# Things to do in Poughkeepsie this weekend (Oct 23–25, 2026)

29 events around Poughkeepsie, picked by Thursday Drop. Updated 2026-10-24T19:22:15.817Z. Web version: https://thursdaydrop.io/email/poughkeepsie

## Forecast

- Fri: 59°F, Partly cloudy
- Sat: 58°F, Cloudy
- Sun: 64°F, Sunny

## Pick of the week

- **SUNY Orange Community Orchestra Concert**: Sat, Oct 24 · 7:30pm · The Paramount Theatre (Middletown, NY) · See tickets. SUNY Orange is pleased to Present Under the direction of Richard Simons The SUNY Orange Community Orchestra "Story Time" Taking place Saturday, October 24th, 2026 at 7:30 PM… [Details](https://thursdaydrop.io/r/67a261dc48f61a81?m=poughkeepsie&c=seo)

## Live Music

- **NY to Boston & Midnight Toker: Tribute to Boston AND Steve Miller Band**: Sat, Oct 24 · 8pm · Daryl's House, Pawling · From $29. Get ready to rock with Long Islands finest musicians as they come together to create an unforgettable evening featuring the music of Steve Miller & Boston!The night kicks off with… [Details](https://thursdaydrop.io/r/513d56053ec1755c?m=poughkeepsie&c=seo)
- **WAKING THE WITCH**: Sat, Oct 24 · 10pm · Empty Bottle, Chicago · From $9. Doors: 8PM / Show: 9PM / 21+WAKING THE WITCHAn unapologetically pro-abortion ABBA Kate Bush Stevie Nicks dance party to raise money for Clinical Vest Project.DJ Mife and DJ… [Details](https://thursdaydrop.io/r/87bb3598e0e27323?m=poughkeepsie&c=seo)
- **Saturday Music enrichment**: Sat, Oct 24 · Poughkeepsie, New York · See tickets [Details](https://thursdaydrop.io/r/8ffd30bd19a9885a?m=poughkeepsie&c=seo)

## Outdoors & Sports

- **Army Black Knights Hockey vs. USA Hockey National Team Development…**: Sat, Oct 24 · 7pm · Tate Rink, West Point · See tickets [Details](https://thursdaydrop.io/r/899b880733cc9110?m=poughkeepsie&c=seo)
- **Marist Red Foxes Football vs. St. Thomas Tommies Football**: Sat, Oct 24 · Tenney Stadium at Leonidoff Field, Poughkeepsie · See tickets [Details](https://thursdaydrop.io/r/bd75ed17c3d5ed34?m=poughkeepsie&c=seo)

## Arts & Nightlife

- **Chris Fleming Live**: Sat, Oct 24 · 8pm · Ulster Performing Arts Center, Kingston · See tickets. Chris Fleming is a comedian, actor, writer, and one of the most distinctive performers working today. Most recently, his stand-up special Chris Fleming: Live at the Palace… [Details](https://thursdaydrop.io/r/e057c3027e696ff1?m=poughkeepsie&c=seo)
- **Aziz Ansari**: Sat, Oct 24 · 7pm · Ridgefield Playhouse · See tickets [Details](https://thursdaydrop.io/r/b1329339bd97a919?m=poughkeepsie&c=seo)
- **Loops and Giggles at the Holiday Craft Fair at the Hellenic Center**: Sat, Oct 24 · 54 Park Ave, Poughkeepsie, NY 12603-3102, United States · See tickets [Details](https://thursdaydrop.io/r/136a7bb07080fb4d?m=poughkeepsie&c=seo)

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