between the river and Route 9

Greater Middletown · weekend of September 25, 2026

Wine Fest, tree walks, and 37 candles

It's a weekend for wandering, whether that's through wine glasses at The 1851 or under the canopy at Indian Hill Cemetery. Buttonwood Tree turns 37 and wants you at the party. Let's get into it.

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Plus storytime on the Green, a kids' collage workshop, and a pub mixtape night, all below.
All Weekend Long
🎉 Celebrating 37 Years The Buttonwood Tree Performing Arts Center on Pleasant Street throws itself a birthday party this weekend, marking 37 years as a fixture for local arts. It's a fundraiser, so showing up counts as a gift.
Friday
🎸 Trinity Stage Presents Brian Dolzani
Brian Dolzani opens the Music on Main fall concert series at Church of the Holy Trinity, mixing his own songs with a Neil Young tribute set billed as 'The Loner.'
Church of the Holy Trinity · Friday, September 25 · 7:00 PM
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👨‍👩‍👧‍👦 Farmers Market Storytime
Storytime sets up right on the Union Green while the Farmers Market bustles nearby. Bring a blanket and let the books and rhymes carry the morning.
Union Green at Russell Library · Friday, September 25 · 10:30 AM
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Saturday
🍷 Wine Fest
The 1851 hosts a Wine Fest, a good excuse to sample your way through the afternoon with friends and call it plans.
The 1851 · Saturday, September 26 · 3:00 PM
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🌲 Tree Identification Walk with Arborist John Kehoe
Arborist John Kehoe leads a walk through Indian Hill Cemetery, pointing out what's growing among the historic stones and how to tell one tree from another.
Indian Hill Cemetery · Saturday, September 26 · 10:00 AM
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🎨 Collage Workshop for Kids
Kids rip, snip, and paste their way to collage masterpieces at the library. There's no right way to do it, just imagination and glue.
Activity Room at Russell Library · Saturday, September 26 · 2:00 PM
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Sunday
👨‍👩‍👧‍👦 Storytime at RJ Julia
The bookstore pulls out picture books and classic tales for an interactive storytime that's easy to build a Sunday morning around.
RJ Julia bookstore · Sunday, September 27 · 11:00 AM
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🎶 Mixtape Match
1741 Pub and Grill in Middlefield turns Sunday evening into a music matching game, a fun low-key way to close out the weekend.
1741 Pub and Grill · Sunday, September 27 · 6:00 PM
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In Case You Missed It
🚧 ROADS: Public Works Updates New signs with QR codes are going up next to active Public Works sites so you can scan for the latest on each project. Next time you hit a cone near a dug-up street, your phone can tell you what's actually going on.
🍃 GOOD NEWS: Free Tobacco Cessation Classes The Middletown Health Department is offering eight sessions of free classes for anyone looking to quit. If you've been meaning to quit, someone in town just made it easier and free.