# Events & Things To Do In Middlebury, CT This Weekend | May 1-3, 2026| AllEvents

- **Subtitle**: Middlebury, Connecticut is a city full of experiences, activities and events. Explore some of the best things to do in Middlebury, 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+
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## Featured Events

- **Event Name**: Pop Shop Market Pre-Mother’s Day Shopping Event - Westport
  - **Description**: Pop Shop Market is bringing its signature elevated shopping experience to Westport with a special Pre-Mother’s Day Weekend Event, featuring a thoughtfully curated pop-up event spotlighting small local businesses.The
  - **Date**: Sat, 02 May at 10:00 am – Sat, 02 May at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/westport/pop-shop-market-pre-mother’s-day-shopping-event-westport-tickets/80002561101982
  - **Venue**: Westport Museum for History and Culture
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2OWVlZWE4MTY0YjQ4LmpwZw.avif
  - **Price**: min: 0, max: 0, currency: USD
  - **Categories**: shopping, pop-ups, business

## 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 Middlebury

- **Event Name**: Continuity of Care Connection Event
  - **Description**: In light of some upcoming changes in mental health care across the greater Waterbury area, we want to make sure our community feels supported and not left navigating this alone.

The Thrive Center is hosting a Continuity of Care Connection Event for commu
  - **Date**: Fri May 01 2026 at 02:00 pm – Fri May 01 2026 at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/middlebury/continuity-of-care-connection-event/200029999503332
  - **Venue**: 900 Straits Turnpike Suite C107 , Middlebury, CT, United States, Connecticut 06762
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy82M2NhODRiNjkwZGQzYzY4YTM1YjVmOGVhYzA0NWE0OWFkODJmNTNmNjJhNGFkOWJkNGQ1MTk4ZTdkNWRjNDA1LXJpbWctdzQ1Mi1oNjczLWRjZjhmMmViLWdtaXI_dj0xNzc3NDUwODky.avif
  - **Categories**: health-wellness

## Trending Events in Middlebury

- **Event Name**: 2026 Cruise-In: Season Kick-Off!
  - **Description**: Join us as we start another exciting season of Classic Car Cruise-Ins! Whether you're a classic car owner or a car enthusiast - this event is for you! Registration for classic cars is completely free and includes a chance to win giveaway prizes.

Come hun
  - **Venue**: 240 U.S. 20, Middlebury, IN, United States, Indiana 46540
  - **Banner**: https://cdn-az.allevents.in/events4/banners/d80dc1d6950e219a6c7726bd347dc7f488de15bea0fa4ccbfba053bd77b7e1d6-rimg-w1200-h800-dc171b14-gmir?v=1777112684
- **Event Name**: MIddlebury Strawberry Festival
  - **Description**: Join us for the Annual Middlebury Strawberry Festival! More details to come!
  - **Venue**: 1242 Whittemore Rd, Middlebury, CT
  - **Banner**: https://cdn-az.allevents.in/events5/banners/3c9e5b3b7614ec9359dabf9f427a6b1e75478b1893f77ce30d26b54c20be56d1-rimg-w1164-h560-dcea1f25-gmir?v=1777382461
- **Event Name**: The Whateverly Brothers at Middlebury Summer Festival
  - **Description**: Come to the 57th Annual Middlebury Summer Festival. Gather your family to reconnect with old friends and make new ones while enjoying live music, delicious festival fare, artisan crafts, children’s activities, and much more! Featuring the largest small-to
  - **Venue**: Memorial Park, Middlebury, IN
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- **Event Name**: Classic Car Cruise-In
  - **Description**: Join us at the Essenhaus Lawn for our Classic Car Cruise-Ins, happening every Thursday evening starting at 4:30pm, from May through September! Come hungry - we'll have milkshakes & smoothies flowing along with burgers, hot dogs, and brats hot and read
  - **Venue**: 240 U.S. 20, Middlebury, IN, United States, Indiana 46540
  - **Banner**: https://cdn-az.allevents.in/events5/banners/306d1eb9f8ec38531e588fdb246d6abfa394db00a7d1211d02f1d44cd5f758b8-rimg-w1200-h800-dc455f33-gmir?v=1777204928
- **Event Name**: EQU Media’s Auto Fest
  - **Description**: 🔥 EQU Media’s Auto Fest 🔥

Get ready for a next-level experience — this is NOT your typical car meet.

📅 Event Dates:
• May 16th
• August 15th
• October 3rd

🏎️ What to Expect:
• A curated lineup of high-end vehicles
• Live DJ
• BBQ truck + Taco truck 🌮🔥
  - **Venue**: MJ Trailers INC.
  - **Banner**: https://cdn-az.allevents.in/events9/banners/6da738a502c581c021ff298e8230f4928d18eeb97bfe5224d35d20f8d7a677ca-rimg-w928-h1151-dc303031-gmir?v=1777204928
- **Event Name**: A Fleetwood Mac Candlelight Experience In Middlebury, CT - Saturday, May 30th
  - **Description**: Lumos offers enchanting concert experiences that pay tribute to world-renowned artists. We’ve teamed up with extraordinary venues and iconic locations globally to create performances that are truly magical ✨.
Now, we’re bringing this unforgettable experie
  - **Venue**: Middlebury Congregational Church
  - **Banner**: https://cdn-az.allevents.in/events6/banners/60710470-43bf-11f1-9cf3-0f2aa7c59aa8-rimg-w1200-h747-dc150603-gmir.jpg?v=1777462466
- **Event Name**: Market Under the Lights
  - **Description**: Purchase tickets here: https://bit.ly/4sk0aSY

Join all of us at The Mill on Saturday, September 26th from 2-8pm for a dreamy evening market event, featuring live music, + our favorite handmade, boutique, and vintage vendors from the area, along with some
  - **Venue**: The Mill
  - **Banner**: https://cdn-az.allevents.in/events4/banners/3777665a568584f508a530a520771c21a9893af77f6d95ca3ef0fc2f3d8a7a45-rimg-w1200-h628-dce0dcd9-gmir?v=1777241925
- **Event Name**: 2026 Pumpkinvine Classic
  - **Description**: Save the Date:  Pumpkinvine Classic
Saturday, September 12

The Pumpkinvine Classic is back and celebrating its 25th year. Riders will gather and depart from Das Dutchman Essenhaus for a memorable day riding through Northern Indiana’s beautiful, rolling f
  - **Venue**: Das Dutchman Essenhaus
  - **Banner**: https://cdn-az.allevents.in/events6/banners/12e7df8d1cd7f3cda740cf76488a3c85685a2070c544cb338ca3d421c75f409e-rimg-w1200-h527-dcf5f4f1-gmir?v=1776180250
- **Event Name**: Middlebury Festival on the Green
  - **Description**: The line-up for the July 12-18th festival is posted-!
https://www.festivalonthegreen.org/this-years-performers
  - **Venue**: 3 Main Street, Middlebury, VT, United States, Vermont 05753
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## Browse Weekend Events by Date

- [Weekend Events Today in Middlebury](https://allevents.in/middlebury/this-weekend--today)
- [Weekend Events This Weekend in Middlebury](https://allevents.in/middlebury/this-weekend--this-weekend)
- [Weekend Events in April in Middlebury](https://allevents.in/middlebury/this-weekend--april)
- [Weekend Events in May in Middlebury](https://allevents.in/middlebury/this-weekend--may)

## FAQs

- **Q**: What are the top Weekend events in Middlebury?
  - **A:** Continuity of Care Connection Event (Fri May 01 2026 at 02:00 pm at 900 Straits Turnpike Suite C107 , Middlebury, CT, United States, Connecticut 06762), Pop Shop Market Pre-Mother’s Day Shopping Event - Westport (Sat, 02 May at 10:00 am at Westport Museum for History and Culture).
- **Q**: What are the top free Weekend events in Middlebury?
  - **A:** Pop Shop Market Pre-Mother’s Day Shopping Event - Westport (Sat, 02 May at 10:00 am at Westport Museum for History and Culture).
- **Q**: What Weekend events are happening in Middlebury this weekend May 1–3, 2026?
  - **A:** Pop Shop Market Pre-Mother’s Day Shopping Event - Westport (Sat, 02 May at 10:00 am at Westport Museum for History and Culture).
- **Q**: How can I find Weekend events in Middlebury?
  - **A:** You can discover upcoming Weekend events in Middlebury 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 Middlebury?
  - **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 Middlebury?
  - **A:** Some popular venues hosting Weekend events in Middlebury include 900 Straits Turnpike Suite C107 , Middlebury, CT, United States, Connecticut 06762, Westport Museum for History and Culture.
- **Q**: Who are the top organizers for Weekend events in Middlebury?
  - **A:** Popular organizers hosting Weekend events in Middlebury include The Thrive Center for Hope and Healing LLC, Popshop Market.
- **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 Middlebury?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Middlebury.

## Category Banner

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