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Top 10 Events in June

Date Published: May 13, 2021

Our monthly list of Top 10 Events has been altered to ensure everyone can experience Dutchess’ exciting happenings – both virtual and in-person (while maintaining social distancing to keep everyone safe)!

1.Revel32 in Wine 201: Bella Italia 

Friday, June 4 at 7:00 p.m. at Revel 32

Whether you've been wanting to be a wine connoisseur, are confident in your wine skills, or just looking to hang out and have a great time, this fun event will expand your knowledge of one of the world's most amazing wine-producing countries, Italy! Join 1915 Wine Cellar as they explore some of these regions of Italy and the wine-making styles they specialize in as you sip your way through new and, perhaps, familiar wines. For more information, click here.

2. Outdoor Sculpture Exhibit

Saturday, June 5 2021 from 4:30 p.m. to 7:30 p.m. at Wilderstein Historic Site

Be the first to see Wilderstein's 2021 outdoor sculptures. Stroll through their gardens, browse sculptors and meet the talented artists! The landscape setting features varied terrain and scenic views of the Hudson River and distant mountains.  There will be staggered entry to ensure social distancing. Advance reservations are required, no walk-ins available. For more information, click here

3. Oyster Party at Plan Bee Brewery

Saturday and Sunday, June 5-6 from 12:00 p.m. to 7:00 p.m. at Plan Bee Farm Brewery 

Join the back-to-back oyster & lobster rolls party at Plan Bee! Take a sip of farm-made craft beer, on 25-acres of land! Pair your cold one with fresh lobster rolls & oysters from Oyster Party.  Designated areas with barrels are available for you and your group to ensure social distancing or bring your own lawn chairs, picnic blankets and enjoy the views! For more information click here. If you're craving more food truck delight with beautiful views visit Millbrook Vineyard & Winery.

4. PKGO Parade and Pride Festival

Saturday, June 12 at 12:00 p.m. at Main Street Poughkeepsie 

Celebrate Pride month in Dutchess! Join the PKGO Pride Car Parade with Grand Marshal, Lea DeLaria- the 3 time SAG award-winning actress, singer, and comedian best known for playing "Big Boo" on Orange Is the New Black! Decorate your vehicle, and join the caravan displaying down Main Street Poughkeepsie. Awards for more creative, most colorful, and funniest displays will be given. Be sure the check out all the Pride celebrations happening throughout June like Drag Bingo, Pet Pride Contest, Rainbow Prom, and more. For more information and the full schedule of events, click here. Look for more LGBTQ+ events in Dutchess? Click here!

5. Record Store Day

Saturday, June 12 from 9:00 a.m. to 8:00 p.m. at Darkside Records

Since 2008, Record Store Day has grown into the world’s largest single-day music event, shining a light on the culture of the indie record store across the globe. Here's what to expect at our local record store Darkside Records, shop 100s of exclusive vinyl releases ONLY available at independent record stores! Enjoy store-wide sales, the opportunity to donate to charity, and giveaways. Plus enjoy free Coffee from The Poughkeepsie Grind and Ice cream from Ben & Jerry’s. Check out their social media and sign up for their newsletter to see the latest info including the menu of titles that will be available on RSD. For more information, click here

6. Todd Hill Farmers Market Opening Day

Friday, June 18 from 2:00 – 6:00 p.m. and every Friday thru October at Taste NY Market at Todd Hill

Get a taste of local products at Todd Hill Farmers Market happening outside of Taste NY Market. Shop seasonally available produce, meats, dairy, and artisanal inventory. Located on the Taconic State Parkway in a historic building, their market opens at 8:00 a.m, making it easy to stop by on your way to various Dutchess activities! Curbside pick-up is also available. Shop all the fresh foods Dutchess has to offer and check out our full list of Farmers Markets here


7. Hudson River Fellowship Gallery Exhibit at Wethersfield 

Saturday, June 26 from 12:00 p.m. to 5:00 p.m. at Wethersfield Estate and Garden

Marvel at the unique landscape of fields, formal gardens, and extensive vistas across the rolling hills of Dutchess County at Wethersfield Estate and Garden.  Launching in June, the Hudson River Fellowship at Wethersfield is seeking to develop programs to nurture artists within its unique setting. Following their art residency at Wethersfield, the artists of the fellowship will display their work to the public in the garden Wethersfield, along with a live demonstration of painting en plein air. The garden will be open starting June 4th. For more information click here.

8. Rhinebeck Craft Festival 

Saturday, June 26 from 10:00 a.m. - 6:00 p.m. to Sunday, June 27 from 10:00 a.m. to 5:00 p.m. at Dutchess County Fairgrounds

This thoughtfully curated shopping event located in the heart of the Hudson Valley features contemporary fine craft and art from over 200 American makers. Find original fashions, accessories and jewelry and art as well as gourmet foods, specialties, concessions, and tastings from local distilleries and wineries! Bring your kids for interactive puppet theater, face painting, and stilt walkers, and more. Plus, watch and participate in hands-on craft demonstrations! For more information, click here


9. Yoga on Fishkill Farms

Saturdays in June from 9:00 a.m to 10:00 a.m at Fishkill Farms 

Breathe in fresh farm air in these weekly Saturday morning Yoga sessions with RedTail Power Yoga at Fishkill Farms!  All levels are welcome and encouraged to attend. This class will take place on the western hillside behind the farm store overlooking the orchard! Masks must be worn when checking in and interacting with Fishkill Farms staff but can be removed for class. After your relaxing session hit the Fishkill Farm Store for local goods and then enjoy a glass of hard cider at Treasury Cider. For more information, click here

10. Live Music Pre-show at Four Brothers Drive-in

Fridays and Saturdays in June at Four Brother’s Drive-in

Enjoy dinner, a movie, and a show at Four Brothers Drive-in! Happening Fridays and Saturdays in June, arrive early and catch live music by artists like Dave VanDebogart, New Brake Bands, and Bob Stump. Order food from Four Brothers Pizza and get it delivered to your car!  For more details and tickets, click here.

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