorite, as is the Byrdhouse Burger, a brown rice and beet veggie burger with a creamy garlic and chive yogurt sauce. Not feeling a sammie? Make a beeline for the mac and cheese. Made with cheddar, parmesan, and Havarti béchamel with truffles and a parmesan bread crumb crust, it tastes even dreamier than it sounds.
Where to Sleep
Airbnb: Woodstock Cabin
In terms of Airbnb options near Colony, Woodstock has it pretty good. For two people, this upstate cabin is a top pick for an overnight or weekend retreat. It’s only three miles from the center of town and boasts a wraparound porch and country chic interior. After a stay here, don’t be surprised if find yourself browsing through real estate listings upstate.
How do you like your Sundays? Today we’re having a lazy one in the small town of Woodstock, New York by a stream that runs near the inn. Breakfast is wholesome, a mix of locally farm sourced ingredients and items from the supermarket. And though it’s still cold, we can’t totally complain about the weather as we sit on Adirondack chairs and listen to the water gushing and the birds chirping.ðŸ˜
48 Tannery Brook Rd, Woodstock
Nestled just a short walk away from the center of town, The Woodstock Inn is like grandma’s house, but better. The 19-room inn is the epitome of country elegance. Standard and deluxe rooms are cozy and spacious, while the three separate cottages are ideal for larger groups who crave a private space but still look forward to the standard hotel amenities. Every stay feels luxurious with Aveda products in the bathrooms and an extensive continental breakfast, available to inn guests only, every morning. When the weather is nice, take advantage of the outdoor patio space along the nearby stream. It’s the perfect way to recoup after a concert.
Hotel: The Herwood Inn
148 Tinker St, Woodstock
There are a number of hotels in the Woodstock area, many of which are comfortable and reasonably priced. Yet how many of them are as eco-chic and community-minded as the region itself? The Herwood Inn certainly is. Located in the same space as the former White Dove Rockotel, the boutique hotel stands out with an environmental mindset and spotlight on fair trade goods. Pack your Birkenstocks for this one. There’s no better place to embrace your inner love child.
Camping: Woodstock Mountains and Ponds
If you’d rather retreat to the great outdoors after a show at Colony, consider a stay at one of the luxury campsites in the area. This Tentrr space comes fully equipped with pre-built tents, a firepit, a grill, and even an outdoor sun shower. Extend your Woodstock visit through the weekend to go swimming and kayaking in the farm pond and hiking on the mountainside trails. The views alone make the stay here worth it.
Did we miss a spot? Let us know where to go to find the best of Woodstock in the comments or by email at firstname.lastname@example.org.