Weekly Entertainment & Special Events

No matter what time of year you visit the Heritage Hotel, there’s always something happening in our scenic little corner of New England. From weekly farmer’s markets and county fairs to minor league sports and seasonal festivals, the area’s top special events are just moments from our front door.

For more local events, visit Southbury.com


Pink Eggs & Glam Drag Brunch & Dinner

Join Sky Casper Entertainment at Heritage Hotel in Southbury, CT for a hilarious and unfiltered drag show with drag superstar Pissi Myles! We’ve got a fantastic lineup of rotating drag superstars from worldwide.

Live Music At The Tavern

We have live music every week in The Tavern, showcasing local artsits of all different genres of music!

See our full events list below for specific show dates & times.

Filthy Comedy Presents: Colum Tyrrell

Come spend the weekend at Heritage Hotel with Filthy Comedy and Colum Tyrrell the Colum Tyrrell Podcast, the Tonight Show, and shows all over New York City!

Murder In New England

Kieth & Margo's Murder Mystery presents "Murder In New England": a weekend long, all inclusive event filled with mystery, mayhem, & MURDER. Stay on your toes, be vigilant, and trust no one; anyone you meet could be the killer!

Tango In Southbury

Come tango with us every saturday night, no partner needed!

All Events

Tavern Trivia

Every Thursday | 7:30PM

Tango In Southbury

Every Saturday | 6-8PM

Mike Brandon - Live

April 7th 2023 | 7-9PM

Easter Jazz Brunch

April 9th 2023 | 11AM-3PM

Acoustic Mafia & Trivia

April 13th 2023 | 6-9:30PM

The See T's - Live

April 14th 2023 | 7-9PM

Pink Eggs & Glam Brunch & Dinner

April 16th 2023 | 12PM

Chris Marolda - Live

April 21st 2023 | 7-9PM

Filthy Comedy Presents: Colum Tyrrell

April 22nd 2023 | 6-8:30PM

Apostolides Project - Live

April 28th 2023 | 7-9PM

Murder Mystery Weekend

July 21st-23rd 2023