May Events to Check out in the Hudson Valley

Senior Editor Polly Sparling lists her top event picks for May 2013

Read on for May events to bookmark in the Hudson Valley. Adobe Stock | Osaze

A comedy show in West Nyack, Rock The Ridge in New Paltz, and a musical at West Point are among our top picks for May events.

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Chris Porter — West Nyack

May 4–6, various show times

Known for his Netflix special “Ugly & Angry” and an appearance on season four of NBC’s “Last Comic Standing,” Chris Porter takes over Levity Live for five sets across three days. Expect jokes based on his childhood in Kansas City and being “a simple man in a complicated world.”

rock the ridge may events
Photo by Kate Schoonmaker

Rock The Ridge — New Paltz

May 6, 6 a.m.

Celebrating its 10th anniversary, Rock The Ridge challenges individuals and relay teams (up to four) to run or hike a 50-mile course across the Shawangunks within 18 hours. Held as a fundraising effort for the Mohonk Preserve.

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rock the ridge hudson valley
Photo by Kate Schoonmaker

Hudson Children’s Book Festival — Hudson

May 6, 10 a.m.–3 p.m.

Taking place at Hudson Senior High School, this event promotes literacy and a love of reading. Favorite children’s authors and illustrators will be in attendance to sell, sign, and chat about their books, and musical and interactive performances round out the schedule. Exact lineup TBA.

“Hyprov” — Peekskill

May 6, 8 p.m.

From the masterfully funny “Whose Line is it Anyway?” Colin Mochrie and master hypnotist Asad Mecci present “Hyprov,” or improv under hypnosis. The pair will invite audience members on stage at the Paramount and work their magic for a completely unique show.

Rhinebeck Car Show — Rhinebeck

May 6–7

Whether you’re looking to show off your own fancy wheels or catch a glimpse of dozens of pristinely maintained antique and classic cars, head to the Dutchess County Fairgrounds, where car enthusiasts will gather for the 23rd annual show. Swap meet to take place on May 5.

woodstock art show may
Photo by Neil Segal

Woodstock Rock Art & Poster Show — Woodstock

May 6–7, 10 a.m.–6 p.m.

Join an array of painters, printers, collectors, and more at the historic Bearsville Center for an exploration of rock posters and concert photography throughout the ages. Shirts, prints, stickers, and more will be available for purchase.

woodstock art
Photo by Kelly Sinclair

“Madagascar The Musical” — West Point

May 7, 3 p.m.

Coming to West Point Academy’s Eisenhower Hall, “Madagascar the Musical” brings the children’s movie series to life. Follow Central Park Zoo animals as they escape their enclosures and find themselves halfway across the world on an African island.

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musical hudson valley may events
Photo courtesy of the Bardavon

Step Afrika! — Poughkeepsie

May 9, 10 a.m. and 12 p.m., and May 10, 7 p.m.

One of the first professional dance companies dedicated to the art of stepping, Step Afrika! highlights a blend of percussive styles mixed with traditional West and South African dances. Songs, storytelling, and humor are integrated into their shows.

The Temptations & the Four Tops — Kingston

May 11, 7:30 p.m.

Popular since the ‘50s and ‘60s, these two famous groups take the stage at Ulster Performing Arts Center for a nostalgic night of R&B.

Cannastock — Poughkeepsie

May 13, 12–6 p.m.

Presented by Radio Woodstock, this festival is a celebration of the legalization of cannabis in New York. At the MJN Convention Center, you’ll find cannabis storefronts, educational forums, live music, food vendors, and more. This event is open to guests 21 and up.

Hudson River Rail Excursions
Photo by Steve Barry

All aboard! This spring, hop on a historic train ride with Hudson River Rail Excursions, a tour company offering novelty trips up the Hudson. Through November, you can book a trip from NYC to Albany on one of two restored train cars: the circa-1947 Tavern-Lounge No. 43 ($149 on weekdays, $179 on weekends; buffet-style lunch included) and the Hickory Creek ($349 on weekdays, $379 on weekends and holidays; four-course meal, plus unlimited beer and wine included). The Hickory Creek, built in 1948, is the only remaining working train car from the 20th Century Limited line—a railway that offered service from NYC to Chicago and ferried celebs such as Walt Disney and Marilyn Monroe.

After departing from Penn Station, the train chugs up the Hudson and offers views of landmarks like Bannerman Castle and the Hudson-Athens Lighthouse. All passengers must disembark at the Albany-Rensselaer station for about 2.5 hours while the train is turned on the track. During this time, you can explore the capital before returning to NYC. Visit for info and tickets. – Micaela Warren

Hudson River Rail Excursions drinks
Courtesy of United Railroad Historical Society of NJ

Watercolor Values Workshop — Verplanck

May 20, 1–3 p.m.

If you’ve always wanted to try watercolor painting, consider this beginner class at Kinosaito. Materials are supplied, and each student explore color value by painting still lifes. RSVP online.

Kevin McKrell — Averill Park

May 20, 8 p.m.

A musician for over 30 years, singer-songwriter Kevin McKrell will perform a blend of music and storytelling at the intimate setting of the Sand Lake Center for the Arts. A founding member of both The McKrells and Donnybrook Fair, McKrell is known for his Celtic folk and bluegrass sound.

TAP New York Craft Beer and Food Festival
Courtesy of Bethel Woods Center For The Arts

Beer, food, and music—what more could you ask for? Returning on May 20–21 for its 24th year, TAP New York Craft Beer and Food Festival (the largest and oldest of its kind) brings the best of New York to Bethel Woods for a fun-filled weekend. Tickets include unlimited sampling of 200-plus brews from more than 100 producers including Hudson Valley’s Arrowood Farms, Rough Cut Brewing, Hudson Ale Works, and Equilibrium Brewery. The Wailers and Blues Traveler bands are confirmed, with more acts to be announced in the coming month. For more information and to purchase tickets, visit or

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TAP New York Craft Beer and Food Festival
Courtesy of Bethel Woods Center For The Arts

Zach Bryan — Albany

May 26, 8–11 p.m.

Along with special guests Trampled by Turtles and JR Carroll, singer-songwriter Zach Bryan comes to Albany’s MVP Arena performing songs such as “Heading South” and “Oklahoma City.”

Field + Supply Spring Market — Kingston

May 26–28

Returning for the third Memorial Day weekend in a row, Field + Supply brings over 200 makers, live music, and local food vendors to Kingston’s Hutton Brickyards. Peruse stalls selling ceramics, furniture, clothing, jewelry and more. Single-day passes are $20.

spring market may
Photo courtesy of Field + Supply

Woodstock-New Paltz Art & Crafts Fair — New Paltz

May, 27–29, 10 a.m.–5:30 p.m.

One of the region’s largest art shows, this biannual fair returns to the Ulster County Fairgrounds on Memorial Day Weekend with jewelry, prints, leatherworks, plus a food court with local offerings and a craft tent for kids.

Adobe Stock | Olga

Caramoor Center for Music and the Arts in Katonah offers afternoon tea services on May 19, May 26, and June 2 in the Rosen House Music Room—a lovely way to spend Mother’s Day. After enjoying tea sandwiches, scones, and chocolate-dipped strawberries, you can tour the Rosen House, a Mediterranean-inspired home built in the 1930s by Caramoor founders Walter and Lucie Rosen. It’s on the National Register of Historic Places. For more info and upcoming concerts, visit – Rebecca Aurigemma

tea and pastries
Courtesy Caramoor Center For Music And The Arts
tea party
Courtesy Caramoor Center For Music And The Arts

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