The Poughkeepsie Regatta

Victor C. Waryas Park 1 Main Street, Poughkeepsie, NY, United States

The Poughkeepsie Regatta is a three-mile rowing race on the Hudson River between the Culinary Institute of America campus in Hyde Park and the Mid-Hudson Bridge in Poughkeepsie. Spectators can watch the races from the City of Poughkeepsie waterfront in Waryas Park and will get the best view of the entire course from the Walkway Over…

Hudson Valley Gospel Festival

First Congregational Church 269 Mill Street, Poughkeepsie, NY, United States

Arts Mid-Hudson presents the annual Hudson Valley Gospel Festival, a wonderful evening of gospel singers, choirs and praise dancers performing at the First Congregational Church in Poughkeepsie! Get ready to dance and sing along and let your spirit soar! Click here for tickets.

Handcrafted Oktoberfest at Rhinebeck: A Family Harvest Celebration

Dutchess County Fairgrounds 6636 Route 9, Rhinebeck, NY, United States

Browse through the rows of vendors to find handmade, one-of-a-kind creations of all sorts! There is something for everyone at this two-day family harvest festival, including fine arts and crafts, local beer, wine and spirits, specialty foods, live entertainment, a master pumpkin carver, carriage rides, a petting zoo and so much more! To purchase tickets, click…

Event Series Country Music Weekend at Barton Orchards

Country Music Weekend at Barton Orchards

Barton Orchards 63 Apple Tree Lane, Poughquag, NY, United States

Celebrate Country Music Weekend at Barton Orchards and see performances by some of the best country music bands in the Hudson Valley. The weekend of family-friendly fun includes live music and entertainment, pig races, the fun park featuring the new mega slide, the rock n' roll themed corn maze, unlimited hayrides, a petting zoo, a…

A Tribute to the Godfathers of Grunge at Heritage Financial Park

Heritage Financial Park (formerly Dutchess Stadium) 1500 Rt 9D,, Wappingers Falls, NY, United States

Head to Heritage Financial Park (formerly Dutchess Stadium) for this ultimate tribute to three groundbreaking grunge bands. The afternoon includes performances by Corduroy (Pearl Jam Tribute), Black Daze (Soundgarden Tribute) and Rooster (Alice In Chains Tribute). Click here to reserve your tickets.

“Witch Perfect” at Revel 32° in Poughkeepsie

Revel 32 32 Cannon Street, Poughkeepsie, NY, United States

"Witch Perfect," the hysterical and award-winning parody based on the cult-classic Disney film, "Hocus Pocus," returns to New Yorks Hudson Valley this fall! This all-ages, live-singing performance features three Emmy Award-winning stars from "RuPaul's Drag Race." Tina Burner (Season 13) plays Winifred; Scarlet Envy (Season 11, All-Stars Season 6) plays Sara; and Alexis Michelle (Season…

An Evening with Humorist David Sedaris at the Bardavon 1869 Opera House

The Bardavon 1869 Opera House 35 Market Street, Poughkeepsie, NY, United States

David Sedaris returns to the Bardavon 1869 Opera House for an unforgettable evening of wit and satire. One of America's preeminent humor writers and a New York Times best-selling author, his new book, "Happy-Go-Lucky," debuted at number one on the New York Times best-seller list. He will sign books in the lobby immediately following his…

Fall Craft Fair and Drive-In Movie Double Feature

Four Brothers Drive-In Theatre 4957 NY-22, Amenia, NY, United States

Enjoy a craft fair followed by a double-feature movie event at Four Brothers Drive-In Theatre — one of Dutchess County’s most unique family-friendly destinations! Browse through the wares of about 30 vendors selling everything from handmade jewelry and tee shirts to candles and books. Grab a bite to eat at Four Brothers Pizza Inn next…

Hudson Valley Spirits Festival at the MJN Convention Center

Majed J. Nesheiwat Convention Center 14 Civic Center Plaza, Poughkeepsie, New York

The Hudson Valley Spirits Festival is an exciting and vibrant celebration of the finest spirits, set to take place at the MJN Convention Center (formerly the Mid-Hudson Civic Center). Whether you come to expand your knowledge, discover new favorites, or simply enjoy a day of sampling and celebration, the Hudson Valley Spirits Festival is a…

Cider Mill Friends’ 11th Annual Cider Tasting Event at Kimlin Cider Mill

Kimlin Cider Mill 140 Cedar Avenue, Poughkeepsie, NY, United States

Join Cider Mill Friends at their 11th Annual Old Fashioned Cider Tasting event! This family-friendly event will include tastings of both local sweet and hard ciders, along with Pygora Goat petting by Clover Brooke Farm, children's crafts, and the Poughkeepsie Public Library District's Rover Roaming Library van. Food from Reconnect Foods food truck and apple fritters by the Fishkill Historical…

Jack O’Lantern Jubilee at Barton Orchards

Barton Orchards 63 Apple Tree Lane, Poughquag, NY, United States

Join Barton Orchard's Jack O'Lantern Jubilee! Enjoy a day filled with music, food, and the beauty of the farm. Stop by the taproom for local craft beer and hard cider. Don't forget to grab your fresh cider donuts. Then take your littles to the petting zoo and fun park with activities for all ages! Be…

Walktober Fest Sails Aboard the Hudson River Sloop “Clearwater”

Victor C. Waryas Park 1 Main Street, Poughkeepsie, NY, United States

Step aboard the Hudson River Sloop "Clearwater" for a sail out of the historic City of Poughkeepsie for two sails during Walkway Over the Hudson's "Walktober Fest," one at 1 p.m. and one at 4:30 p.m. "Clearwater" will be docked in Waryas Park as a part of the Pumpkin Sail community event series, and there…

20th Anniversary Concert at The Fisher Center

The Fisher Center at Bard Bard College, Annandale on Hudson, NY, United States

The Fisher Center at Bard concludes its immensely successful 20th Anniversary Season, "Breaking Ground," with a concert and celebration for its new 25,000-square-foot performing arts studio building designed by Maya Lin. The celebration will feature a special concert at in the Sosnoff Theater, with longtime Fisher Center collaborator Lisa Fischer and her band, Grand Baton,…

New York State Sheep and Wool Festival

Dutchess County Fairgrounds 6636 Route 9, Rhinebeck, NY, United States

The New York State Sheep and Wool Festival has something for everyone! The Dutchess County Sheep and Wool Growers Association's annual festival features a variety of competitions, along with workshops on weaving, knitting and basket-making. There are all sorts of vendors, kids’ activities, an equipment auction and more. Don’t miss the Black and White Sheep…

Event Series Boos and Brews Weekend at Barton Orchards

Boos and Brews Weekend at Barton Orchards

Barton Orchards 63 Apple Tree Lane, Poughquag, NY, United States

Join Barton Orchard's Boos & Brews Festival! Enjoy a day filled with music, food, and the beauty of the farm. Stop by the taproom for local craft beer and hard cider. Don't forget to grab your fresh cider donuts. Then take your littles to the petting zoo and fun park with activities for all ages!…

Harvest Tea at Wilderstein Historic Site

Wilderstein Historic Site 330 Morton Road, Rhinebeck, United States

Teatime has always been a cherished tradition at Wilderstein. Margaret (Daisy) Suckley, the last resident of the estate, was well-known for hosting afternoon tea. To this day, many remember her warmth, elegance, and gracious hospitality. In that spirit, tea lovers from near and far are cordially invited to attend a special “Harvest Tea” at Wilderstein.…

Hudson Valley Boo Ball at the MJN Convention Center

Majed J. Nesheiwat Convention Center 14 Civic Center Plaza, Poughkeepsie, New York

The Boo Ball is now returning and heading to the MJN Convention Center (formerly the Mid-Hudson Civic Center). It will be the biggest Halloween party in the Hudson Valley! There will be something for everyone to enjoy, like live music, food, drinks, and more. Don't forget the costumes, because there will be a costume contest…

Jessica Lynn’s “Decades” Halloween Bash at Daryl’s House

Daryl's House 130 Route 22, Pawling, NY, United States

Every Halloween, contemporary country music star Jessica Lynn and her band put away their cowboy boots and host this themed Halloween party at Daryl's House. This year, they’ll take you on a musical trip back through the “Decades.” Owned by Rock and Roll Hall of Famer Daryl Hall, Daryl's House Restaurant and Live Music Club hosts live…

Harvest Festival and Live Music at Fishkill Farms

Fishkill Farms 9 Fishkill Farm Road, Hopewell Junction, NY, United States

Fishkill Farms will host its annual harvest festival each weekend in September and October. Enjoy wagon rides in the orchard, try your luck in the corn maze and catch some live music. Taste apple cider donuts and delicious food straight from the grill and wash it all down with some hard cider from the Treasury…