You may have heard of the town of Rosendale when, back in 2010, the New York Times ran a piece calling the town a place with a “Brooklyn feel”. While there is undoubtedly a plethora of creativity, artisanal food, and delicious coffee, Rosendale maintains it’s artsy small town vibe and distinctly Hudson Valley charm far from the concrete streets of Brooklyn.
Get Outdoors
The trailhead to Joppenbergh Mountain sits directly behind the main drag so lace up those hiking boots and hit the trail. The 1.5 mile long loop brings you up and over Joppenbergh Mountain so expect terrific views of the surrounding area and a cardio workout. While it’s a popular spot for sunset, don’t forget that you’ll be heading down the rocky trail in the dark.
The Rosendale Trestle is perhaps, the town’s most significant feature. The gorgeous structure brings bikers and walkers 150 feet above the Rondout Creek and offers a quiet place to take in the views before heading back to town.
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The trestle is also part of the Wallkill Valley Rail Trail meaning bikers (or intrepid walkers) can head North to Kingston or South through New Paltz on a peacefully car-free path.
What to do in Rosendale, New York
As you explore Main Street, you won’t want to miss Postmark Books. Along with interesting Hudson Valley reads and a wide selection of graphic novels, the bookstore is also part florist, meaning you’ll be surrounded by beautiful flowers as you peruse the shelves.
The Rosendale Theater is the town’s cultural hub offering everything from films to talks to burlesque performances. The theater doesn’t shy away from hot button issues either with ongoing discussions surrounding everything from abortion to right wing media to mass incarceration.
Annual Events in Rosendale
A few key events take over the small town every year, leading to festive vibes and a place for locals to show off the best of their town.
February: The annual Chili Bowl Fiesta hosted by the Women’s Studio Workshop offers a mix of delicious food and beautiful pottery. Support an artist by purchasing a bowl and then enjoy vegetarian or meat based chili donated by a network of supporters.
July: Rosendale’s main street is completely closed to traffic for the summer’s Rosendale Street Festival where over 100 bands play and vendors share their art, food and other wares. While admission is free, the suggested $5 donation is given to local public school music programs.
September: Head to the famed Snyder Estate for the annual Subterranean Poetry Festival and enjoy the unique experience of hearing live poetry in an underground limestone mine.
November: The Rosendale International Pickle Festival welcomes thousands of visitors a year with pickle vendors, pickle juice drinking competition, and even a team pickle tossing contest (bring the kids!).
Where to Eat & Drink
The 1850 House Tavern is the spot for both eating and drinking in Rosendale, especially during the summer when you can eat on their porch overlooking the Rondout Creek. The menu is mostly American cuisine with the exception of their creamy Moqueca – a must for seafood lovers.
Head to The Big Cheese for both lunch and a culinary shopping experience. The store is part deli and part grocery store with local fare and an impressive selection of cheeses. You’ll find fresh juices and sandwiches to satisfy everyone from the vegan to the omnivore.
Down the street, the Garden House 12472 offers delicious, authentic Mediterranean food with locally sourced vegetables and complex spices. If you’re a weekday visitor, check out their Wednesday brunch to try a bit of everything on the menu. In fair weather days sit out front and enjoy watching people walk the streets of the town as you eat your kebab or curry.
Where to stay in Rosendale, NY
While the lower floor of The 1850 House is both bar and restaurant, the upper floors offer 10 charming rooms. Each room includes a photo of historic Rosendale, and there’s even a reading nook with old New York Times cut outs for the history nerds. The location of the inn makes it easy to walk around downtown Rosendale which, according to the inn’s proprietor Mike Ruger “is like New Paltz was 40 years ago”.
Insider tip: Book online and get a bottle of champagne included.
Get there: Take Trailways Bus directly from Port Authority to Rosendale Station. From there you can walk the .6 miles into town.
Photo credits: Paul Comstock (sunset) and author
Sarah Knapp is a Brooklyn -based entrepreneur whose love for the outdoors and community building led her to the October 2013 creation of OutdoorFest. She has a BA in History, is a Wilderness First Responder and a NY state hiking, camp and boating guide. Her proudest achievement to date is reading the Aeneid in Latin.
Sarah Knapp is a Brooklyn based entrepreneur whose love for the outdoors and community building led her to the October 2013 creation of OutdoorFest. She has a BA in History, is a Wilderness First Responder and a NY state hiking, camp and boating guide. Her proudest achievement to date is reading the Aeneid in Latin. 
Allison was one of our first top writers and Chief Editor but is no longer working with offMetro. Allison is a native New Yorker, who has lived in Rome, Tuscany, Melbourne, Toronto and Los Angeles. She frequently contributed travel pieces to Family Travel Forum, using her own children as guinea pigs as they travel the globe. She never missed a chance to sample local delicacies, as her love for travel goes hand-in-hand with her love for food and wine. 
Josh Laskin is a freelance travel writer and photographer based in the White Mountains of New Hampshire. When he is not at work or on the road, you can find him in the mountains snowboarding, climbing, hiking, fly fishing, mountain biking, and eating bagel bites.
Annie is a travel writer, environmentalist, and surfer based in Venice, CA. She heads up our West Coast team, keeps our grammatical errors in check, and makes sure our California writers always have a plan for their next adventure. Follow Annie’s travels @annelisemcb.
Carly Pifer is a freelance writer who has been known to follow whims inspired by romantic movie scenes or colorful street style shots to India, Japan, Tunisia and Argentina. After stints living in Seoul, Boston, Paris and Los Angeles, writing and searching for something intangible, she landed somewhat steadily in Brooklyn and has begun to find inspiration in her more immediate surroundings. 
Kate E. O’Hara is a New York based freelance writer and photographer who loves all things food—especially the people who make it and market it. Her writing aims to capture the essence of the food experience; the stories that go well beyond a plate of ingredients. In addition to her love of food, Kate is also known to have a hankering for red wine and craft beer. You can also find Kate on Instagram