THE HUDSON VALLEY HIT LIST · MONDAY EDITION
☀️ Good Morning Hudson Valley
Happy Monday!
In today’s issue:
We visited Pipinelli's Pizza Parlor in Poughkeepsie
5 restaurants we have our eyes on
15 things to do this week, 5 in every region
Tell us your favorite local spot
Let’s get into it.
DISH & TELL
We Visited Pipinelli's Pizza Parlor
📍 Poughkeepsie · Pizza
If you grew up on New York slice shops, Pipinelli's will feel like home. Tucked into the Southside of Poughkeepsie on Hooker Ave, this spot gets both the taste and the ambience right. Walk in and you're in an authentic NY pizza parlor: no gimmicks, just great pie.
What sets them apart is the bake. Pipinelli's runs their pies well done, so that char you see on the crust is flavor, not burn. Our pepperoni slice came out with crispy cupped pepperoni, a sturdy crust, and a dusting of grated cheese. It was great from first bite to last.
The menu goes way past the classic slice, with local favorites like the vodka, the tie dye, and the Clam pizza. The Clam is Friday and Saturday only, first come, first served. They have indoor and outdoor seating, so it works year-round. Not only do they have pizza, they have delicious sandwiches, wings and more!
And word is getting out. Pipinelli's has picked up serious buzz lately after visits from social media star Druski and Barstool Sports' Dave Portnoy. Our advice: get there before the lines do.
Order this: Uncle Pauly’s, Wings, Meatball Parm · 256 Hooker Ave, Poughkeepsie · See Pipinelli's on HV Local →
ON THE RADAR
5 Restaurants We Have Our Eyes On
Photo by Dan Gold on Unsplash
An Artistic Taste (Newburgh)
Hot Stuff Coffee Shop (Fishkill)
Sorry Charlie (Kingston)
Giulia (Poughkeepsie)
Thai Golden (Carmel)
Been to one of these? Hit reply and tell us if it’s worth the trip.
EVENTS
15 Things to Do in the Hudson Valley This Week
Photo by Anne Preble on Unsplash
🥕 Farmers Market · 🍔 Food Festival · 🎪 Festival · 🎵 Music · 👨👩👧 Kid Friendly
Lower Hudson Valley
Westchester · Rockland · Putnam
🎪👨👩👧 The Great Jack O'Lantern Blaze: Nightly all week · Van Cortlandt Manor, Croton-on-Hudson. 7,000+ hand-carved jack o'lanterns light up the 18th-century grounds with synchronized lighting and an original soundtrack. Timed tickets from $24 (advance only, under 2 free), and a weeknight visit is the less-crowded move. Details →
🎵 Sasha Dobson at The Grand: Wed 8pm · The Grand, Croton-on-Hudson. The Puss n Boots singer-songwriter (Norah Jones' trio) makes her Grand debut with Jeff Hill on bass and Yeah Yeah Yeahs drummer Brian Chase. $20 GA, $30 premium floor. Details →
🥕 Nyack Farmers Market: Thu 8am–2pm · Main Street municipal lot, Nyack. Nyack's year-round Thursday market with local produce and handmade goods, rain or shine. Free, and parking in the lot is free until 2pm on market days. Details →
🎪👨👩👧 REV250 Hudson Highlands History Festival: Sat 2–5pm · Putnam History Museum, Cold Spring. A free family history fest for Path Through History Weekend, with a Revolutionary War reenactment, colonial toys and games, the Hudson Highlands Pipe Band and storytelling. Details →
🎪🍔 Nyack Street Fair: Sun 10am–6pm · Main Street & Broadway, Nyack. The last Nyack street fair of 2026 fills downtown with vendors, food and shopping. Free to stroll and great with a stroller in tow. Details →
Mid-Hudson Valley
Dutchess · Orange · Ulster
🎵 The Sound of Nashville: Tue 7pm · Bardavon 1869 Opera House, Poughkeepsie. Country stars Craig Morgan and Maggie Rose headline, with Ian Flanigan, Jake Banfield and Brooke Moriber, in a benefit for MHA of Dutchess County. Tickets $75–$250. Details →
🥕🎵👨👩👧 Woodstock Farm Festival: Wed 3–7pm · Mountainview Lot, Woodstock. Woodstock's evening market with prepared food, local vendors and live music in the middle of town. Free and family-friendly, with just two nights left this season (Oct 7 and 14). Details →
🍔🎵 New York State Empanada Festival: Sat noon–5pm · People's Waterfront Park, Newburgh. About 50 kinds of empanadas on the Newburgh waterfront, plus artisans, drinks and live music. Tickets from about $15. Details →
🎪👨👩👧 Handcrafted Octoberfest: Sat & Sun 10am–5pm · Dutchess County Fairgrounds, Rhinebeck. 100+ juried makers, local food and drink and live music, plus carriage rides, a petting zoo, pumpkin painting and a giant pumpkin weigh-off. $13 adults, $6 kids, cash at the gate. Details →
🍔🎪👨👩👧 Ulster County Italian Festival: Sun 11am–7pm · Kingston Waterfront, Kingston. The area's biggest celebration of Italian and Italian-American culture, with food, entertainment and vendors down on the Rondout. Listed as free to attend. Details →
Upper Hudson Valley
Columbia · Greene · Sullivan
🎵 Horizon Happy Hour: Corevalay: Wed 5pm · Market Sheds at Bethel Woods, Bethel. A free midweek concert with groove-heavy rock from New Jersey band Corevalay, with food and drinks for sale. Details →
👨👩👧 Beetlejuice Outdoor Movie Night: Fri 7:30pm · Subversive Malting + Brewing, Catskill. A free screening of the PG classic under the brewery tent, first-come seating. Bring lawn chairs; food and drinks are sold on site. Details →
🎪👨👩👧 Hawthorne Valley Harvest Festival: Sat 11am–3pm · Hawthorne Valley Waldorf School, Ghent. A long-running farm festival with a marionette show, cider pressing, hay and horse rides, kids' crafts, live music and local food. Free, rain or shine. Details →
🎪👨👩👧 Narrowsburg Logging Days: Sat 11am–5pm · Fireman's Field, Narrowsburg. Lumberjack competitions on the riverfront, plus a vendor market, live music, a baking contest, a beard and mustache contest and kids' activities. Free. Details →
🍔🎪👨👩👧 Hunter Mountain Oktoberfest: Sat 11am–6pm & Sun 11am–5pm · Hunter Mountain, Hunter. Bavarian food, craft drinks, vendors and live entertainment, with steinholding, keg rolling and the Doxie Derby. Free entry; SkyRide tickets extra. Details →
Hosting something? Submit your event →
HUDSON VALLEY YOU
Recommend One of Your Local Favorites
Gif by Waveygifs on Giphy
Got a spot we need to try? Hit reply and tell us:
The restaurant name and town
What we have to order
Why it’s your go-to
We read every reply, and your pick might be the next Dish & Tell.
Share The Hit List
Know someone who's always asking "what should we do this weekend?" Send them your personal link. Every friend who subscribes gets you closer to a reward, including picking our next Dish & Tell.
See you Thursday for the Weekend Edition,
HV Local