Hudson Valley Events
Corn Maze Extravaganza
Dogwood Acres Corn Craze
22
Aug
Thurs-Sun +Labor Day
$12 - $20
11am-7pm

Corn Maze • Games • Food
Grab your crew — Corn Craze at Dogwood Acres is back and wilder than ever! Get lost in the corn maze, fire off the corn cannon, hunt for scavenger clues, and challenge friends to Cornball—all while the little ones play and you soak in the farm fun. It’s the corniest, happiest fall fest in Orange County you didn’t know your weekend needed.
Dogwood Acres
749 NY-17M
Middletown, NY
Live Concert and BBQ
Music In the Meadow: Stoddard Hollow String Band
23
AUG
Free to Attend
1pm-4pm

Music • BBQ • Drinks
The hills come alive when the Stoddard Hollow String Band takes the stage. With toe-tapping tunes and high-spirited chemistry, this crew spins pure Americana from the meadow at Shandaken Inn. It’s all about music, mountains, and mingling while the BBQ sizzles nearby—pulled pork, grilled shrimp, and summer sides served up fresh and hot. Bring the family, bring your appetite, and let the strings do the singing.
Shandaken Inn
1 Golf Course Rd
Shandaken, NY
Live Concert and BBQ
Music In the Meadow: The Insolent Willies
30
AUG
Free to Attend
1pm-4pm

Music • BBQ • Drinks
Get ready for boot-stompin’ fun with The Insolent Willies—these roots-rock rebels blend quirky originals and clever covers into a genre-defying sound that’s equal parts heart and hilarity. Catch them in the lush meadow at Shandaken Inn, where the mountains echo with music and the scent of BBQ fills the air. Chef Bryon’s firing up the grill with mouthwatering summer bites like mojo-marinated chicken and pulled pork sandwiches. Good tunes, great food, and zero stress—it’s the perfect Catskills afternoon.
Shandaken Inn
1 Golf Course Rd
Shandaken, NY
Chamber Music Festival
Boscobel's Chamber Music Festival
4
SEP
9/4 - 9/14
$45 - $85

Music, Mastery, Atmosphere
Experience the harmonious blend of history, nature, and world-class music at the Boscobel Chamber Music Festival. Over ten days, acclaimed musicians will fill the air with captivating performances, from intimate recitals to open-air concerts. Engage with artists through open rehearsals and community events, all set against the stunning backdrop of the Hudson River. This festival promises an unforgettable journey through the rich tapestry of chamber music.
Boscobel House & Gardens
1601 NY-9D
Garrison, NY
2 Day Wine Festival
24th Annual Hudson Valley Wine & Food Festival
6
SEP
9/6 - 9/7
$40 - $150
11am-6pm

Wine • Food • Fun
Sip, savor, and celebrate at the 24th Annual Hudson Valley Wine & Food Festival, September 6–7 at Rhinebeck’s Dutchess County Fairgrounds! Join 300+ local wineries, craft breweries, cideries, and distilleries alongside gourmet food trucks, artisan vendors, live chef demos, mixology classes, and live tunes. It’s the perfect late‑summer escape—good friends, great flavors, and unforgettable memories await. Don’t miss the festivity of the season!
Dutchess County Fairgrounds
6636 US-9
Rhinebeck, NY
Outdoor Craft & Art Fair
Artrider: Fall Crafts at Lyndhurst
12
SEP
9/12 - 9/14
$8 - $16
10am-5pm

Art • Crafts • Jewelry • Food
Westchester’s favorite festival is back and it’s pure magic. Fall Crafts at Lyndhurst turns the iconic Tarrytown estate into a treasure hunt of 250 makers—think jaw-dropping jewelry, gorgeous ceramics, textiles you’ll want to wrap yourself in, and woodwork that feels like art. Between bites of wood-fired pizza, sips of local wine, and family fun that’ll keep everyone smiling, you’ll wander the Hudson’s most breathtaking grounds and wonder how one weekend can hold this much joy.
Lyndhurst Mansion
635 South Broadway
Tarrytrown, NY
Food & Wine Festival
Capital Apple & Wine Festival
13
SEP
9/13 - 9/14
$12 - $33
10am-5pm

Wine • Food • Vendors
Crisp apples, bold pours, and that first-bite cider donut bliss—the Capital Apple & Wine Festival is fall in the Hudson Valley at its absolute best. Stroll through rows of artisan vendors, glass in hand, sampling New York’s finest wines, ciders, spirits, and meads. Every turn brings a new flavor, a friendly smile, and the kind of cozy, communal magic that makes you wish autumn lasted all year.
Columbia County Fairgrounds
182 Hudson Ave
Chatham,NY
Asian Food & Culture Fair
10th Annual Moon Festival
20
SEP
9/20 - 9/21
Free ($5 Parking Fee)

Performances • Food • Art
The Moon Festival isn’t just an event—it’s a night where the Hudson Valley comes alive in color, sound, and flavor. Lanterns sway in the breeze, dragon dancers electrify the crowd, and the air is thick with the scent of sizzling street eats from across Asia. Live music, hands-on crafts, and a sky lit with glowing lanterns make it the kind of celebration that stays with you long after the moon sets.
New Century
517 Neversink Dr
Port Jervis, NY
Open Studio Tours
Art Walk Kingston
20
SEP
9/20 - 9/21
FREE
12pm-5pm

Discover • Meet Local Artist
Visit one of the largest open studio tours in the Hudson Valley! Art Walk Kingston is a celebration of the arts and the local community. Over the course of two days, visitors are invited to explore the city of Kingston and immerse themselves in a range of art and events. Whether you have a few hours or all weekend, don't miss the opportunity to meet the artists in their private studios and visit multiple galleries.
City of Kingston
Multiple Studios
Kingston, NY