Winchester Cafe

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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! 🏈⚾️🏀⚽️

🍻 Thirsty Thursday Karaoke starts at 8:00PM! 🍻
10/15/2026

🍻 Thirsty Thursday Karaoke starts at 8:00PM! 🍻

10/15/2026

IYKYK.

🎃👻 ANNUAL WI******ER HALLOWEEN PARTY 👻🎃👻 Come on down and see what’s in store! There will be tricks & treats & potions g...
10/15/2026

🎃👻 ANNUAL WI******ER HALLOWEEN PARTY 👻🎃

👻 Come on down and see what’s in store! There will be tricks & treats & potions galore!

🎃 Party starts @ 6:30PM on Friday, October 30th!

👻 Live entertainment from We 3 @ 7:00pm! 🎶

🎃 Costume Contest!
Still looking for inspiration? We’ve got you covered!
Prizes for:
🦋 Best Dolly Parton!
👹 Scariest!
🤡 Funniest!
❓ Most Original!

👻 Spooky drink specials! 🧠🍸

10/15/2026

Problem solved!! 👏

It’s your turn to prove you’re the smartest one in the bar. 🤠🍻 Grab your crew, grab a drink, and come put that useless k...
10/14/2026

It’s your turn to prove you’re the smartest one in the bar. 🤠🍻 Grab your crew, grab a drink, and come put that useless knowledge to the test! 😂

Trivia starts at 7:30PM every Wednesday night, right here in Portland, CT! 🤠

We will see you soon for MICK LOUIS!!! 🤠🎶🍻
10/11/2026

We will see you soon for MICK LOUIS!!! 🤠🎶🍻

10/09/2026

We know how to take care of you at the Wi******er! 🤠

🎶 TRIPLE PLAY tonight at 7:00PM!! 🎶
10/09/2026

🎶 TRIPLE PLAY tonight at 7:00PM!! 🎶

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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