Simple trips are often the best.

You don't need much for a place to leave an impression.

Jan 31 – Jan 31, 2026

Winter Blues Fest

Windham

Dance away those Winter Blues with four bands featuring 1940s swing, swamp pop, Zydeco and…

Let the road decide.

Plans are useful, but flexibility is where the real discoveries happen.

Feb 27 – Mar 1, 2026

Black Rock Blues Fest

Bridgeport

Concerts, workshops, video screenings, special restaurant menus and much more.

Take the long way.

The best parts of the trip are usually the ones you didn't plan.

Apr 17 – May 1, 2026

Annual Greenwich Music Festival

Greenwich

Eight Performances, 20 acclaimed artists, classics old and new.

Find your way.

There's no single right route, just the one that fits you.

May 7 – May 10, 2026

29th Annual Bluegrass Festival

Preston

One of the best family bluegrass festivals in the region with over 30 hours of…

Pause when it feels right.

Some stops aren't on the map, but they're worth taking.

May 14 – May 17, 2026

27th Annual Sea Music Festival

Groton

One of the world's premier maritime music events, featuring workshops, concerts by world-famous musicians.

Take the detour.

The extra miles are often where the story begins.

May 15 – May 15, 2026

Connecticut Early Music Festival

East Lyme

Guy Whatley, an internationally renowned British organist plays a program which includes Tudor organ music.

Start early. Stay late.

The edges of the day tend to hold the best experiences.

May 16 – May 25, 2026

Norfolk Chamber Music Festival

Norfolk

The Music Shed at the Stoeckel Estate has been a focal point in the musical…

Keep it easy.

The best days usually come without pressure or overplanning.

May 29 – May 29, 2026

Connecticut Early Music Festival

Groton

The glory of Versailles at the end of the 17th century is reflected in intimate…

Keep moving.

Even slow progress opens up new places and perspectives.

May 29 – May 31, 2026

14th Annual Hot Steamed Jazz Festival

Essex

Traditional jazz, ragtime, and dixieland bands perform in various places on the grounds of the…

Follow what feels interesting.

Curiosity is usually a better guide than a strict plan.

May 30 – May 30, 2026

RevitalArts Kickoff Concert

Stratford

The Kickoff Concert on the Green was started in 2008 to bring together local musicians…

Stop when something catches your eye.

Those moments tend to matter more than the planned ones.

Jul 11 – Jul 25, 2026

25th Annual New Haven Jazz Festival

New Haven

Known to bring a round-up of finger-snapping, foot-tapping, Grammy award-winning performances to the historic Green.

More road, less rush.

There's no need to hurry through something worth experiencing.

Jul 11 – Jul 11, 2026

Annual Great Connecticut Traditional Jazz Fest

Cromwell

Music provided by top bands from around the world. Jump, jam, swing and sway to…

A place to slow down.

Not every stop needs to be busy to be worth your time.

Jul 24 – Jul 26, 2026

Annual Litchfield Jazz Festival

Goshen

World class jazz in a festival setting with arts and crafts, great food and drink.…