Here's What to Do in the Hudson Valley This Week

A dragon boat race in Poughkeepsie, the return of the Orange County Fair, and more from this week’s picks for Hudson Valley events.




Orange County Fair

Orange County Fair Speedway, Middletown
July 18-28

It’s officially fair season in the Hudson Valley! Beginning on Thursday, Middletown’s Orange County Speedway welcomes locals and visitors for the 179th season of the local fair. Admission is $10 for adults and $7 for seniors and children 7-12, and tickets include access to rides, games, shows, a petting zoo, and more. As for performances, the lineup for 2019 is packed with names like Aaron Carter and Ryan Cabrera, Little Steven and the Disciples of Soul, and comedian Jim Breuer. On the action-packed end of things, the monster truck shows and dirt track races offer high-energy entertainment for the whole family.


Dragon Boat Race & Festival

Hudson River Rowing Association, Poughkeepsie
July 20, 8:30 a.m. – 3:30 p.m.

You’ve seen kayaks and cruise ships on the Hudson River, but have you ever seen a dragon boat? Your chance comes on Saturday when the Dragon Boat Race & Festival takes over the Poughkeepsie waterfront to raise funds and awareness for Habitat for Humanity of Dutchess County. Throughout the day, majestic dragon boats race down the river to compete for the coveted first-place title. For landlubbers, meanwhile, the Hudson River Rowing Association keeps the fun going with food and shopping vendors galore.



If you weren’t craving a flight of cider and a balanced cheese board, now you definitely are 😍 (📸: @catbrss )

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Bluegrass Ramble Weekend

Angry Orchard, Walden
July 20-21, 11 a.m. – 6 p.m.

Have you visited Angry Orchard this summer? The Walden orchard and cidery brings all the warm-weather vibes at its Bluegrass Ramble Weekend on Saturday and Sunday. Featuring musicians like Tilly Foster, The Bunker Boys, and Serene Green, the event is free to attend and includes scrumptious bites from Amuzae, sweet cider from Angry Orchard, and loads of classic lawn games. In other words, it’s the formula for a perfect summer day.


Chatham Summerfest

Main St, Chatham
July 20, 11 a.m. – 11 p.m.

Chatham’s Summerfest is extra-special this year, since it loops into the Columbia County spot’s 150th anniversary of its incorporation into a village. Stop by in the a.m. or p.m. to take in live shows on the two stages, shop the local farmers’ market, and sip a commemorative beer from Chatham Brewing. A family friendly event, the fest features face painting and food trucks, along with an authentic reproduction train in honor of the village’s railroad heritage. Before you ask, yes, rides are available for kids and kids-at-heart.


Mimosas & Mandalas

Foundry42, Port Jervis
July 20, 1-3 p.m.

Foundry42 takes paint and sip to the next level on Saturday with a special “Mimosas & Mandalas” program. During the make-and-take class, which costs $30 per person, attendees can craft their own mandala and personalize it with watercolors or colored pencils. At the end, everyone walks away with one-of-a-kind art to use for meditation or decoration at home.



Join local herbalist Jordann Funk @sensitive_earth to learn how to identify mugwort in the wild, honorably harvest this plant and go deeply into its teachings through the wisdom of herbalism, astrology, and traditional lore. All the while, we will tap into our intuitions and access mugwort's healing power first-hand as we experience its tea, oil & smoke; make mugwort medicine; and embark on a meditative journey with this plant as our guide. For beginner and advanced herb-enthusiasts alike. #herbalismclass #herbalclass #plantclass #mugwort #artemisiavulgaris #mugwortmagick #plantmagic #plantmagick #cronewort #dreamherb #mugwortlove #witchesofinstagram #moldavite #initiators #poughkeepsie #hudsonvalley #plantlove

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Mugwort Magic

Hudson Valley Healing Center, Poughkeepsie
July 20, 1-3 p.m.

No, this isn’t a class at Hogwarts (although it could be). Led by local herbalist Jordann Funk, the Hudson Valley Healing Center event dives into herbal theory, astro-herbalism, and wild crafting as it relates to wellness. Participants will learn how to identify and harvest mugwort in the wild for use as a healing tea and medicine. Registration runs $25 apiece.


Summer Lawn Party

Brinckerhoff House Historic Site, Hopewell Junction
July 20, 4:30-6:30 p.m.

Party like it’s 1929 at the East Fishkill Historical Society’s annual Tavern Trail Party. As music from the Roaring 20s sounds across the grounds, visitors can pause for historic demonstrations, trivia, and a picnic-style dinner at night. Tickets are $20 each, and gluten-free meal options are available as well.



You’re not going to want to miss the all NEW Bacon Bar from @sparrowsnestcharity at Beer, Bourbon, & Bacon! All proceeds from Bacon Flights will benefit the charity. You’ll get to try all sorts of Bacon including Nutella Bacon, Pepper Jam Bacon and more! Come and show your support at Beer, Bourbon, & Bacon next weekend at Barton Orchards in Poughquag. Save $10 on GA tickets by using discount code BREW10! Tix at! . . . . . . . #beer #bourbon #bacon #beerbourbonbacon #hudsonvalleyfoodie #hudsonvalley #whisky #whiskey #dutchesscounty #newyork #iloveny #dutchesstourism #craftbeer #hudsonvalleycraftbeer #newyorkcraftbeer #hardcider #poughquag #beekman #foodtrucks #hudsonvalleyfoodtrucks #beers #beerme #craftbeerlover #brewery #beerstagram #thinknydrinkny

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If you’re looking for even more entertainment this weekend, don’t forget about the epic Beer, Bourbon, & Bacon festival at Barton Orchards or the Rosendale Street Festival in Rosendale. Over in Olivebridge, the Ashokan Center celebrates Northern Week, an event that honors the legacy of Northern Europe in the Hudson Valley. And we can’t not mention the fact that Elvis Costello & The Imposters and Blondie are coming to Bethel Woods on Saturday. Who’s hoping he croons “Accidents Will Happen” on the mainstage?

Want even more? Check out our Hudson Valley event calendar guide.

Related: Every Single Event to Hit in the Hudson Valley by Season

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