Winchester Cafe

Winchester Cafe 🧠 Wednesdays: Trivia @ 7:30pm!
🎙️ Thursdays: Karaoke @ 8:00pm!
🎶 Fridays: Live Music @ 7:00pm!
🎙️ Saturdays: Karaoke @ 8:00pm!
🎶 Sundays: Live Music @ 4:00pm!

Yes, we have Wi-Fi & sports channels! 🏈⚾️🏀⚽️

🎉 Hey Portland! Swing over to Wi******er Cafe tonight for SWINGIN' WINGOS! 🎶🍗🍻 Good food, cold drinks, and great vibes a...
08/07/2026

🎉 Hey Portland! Swing over to Wi******er Cafe tonight for SWINGIN' WINGOS! 🎶
🍗🍻 Good food, cold drinks, and great vibes await! See you later! 🤠

"You have an amazing voice" - your 4th drink 😄 Winnie Karaoke starts at 8:00PM!
08/06/2026

"You have an amazing voice" - your 4th drink 😄 Winnie Karaoke starts at 8:00PM!

There’s always that one table that takes trivia waaaaaaay to seriously. They’re called winners!! Your chance to win priz...
08/05/2026

There’s always that one table that takes trivia waaaaaaay to seriously. They’re called winners!! Your chance to win prizes starts at 7:30PM! 🤠

🎶 WE 3 🎶
08/02/2026

🎶 WE 3 🎶

🎶 The Boogie Boys are back at the Wi******er!! Come out and try one of our delicious weekly specials, grab some drinks, ...
07/31/2026

🎶 The Boogie Boys are back at the Wi******er!! Come out and try one of our delicious weekly specials, grab some drinks, and get out on the dance floor! Music starts at 7:00pm!

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📍 Wi******er Cafe - Portland, CT

The stage is calling your name... KARAOKE NIGHT starts at 8:00PM!
07/30/2026

The stage is calling your name... KARAOKE NIGHT starts at 8:00PM!

The one night of the week you actually want to hang out with your know-it-all friend... TRIVIA NIGHT starts at 7:30PM!
07/29/2026

The one night of the week you actually want to hang out with your know-it-all friend... TRIVIA NIGHT starts at 7:30PM!

🍗 Stop by today to celebrate National Chicken Wing Day with a plate of our perfectly crispy, finger-lickin’ wings! 🍗
07/29/2026

🍗 Stop by today to celebrate National Chicken Wing Day with a plate of our perfectly crispy, finger-lickin’ wings! 🍗

🎶 SMOKEY BOYS 🎶Come out and try one of our delicious weekly specials, grab some drinks, then get out on the dance floor!...
07/26/2026

🎶 SMOKEY BOYS 🎶

Come out and try one of our delicious weekly specials, grab some drinks, then get out on the dance floor! Music starts at 4:00pm!

Address

1374 Portland Cobalt Road (Rt. 66)
Portland, CT
06480

Opening Hours

Wednesday 11:30am - 1am
Thursday 11:30am - 1am
Friday 11:30am - 2am
Saturday 12pm - 2am
Sunday 11am - 10pm

Telephone

+18603420224

Website

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