O'Connor's Public House Pawling

10/03/2026

Happening now til 7pm!

10/03/2026

10/01/2026

☀️See you this weekend! 🎸🎶

10/01/2026

October is stacked at O’Connor’s 🍂☘️

We’ve got live music every weekend on the patio, Monday & Thursday football specials, karaoke, Ridiculous Bingo, Paint & Sip and plenty more going on all month long.

And two dates you’ll definitely want on the calendar:

🍻 Pawling Oktoberfest — Saturday, October 10th
We’ve got not one, but TWO promotions for you during Oktoberfest! Sam Adams from 4–6 PM with freebies and Espolòn from 5:30–6:30 PM with tequila giveaways, plus Junction 845 live at 4 PM.

🎃 Halloween — Saturday, October 31st
We’re closing out October with Ridiculous Halloween Bingo at 8 PM + a costume contest. Come dressed to win. 👻

Save the calendar — we’ll see you at the pub! 🍻

09/28/2026

🪄 Missed out on our last Paint & Sip? Don’t fear… another magical night is brewing. ✨🎨

Join us October 27th at 6:30 PM for Practically Magic — a Halloween-worthy evening of painting, sipping, appetizers, and a little bit of hocus pocus at O’Connor’s. 🔮🍷

Your ticket includes appetizers, with a cash bar available all night.

https://aevans900.wixsite.com/artparty/events/paint-and-sip-at-o-connors-public-house-practically-magic

🎟️ Tickets must be purchased in advance — no tickets will be sold at the door. Scan the QR code on the flyer to grab yours before they disappear. 👻

09/27/2026

Pawling, do we have a treat for you! 🎶

If you caught Abe Loomis at the Pawling Farmers Market a few weeks ago, you probably understand why we asked him to come back. We loved what we heard, and we’re thrilled he’s making the trip back from Massachusetts to play at O’Connor’s.

And this one comes with a pretty great Pawling connection. Abe will be joined by Pawling’s own Jay Erickson, his longtime friend and musical collaborator. Jay produced Abe’s first solo record, The Early Treasuries, parts of which were recorded right here in Pawling, and the two have been making music together for years.

We’re pretty excited to get them together again — this time at O’Connor’s.

🎶 Abe Loomis + Jay Erickson
Saturday, October 3 | 5–7 PM

09/27/2026

See you at 3!

Rainy weekend plans = handled ☔️🍸🎶

The live music is ON all weekend! Come cozy up inside with a cocktail, some good food, and live music at the pub.

🎶 TODAY | Junction | 4–6 PM
🎶 TOMORROW | Double Pour | 3–6 PM

See you at O’Connor’s! 🍻

09/26/2026

A few old favorites, a few new ones… and a whole lot of comfort food. ☘️🍴

09/26/2026

Rainy weekend plans = handled ☔️🍸🎶

The live music is ON all weekend! Come cozy up inside with a cocktail, some good food, and live music at the pub.

🎶 TODAY | Junction | 4–6 PM
🎶 TOMORROW | Double Pour | 3–6 PM

See you at O’Connor’s! 🍻