# Things to do in Bridgeport this weekend (Oct 23–25, 2026)

41 events around Bridgeport, picked by Thursday Drop. Updated 2026-10-24T19:22:27.295Z. Web version: https://thursdaydrop.io/email/bridgeport

## Forecast

- Fri: 62°F, Sunny
- Sat: 62°F, Cloudy
- Sun: 63°F, Sunny

## Pick of the week

- **The Music Of Phish For Kids + More**: Sat, Oct 24 · 12pm · Garcia's at The Capitol Theatre, Port Chester · See tickets. \*NO BIRTHDAY PARTIES ALLOWED UNLESS BOOKED AT LEAST 1 WEEK IN ADVANCE.\* Email events@thecapitoltheatre.com to inquire about booking a RRPH party or call 914-934-9362. All party… [Details](https://thursdaydrop.io/r/7cd65d304435cae3?m=bridgeport&c=seo)

## Live Music

- **The Living Tombstone**: Sat, Oct 24 · 8pm · College Street Music Hall, New Haven · See tickets [Details](https://thursdaydrop.io/r/55ee32c25cace01e?m=bridgeport&c=seo)
- **Trombone Shorty & Orleans Avenue**: Sat, Oct 24 · 8pm · The Capitol Theatre, Port Chester · See tickets. 18+ unless accompanied by a parent or legal guardian. Children under 10 years of age are not permitted. Must be 21+ with a valid ID to consume alcohol. [Details](https://thursdaydrop.io/r/8a90816130ba7daa?m=bridgeport&c=seo)
- **AJ McLean presents Alexander James: The Better Man Tour**: Sun, Oct 25 · 7:30pm · The Paramount in concert with Northwell, Huntington · See tickets [Details](https://thursdaydrop.io/r/d67ad9263f71a03a?m=bridgeport&c=seo)

## Family & Kids

- **Bridgeport P.A.L 4th annual car show & trunk or treat**: Sat, Oct 24 · Trumbull C.T, Bridgeport · See tickets [Details](https://thursdaydrop.io/r/d38dff185ef3d7be?m=bridgeport&c=seo)

## Outdoors & Sports

- **Sacred Heart Pioneers Men's Ice Hockey vs. Holy Cross Crusaders Mens…**: Sat, Oct 24 · 5pm · Martire Family Arena , Fairfield · See tickets [Details](https://thursdaydrop.io/r/2fd3604c43c1fda9?m=bridgeport&c=seo)
- **2026 Cheerfest**: Sun, Oct 25 · 3:30pm · Westchester County Center, White Plains · See tickets [Details](https://thursdaydrop.io/r/d54441722d280e5a?m=bridgeport&c=seo)
- **Halloween Glow in the Park**: Sat, Oct 24 · 4450 Park Ave, Bridgeport, CT, United States, Connecticut 06604 · See tickets [Details](https://thursdaydrop.io/r/2a04d424be5735b0?m=bridgeport&c=seo)

## Arts & Nightlife

- **Killers of Kill Tony**: Sat, Oct 24 · 8pm · Toyota Oakdale Theatre, Wallingford · See tickets [Details](https://thursdaydrop.io/r/fe80962974c7f7b6?m=bridgeport&c=seo)
- **The Price Is Right Live - Stage Show**: Sun, Oct 25 · 4pm · Flagstar at Westbury Music Fair · See tickets. Everyone needs a ticket regardless of age. Interested in VIP Membership and Premium Seating for our events? For information please visit our website by clicking the link below.… [Details](https://thursdaydrop.io/r/8b64efe10a80026c?m=bridgeport&c=seo)
- **Cabaret**: Sat, Oct 24 · 8pm · Theatre Three - NY, Port Jefferson · See tickets [Details](https://thursdaydrop.io/r/8f95138318cc87cc?m=bridgeport&c=seo)

## Free This Weekend

- **Brunch: The Kenn Morr Duo**: Sat, Oct 24 · 12pm · Daryl's House, Pawling · Free. Enjoy brunch with free live music from 12-2pm.Make your reservations online. If you have any questions, please call the club for additional assistance at 845-289-0185Large groups… [Details](https://thursdaydrop.io/r/9da9761dc0f67c78?m=bridgeport&c=seo)

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