# Festivals in Windsor, ME 2026 | Culture & Street Fairs

- **Subtitle**: Your guide to festivals in Windsor, Maine 2026 — cultural celebrations, street fairs and food festivals. Find dates, locations and what to expect.
- **Category**: Festivals
- **Type**: category

## Audience

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## About

The best things to do in the world include attending top-notch festivals in Windsor. Be it a rocking music festival or scrumptious food festival in Windsor, you will have a gala time of your life with a few of your close friends or your family. With the best of fun, entertainment, and food, the experience in festivals lets the enthusiasts immerse in the local culture and vibe. Ranging from the biggest outdoor beach parties to crazy music festivals, the festivals fall under various categories to suit everybody’s tastes. If you are looking for the best events and festivals in Windsor listed on one platform - we have you covered.

Immerse yourself in the mega dance festivals, electrifying music festivals, theatre & film festivals, quirky local festivals and more with us!

## Festivals Events in Windsor

- **Event Name**: MAINE SIRE STAKE RACING 3-YEAR-OLD PACING COLTS
  - **Description**: Join us at the Windsor Fair Grounds! Today's live Harness racing will include the Maine Sire Stakes 3-year-old pacing colts. Bring the family and your friends and cheer on our Maine bred colts.
  - **Interested Audience**:
    - Count: 8
  - **Date**: Sun Sep 06 2026 at 01:00 pm (-04:00)
  - **Event URL**: https://allevents.in/windsor/maine-sire-stake-racing-3-year-old-pacing-colts/200030176188102
  - **Venue**: Windsor Fair
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZjFiMDMzMzRmODUwMjc2ODhmYTUwZmRkOTAyYzU1MjU1NjY1YzBhNTI2ZDRkYjcyNmU0Yzc3ZjFhMmI1NjY1Mi1yaW1nLXc2NzUtaDgyNi1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzQ0NzI0NQ.avif
  - **Categories**: sports
- **Event Name**: MAINE SIRE STAKE RACING 2-YEAR-OLD PACING FILLYS
  - **Description**: Friday racing! Join us at the Windsor Fair. Today's live Harness racing will include the Maine Sire Stakes 2-year-old pacing fillys. Bring your family and your friends and cheer on our youngest Maine bred pacing fillys.
  - **Interested Audience**:
    - Count: 174
  - **Date**: Fri Sep 04 2026 at 02:00 pm (-04:00)
  - **Event URL**: https://allevents.in/windsor/maine-sire-stake-racing-2-year-old-pacing-fillys/200030202791243
  - **Venue**: Windsor Fair
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9mM2FkYjM5MzE0ZTlhODcyYjA4MjU5ZWI4YzYyYTZlMTI4ZjZiOTU2MTkwZTdhNWVkYTZlMjVlZWMxZGY5ZGZhLXJpbWctdzY3NS1oODI2LWRjZjhmOGY4LWdtaXI_dj0xNzg4MjcxMTcx.avif
  - **Categories**: sports
- **Event Name**: MAINE SIRE STAKE RACING 2 & 3-YEAR-OLD TROTTERS
  - **Description**: Twice as nice! Join us at the Windsor Fair Grounds! Today's live Harness racing will include the Maine Sire Stakes 2 & 3-year-old trotting colts & fillys. Bring the family and your friends and cheer on our Maine bred horses.
  - **Interested Audience**:
    - Count: 3
  - **Date**: Tue Sep 01 2026 at 02:00 pm (-04:00)
  - **Event URL**: https://allevents.in/windsor/maine-sire-stake-racing-2-and-3-year-old-trotters/200030202791143
  - **Venue**: Windsor Fair
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy81ZWQyNDlmNzI4ZjdlMjEwZmM2MTg1Y2JhNDFlYWIzMWJkY2NlNmFhOGUxZGYxNTJjZDIxN2MyMjM2MDc2MDYyLXJpbWctdzY3NS1oODI2LWRjZjhmOGY4LWdtaXI_dj0xNzg3MDc5MTE1.avif
  - **Categories**: sports

## Trending Events in Windsor

- **Event Name**: 104th Annual Windsor Harvest Festival
  - **Description**: 104th annual Windsor Harvest Festival, featuring over 250 booths, concert Saturday night, parade Monday morning. Pie eating contest and lots of entertainment and kids rides and games
  - **Venue**: 300 Locust St, Windsor, CO
  - **Banner**: https://cdn-az.allevents.in/events1/banners/d6372188b74e1b7c9f8125440a95f9f1b82768f9908e27eb486184bd6ea2ccdf-rimg-w1200-h900-dc182828-gmir?v=1787391540
- **Event Name**: Gamba's 125 Year Celebration
  - **Description**: Join us for Gamba’s 125 Year Celebration, celebrating the anniversary of our historic MCM Vineyard!About this EventJoin Us for Gamba's 125 Year Celebration!You are cordially invited to join the Gamba Family i
  - **Venue**: Gamba Vineyards & Winery
  - **Banner**: https://cdn-az.allevents.in/events7/banners/2354539a78e09a09fa7f88c64a46337d4f64e559756245aedc2ed149af185101-rimg-w1200-h800-dcc4d4eb-gmir.jpg?v=1777449776
- **Event Name**: 13th Annual Windsor Chili Cook Off
  - **Description**: 🌶️ Ready to spice up Windsor? 🌶️

The countdown is on for the 13th Annual Windsor Chili Cook-Off on Saturday, September 12 at the Windsor Town Green—and we're looking for YOU!

🔥 Cook-Off Teams: Think your chili has what it takes? Enter Traditional, Homes
  - **Venue**: Windsor, California
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- **Event Name**: The Band Perry, Dillon Carmichael in Windsor
  - **Description**: 🎶 Don't Miss this Out! Dillon Carmichael is Live at Hoedown Hill on Saturday, September 19, 2026! 🎶
This is your moment. Dillon Carmichael is hitting Hoedown Hill on Saturday, September 19, 2026, an
  - **Venue**: Hoedown Hill
  - **Banner**: https://cdn-az.allevents.in/events2/banners/b901e6d0-8619-11f1-9a9e-39ca0151cd66-rimg-w1200-h675-dc030303-gmir.webp?v=1784758046
- **Event Name**: EPIC Back-2-School Event
  - **Description**: Get ready Sonoma County — the EPIC Back to School Event is happening Saturday, September 19, 2026 at 1PM at Windsor High School!

This is the first of its kind fundraiser for Every 15 Minutes, with a huge focus on not driving impaired, e-bike safety, and
  - **Venue**: Windsor High School Jaguar Athletics
  - **Banner**: https://cdn-az.allevents.in/events6/banners/675e57326a229027263a82d4cb65c4c553212c3c7e21e497ae50ee7bb64b8f8a-rimg-w942-h2048-dc181818-gmir?v=1788003759
- **Event Name**: Sunday Yoga in the Vineyards
  - **Description**: Start your Sunday chill with some fresh air and rejuvenating yoga flows surrounded by grapevines and good vibes.About this EventJoin us for a rejuvenating yoga or Pilates session amidst the picturesque vineyards at Bricol
  - **Venue**: Bricoleur Vineyards
  - **Banner**: https://cdn-az.allevents.in/events8/banners/bf4b7e7fcfdae70e14682bd65ab8bea8a5d50724dedff6010956721f7f356949-rimg-w1200-h900-dc75787a-gmir.jpg?v=1777381515
- **Event Name**: Bill Hamilton Memorial Truck & Tractor Pull
  - **Description**: The annual Truck & Tractor pull is a must attend family event! 2026 Pull is the second annual pull in memory of Bill Hamilton. This years pull is put on by the MSTPA. This family tradition concludes a weekend of SeptemberFest activities annually on La
  - **Venue**: Windsor Rodeo Grounds
  - **Banner**: https://cdn-az.allevents.in/events9/banners/bb8126550e7485e711e85f5ecaf31f1c70b8ed5338910d2edc027185ab0c43b2-rimg-w1200-h800-dc080808-gmir?v=1787590022
- **Event Name**: VERMONT FOOD & MUSIC FESTIVAL
  - **Description**: Welcome to the Vermont Food & Music Festival

Set at the base of Mt. Ascutney, this is a gathering rooted in Vermont—its farms, its people, and the way we come together around food and music. No spectacle, no shortcuts—just honest cooking, thoughtful
  - **Venue**: 449 Ski Tow Rd, West Windsor, VT 05037-3005, United States
  - **Banner**: https://cdn-az.allevents.in/events6/banners/c302ae2e1e945702081edcfa5d91c1e84c29246a3a6862efdbf65be7851af177-rimg-w1080-h1920-dc181818-gmir?v=1787521027
- **Event Name**: West Windsor Bike Fest (2026)
  - **Description**: BIKE FEST IS BACK!

Bring your bike and enjoy a time-honored, family-friendly tradition. Including several adult rides and kids' rides alike, as well as many other activities. Each route has a different start time. Volunteer-organized* and sponsored by We
  - **Venue**: West Windsor Community Park
  - **Banner**: https://cdn-az.allevents.in/events9/banners/c4a652ff606d773a74ff2af009d78f2205470014685996f3f7d687d388d6ceb9-rimg-w1200-h800-dcf8f8f8-gmir?v=1787093820

## Browse Festivals Events by Date

- [Festivals Events Today in Windsor](https://allevents.in/windsor/festivals--today)
- [Festivals Events This Weekend in Windsor](https://allevents.in/windsor/festivals--this-weekend)
- [Festivals Events in September in Windsor](https://allevents.in/windsor/festivals--september)
- [Festivals Events in October in Windsor](https://allevents.in/windsor/festivals--october)

## FAQs

- **Q**: What are the top Festivals events in Windsor?
  - **A:** MAINE SIRE STAKE RACING 3-YEAR-OLD PACING COLTS (Sun Sep 06 2026 at 01:00 pm at Windsor Fair), MAINE SIRE STAKE RACING 2-YEAR-OLD PACING FILLYS (Fri Sep 04 2026 at 02:00 pm at Windsor Fair), MAINE SIRE STAKE RACING 2 & 3-YEAR-OLD TROTTERS (Tue Sep 01 2026 at 02:00 pm at Windsor Fair).
- **Q**: What Festivals events are happening in Windsor today September 01, 2026?
  - **A:** MAINE SIRE STAKE RACING 2 & 3-YEAR-OLD TROTTERS (Tue Sep 01 2026 at 02:00 pm at Windsor Fair).
- **Q**: What Festivals events are happening in Windsor this weekend September 4–6, 2026?
  - **A:** MAINE SIRE STAKE RACING 3-YEAR-OLD PACING COLTS (Sun Sep 06 2026 at 01:00 pm at Windsor Fair).
- **Q**: What Festivals events are happening in Windsor in September 2026?
  - **A:** MAINE SIRE STAKE RACING 3-YEAR-OLD PACING COLTS (Sun Sep 06 2026 at 01:00 pm at Windsor Fair), MAINE SIRE STAKE RACING 2-YEAR-OLD PACING FILLYS (Fri Sep 04 2026 at 02:00 pm at Windsor Fair), MAINE SIRE STAKE RACING 2 & 3-YEAR-OLD TROTTERS (Tue Sep 01 2026 at 02:00 pm at Windsor Fair).
- **Q**: How can I find Festivals events in Windsor?
  - **A:** You can discover upcoming Festivals events in Windsor on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Festivals events in Windsor?
  - **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 Festivals events in Windsor?
  - **A:** Some popular venues hosting Festivals events in Windsor include Windsor Fair.
- **Q**: Who are the top organizers for Festivals events in Windsor?
  - **A:** Popular organizers hosting Festivals events in Windsor include Maine Standardbred Breeders and Owners Association.
- **Q**: Are there any online Festivals events available?
  - **A:** Yes, many Festivals 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 Festivals events in Windsor?
  - **A:** Follow the Festivals category on AllEvents.in to get notified when new Festivals events are listed in Windsor.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/6e/5415e403f74b77938c0695ac11464e/Festival.jpg

## Festivals from nearby cities

- [Festivals in Jefferson](https://allevents.in/jefferson-me/festivals)
- [Festivals in Augusta](https://allevents.in/augusta-me/festivals)
- [Festivals in Gardiner](https://allevents.in/gardiner/festivals)
- [Festivals in Vassalboro](https://allevents.in/vassalboro/festivals)