# Events & Things To Do In Thomaston, CT This Weekend | May 29-31, 2026| AllEvents

- **Subtitle**: Thomaston, Connecticut is a city full of experiences, activities and events. Explore some of the best things to do in Thomaston, Connecticut this weekend and make your Friday, Saturday and Sunday full of fun and excitement.
- **Category**: Weekend
- **Display Name**: Events this weekend
- **Type**: time_filter

## Audience

- **Followers**: 20.7k+
- **Recent Followers**: 
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## Featured Events

- **Event Name**: Prom for Mom! - 80's 90's 00's
  - **Description**: Due to an OVERWHELMING DEMAND from last year's Prom.... Prom for Mom is COMING BACK to the Aqua Turf in Plantsville for another EPIC night of nostalgia!Grab your date
  - **Date**: Fri, 29 May at 07:00 pm – Fri, 29 May at 11:00 pm (-04:00)
  - **Event URL**: https://allevents.in/southington/prom-for-mom-80s-90s-00s-tickets/80003580959720
  - **Venue**: Aqua Turf Club
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2OTZlMGE1OWMxMGQ0LmpwZw.avif
  - **Price**: min: 69, max: 69, currency: USD
  - **Categories**: parties, food-drinks, entertainment
- **Event Name**: Pop Shop Spring Market on Milford Green
  - **Description**: PopShop is returning to the Milford Green to kick off the BEST season in our favorite coastal town! ☀️🌊🛍️Join us Saturday 5/30 from 10AM–4PM as over 50 incredible vendors pop up with curated finds, local favorites, fashion, accessor
  - **Date**: Sat, 30 May at 10:00 am – Sat, 30 May at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/milford/pop-shop-spring-market-on-milford-green-tickets/80002647681253
  - **Venue**: Milford Green
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  - **Price**: min: 0, max: 0, currency: USD
  - **Categories**: shopping, flea

## About

Weekends become special if you know how to make the most out of it. There are a lot of fun things to do and events in [CITY] this weekend for you to explore.

Make your weekends memorable. Check out all upcoming weekend events in [CITY].

## Weekend Events in Thomaston

- **Event Name**: Torrington Express
  - **Description**: 🚂 All Aboard the Torrington Express! Debuting this April 25th, is our newest train ride! The Torrington Express! For the first time ever, ride to Torrington aboard our brand-new Hi-Level train cars!

This 4-hour journey takes you through the beautiful Nau
  - **Date**: Sat May 30 2026 at 10:00 am – Sat May 30 2026 at 01:00 pm (-04:00)
  - **Event URL**: https://allevents.in/thomaston/torrington-express/200030078879215
  - **Venue**: PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNDQzN2FlNTNkM2I2MjU0NTAyMWQ0YjY2Y2VlYmM1NDg1NWQ0YzJhYWE4ZWY1NzNkMTFiYTVkY2QzYmViNDkzYi1yaW1nLXcxMjAwLWg2MzAtZGMwMTAxMDEtZ21pcj92PTE3NzkyOTY0NzU.avif
- **Event Name**: The Chocolate Decadence Tour
  - **Description**: Wine, chocolate, and a scenic train ride? Yes, please. 🍫🚂 The award-winning Chocolate Decadence Tour returns April 25 with the Railroad Museum of New England. Enjoy a relaxing ride through the Naugatuck Valley paired with decadent chocolate tastings, wine
  - **Interested Audience**:
    - Count: 5
  - **Date**: Sat May 30 2026 (-04:00)
  - **Event URL**: https://allevents.in/thomaston/the-chocolate-decadence-tour/200029959439218
  - **Venue**: PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9mZGVhOGE4NzVlZDcyNDY2NGEzZmU0YTk3MDQ2M2Q0NjljMzY5MWY5MDMzNTk5ZTYxNDc2ZjQxYTE3YzNiZTQyLXJpbWctdzEyMDAtaDYzMC1kYzYwMzAyYi1nbWlyP3Y9MTc3NjQzMTgzNw.avif
- **Event Name**: Crabby Al's
  - **Description**: Reckless Rodeo live!
  - **Date**: Fri May 29 2026 at 08:00 pm (-04:00)
  - **Event URL**: https://allevents.in/thomaston/crabby-als/200030078881122
  - **Venue**: Crabby Al's
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8zZTdmNGYyMWIwOGExYTEyZTMwMDRjZDM5OWI5MmU0OTFjZGE5NWRlYTQ1ZGQ3ZDg3YmMzMzM3NmMzMmQ2MzY0LXJpbWctdzEyMDAtaDEzOTYtZGMyZTJkNDctZ21pcj92PTE3NzkyOTY0ODI.avif
- **Event Name**: Matt Sherwood Rideout
  - **Description**: Bike Rideout – Celebration of Life for Matthew Sherwood

Date: Sunday, May 31st, 2026
Meet Up Time: 2:00 PM
Ride Out Time: 3:00 PM

Meet Up Location:
Public Parking Lot
21 Pleasant St, Thomaston, CT

Ride Destination:
Barkhamsted

Respect the Spot – Respe
  - **Interested Audience**:
    - Count: 10
  - **Date**: Sun May 31 2026 at 02:00 pm – Sun May 31 2026 at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/thomaston/matt-sherwood-rideout/200030096479601
  - **Venue**: Thomaston, Connecticut
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy82MjBlMjMzODNlZTQ4MjlhMmVmN2U0ZjFjMThkYTM2ZmJjNGFlYjM5MzI3YmJjNDdkYmE3YzllOTRlNjdlZmM2LXJpbWctdzEwNTQtaDE0OTItZGMwMzAzMDYtZ21pcj92PTE3Nzk4NzY2Mzg.avif
  - **Categories**: meetups
- **Event Name**: Matthew Sherwood Rideout
  - **Description**: Join us in a ride out in honor of Matt Sherwood to Barkhamsted.

Last month we unfortunately lost Matt in a motorcycle accident. He was a kind sole loved and known by many people. His love for motorcycles and cars was deep. He was a Buisness owner with hi
  - **Date**: Sun May 31 2026 at 02:00 pm – Sun May 31 2026 at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/thomaston/matthew-sherwood-rideout/200030145526820
  - **Venue**: 21 Pleasant Street Thomaston CT
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZDU1MGQwOTdiZWViNzhlYTc1NTQxODdlNzUwOTI2ZDZmODNkYTlhZWM0NzcyNjlhMzRkNmI0YzY4ODU2NDg5Yy1yaW1nLXcxMDU0LWgxNDkyLWRjMDMwMzA2LWdtaXI_dj0xNzc5OTMxNjk5.avif
  - **Categories**: Meetups

## Trending Events in Thomaston

- **Event Name**: Thomaston’s Independence Day Celebration
  - **Description**: The Thomaston 4th of July Celebration is a cherished community tradition that brings residents and visitors together to honor Independence Day with small-town pride and spirit.
Presented by the Thomaston 4th of July Volunteers with support from the Town o
  - **Venue**: 13 Valley Street, Thomaston, ME
  - **Banner**: https://cdn-az.allevents.in/events8/banners/d3fe8433ea7f6c39d69cfe7c5b68e3d3ad7b5c0463831bbe69b7f81738327f54-rimg-w1080-h1080-dcffffff-gmir?v=1779082967
- **Event Name**: Freedom Fest 2026
  - **Description**: Thomaston's 9th Annual Freedom Fest celebrating America's 250 Anniversary! Join in the fun with a free kids' play zone with FUN ZONE 706, the splash pad, hot dog and sundae eating contests, live music with Montgomery Pike and Full Circle Band, arts &
  - **Venue**: Greatest Generation Memorial Park
  - **Banner**: https://cdn-az.allevents.in/events7/banners/a535232c7f6119763e35f864c7337684fad25ec337fadd895f31f003f916fea0-rimg-w1200-h675-dc06050d-gmir?v=1779280134
- **Event Name**: Color Me Cured
  - **Description**: 🎨🌈 COLOR ME CURED 2026 🌈🎨

Get ready to walk, run, dance, and get COVERED in color — all for an amazing cause! 💙

Join us on Saturday, September 12, 2026, in Thomaston, Maine for the 14th Annual Color Me Cured, a fun-filled color run/walk benefiting Break
  - **Venue**: Town of Thomaston, Maine
  - **Banner**: https://cdn-az.allevents.in/events5/banners/41b5da502be9cee1a0179ad141c5efad3fd03572984c05f02fb25bdd39069fa7-rimg-w851-h315-dcffffff-gmir?v=1779445195
- **Event Name**: Flint River Poker Float
  - **Description**: Join the T-U Chamber of Commerce for the 16th Annual Flint River Poker Float. Grab your kayak or canoe and meet us at Sprewell Bluff Park. You will sign in to get your ticket pack. Before putting in the river, you will draw your first poker card and have
  - **Venue**: Sprewell Bluff Park
  - **Banner**: https://cdn-az.allevents.in/events4/banners/c6978ef152dd44b36b50834330a3bdf383848d594f908ed10f98d1e2a6f41dbc-rimg-w1200-h676-dcffffff-gmir?v=1779566669
- **Event Name**: NecroDancer  VI - Hot Hill Rises
  - **Description**: NecroDancer – Hot Hill Rises: A scandalous Halloween burlesque bash with costumes, prizes, photo booth and late-night dancing.About this EventBlack Garter Revue presentsNecroDancer – Hot Hill RisesThis Hallo
  - **Venue**: Hot Hill Tavern
  - **Banner**: https://cdn-az.allevents.in/events7/banners/f86b2ccac3413f1bd6ecef202417ed7e0ea85c0c048ae4f696a4d2ccdb076648-rimg-w1200-h826-dc030302-gmir.jpg?v=1771957260
- **Event Name**: Studio 69 - A Discotease
  - **Description**: Studio 69 – A Discotease: Glittering burlesque, costume contestwith prizes, photo booth, and dancing into the New Year.About this EventBlack Garter Revue presentsStudio 69 – A DiscoteaseThe ligh
  - **Venue**: Hot Hill Tavern
  - **Banner**: https://cdn-az.allevents.in/events2/banners/aa405820268c67fbab46851a50c46c0c0f4bb1ca49a3d0b5a9f9f5c864218ed0-rimg-w1200-h826-dc030302-gmir.jpg?v=1771957273
- **Event Name**: Torrington Express
  - **Description**: 🚂 All Aboard the Torrington Express! Debuting this April 25th, is our newest train ride! The Torrington Express! For the first time ever, ride to Torrington aboard our brand-new Hi-Level train cars!

This 4-hour journey takes you through the beautiful Nau
  - **Venue**: PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787
  - **Banner**: https://cdn-az.allevents.in/events10/banners/4437ae53d3b62545021d4b66ceebc54855d4c2aaa8ef573d11ba5dcd3beb493b-rimg-w1200-h630-dc010101-gmir?v=1779961264
- **Event Name**: The Chocolate Decadence Tour
  - **Description**: Wine, chocolate, and a scenic train ride? Yes, please. 🍫🚂 The award-winning Chocolate Decadence Tour returns April 25 with the Railroad Museum of New England. Enjoy a relaxing ride through the Naugatuck Valley paired with decadent chocolate tastings, wine
  - **Venue**: PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787
  - **Banner**: https://cdn-az.allevents.in/events6/banners/fdea8a875ed724664a3fe4a970463d469c3691f9033599e61476f41a17c3be42-rimg-w1200-h630-dc60302b-gmir?v=1776431837
- **Event Name**: Leave No One Behind - A Community Talent Show
  - **Description**: Join us for Leave No One Behind—a fun community talent show where everyone’s skills shine on stage!About this EventLeave No One Behind - A Community Talent Show🎤 GET READY THOMASTON and Middle GA!The Ro
  - **Venue**: Thomaston Civic Center
  - **Banner**: https://cdn-az.allevents.in/events9/banners/efb9af9483e4108125a31c3b9218f9cee2150078d5736cca2d2c07874077defa-rimg-w480-h720-dc4a4233-gmir.jpg?v=1779487508

## Browse Weekend Events by Date

- [Weekend Events Today in Thomaston](https://allevents.in/thomaston/this-weekend--today)
- [Weekend Events This Weekend in Thomaston](https://allevents.in/thomaston/this-weekend--this-weekend)
- [Weekend Events in May in Thomaston](https://allevents.in/thomaston/this-weekend--may)
- [Weekend Events in June in Thomaston](https://allevents.in/thomaston/this-weekend--june)

## FAQs

- **Q**: What are the top Weekend events in Thomaston?
  - **A:** Torrington Express (Sat May 30 2026 at 10:00 am at PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787), The Chocolate Decadence Tour (Sat May 30 2026 at PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787), Crabby Al's (Fri May 29 2026 at 08:00 pm at Crabby Al's), Matt Sherwood Rideout (Sun May 31 2026 at 02:00 pm at Thomaston, Connecticut), Matthew Sherwood Rideout (Sun May 31 2026 at 02:00 pm at 21 Pleasant Street Thomaston CT).
- **Q**: What are the top free Weekend events in Thomaston?
  - **A:** Pop Shop Spring Market on Milford Green (Sat, 30 May at 10:00 am at Milford Green).
- **Q**: What Weekend events are happening in Thomaston this weekend May 29–31, 2026?
  - **A:** Torrington Express (Sat May 30 2026 at 10:00 am at PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787), The Chocolate Decadence Tour (Sat May 30 2026 at PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787), Crabby Al's (Fri May 29 2026 at 08:00 pm at Crabby Al's), Matt Sherwood Rideout (Sun May 31 2026 at 02:00 pm at Thomaston, Connecticut), Matthew Sherwood Rideout (Sun May 31 2026 at 02:00 pm at 21 Pleasant Street Thomaston CT).
- **Q**: What Weekend events are happening in Thomaston in May 2026?
  - **A:** Torrington Express (Sat May 30 2026 at 10:00 am at PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787), The Chocolate Decadence Tour (Sat May 30 2026 at PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787), Crabby Al's (Fri May 29 2026 at 08:00 pm at Crabby Al's), Matt Sherwood Rideout (Sun May 31 2026 at 02:00 pm at Thomaston, Connecticut), Matthew Sherwood Rideout (Sun May 31 2026 at 02:00 pm at 21 Pleasant Street Thomaston CT).
- **Q**: How can I find Weekend events in Thomaston?
  - **A:** You can discover upcoming Weekend events in Thomaston on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Weekend events in Thomaston?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Weekend events in Thomaston?
  - **A:** Some popular venues hosting Weekend events in Thomaston include PO Box 400, 242 East Main St, Thomaston, CT, United States, Connecticut 06787, Crabby Al's, Thomaston, Connecticut.
- **Q**: What is the price range for Weekend events in Thomaston?
  - **A:** Prices for Weekend events in Thomaston range from USD 69 to USD 69. Many events also offer free entry.
- **Q**: Who are the top organizers for Weekend events in Thomaston?
  - **A:** Popular organizers hosting Weekend events in Thomaston include Railroad Museum of New England, Reckless Rodeo, Pryme Tyme Entertainment.
- **Q**: Are there any online Weekend events available?
  - **A:** Yes, many Weekend events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Weekend events in Thomaston?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Thomaston.

## Category Banner

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