18th--Double Trouble
25th--Mixed Signals
2nd--Small Town Roots
9th--Blonde and Blue
16th--Michael Cleary
23rd--Chris and Roland
30th--4 Barrel Billy
Winchester Cafe in Portland, CT since 1982
The old Western saloon atmosphere is a must see at the Winchester Cafe

Blaze Your Trail for Good Times at the Winchester Cafe

We Like to See Our Customers Have Fun and Enjoy the Music

Copyright © 2011-2021 by the Winchester Cafe


860-342-0224
Other Leagues & Tournaments Coming Soon!
Check Back as Often as You'd Like
or Contact Us Online
You can do
your own singing
at the
Winchester Cafe
on Thursdays
and most Saturdays
when karaoke
is going!

Be a Part of
the Best Karaoke
East of the River!
Half Price Appetizers Tuesdays thru Thursdays from 4:00 to 7:00
August Bands


  Fri. 5th -- Bootleg Band
  Sunday 7th -- Chris and Roland
  Fri. 12th -- CJ West and the Downtown Train
  Fri. 19th -- $ Barrel Billy
  Fri. 26th -- Shawn Byrne....Shawn is from Portland, now living and working in Nashville. He has garnered many 
awards as a song writer, and is now on a northeast tour. He visited the Winchester last spring and we're lucky enough to have him again. Check him out at www.shawnbyrnecountry.com

Saturday, Sept. 10th -- Cruise Night 4:00 Proceeds of our car show will go to the aid of friends Karen and Steve Wilson, seriously injured in a motorcycle accident in July.  

Karaoke Every Thursday and Saturday Night