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

- **Subtitle**: Winchester, Massachusetts is a city full of experiences, activities and events. Explore some of the best things to do in Winchester, Massachusetts 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**: A Grown-Up Book Fair & Swap
  - **Description**: Books and Brews Boston and An Unlikely Story are teaming up again for a grown-up book fair and swap at Trillium's Canton location! Just like last time bring a gently used book (or books) to swap, sip on one of Trillium's amazing beverages, and shop new
  - **Date**: Sun, 03 May at 11:00 am – Sun, 03 May at 01:00 pm (-05:00)
  - **Event URL**: https://allevents.in/canton/a-grown-up-book-fair-and-swap-tickets/80002665046782
  - **Venue**: Trillium - Canton
  - **Banner**: https://cdn2.allevents.in/transup/dc/947caeb59c4477a9af632a28dc5193/freepik__expand-the-image-without-distorting-the-image-__91365.png
  - **Price**: min: 10, max: 10, currency: USD
  - **Categories**: art, literary-art
- **Event Name**: Grown Up Book Fair and Swap
  - **Description**: We sold out the first session from 11:00-1:00 at Trillium on May 3rd.  We want to be sure our Bookies have a chance to swap so we have added a second session from 1:00-3:00. See you there!Books and Brews Boston and An Unlikely Story
  - **Date**: Sun, 03 May at 01:00 pm – Sun, 03 May at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/canton/grown-up-book-fair-and-swap-tickets/80003319828032
  - **Venue**: Trillium - Canton
  - **Banner**: https://cdn2.allevents.in/transup/61/cc99e11bca489791cff3bbbf44c6b5/freepik__resize-this-image__69616.jpg
  - **Price**: min: 10, max: 10, currency: USD
  - **Categories**: art, literary-art
- **Event Name**: SPRING CRAFT BEER FEST
  - **Description**: Shubie's SPRING CRAFT BEER FEST is back!  Join the Shubie's Social Club Saturday May 2nd from 1 to 4 PM under the tent!About this EventShubie's Social Club is excited to announce the return of our SPRING CRAFT BEER FEST.
  - **Date**: Sat, 02 May at 01:00 pm – Sat, 02 May at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/marblehead/spring-craft-beer-fest/100001987398489381
  - **Venue**: Shubie's Marketplace
  - **Banner**: https://cdn2.allevents.in/transup/5f/cfe35a0f044113b1bb234c5a7cd271/featuring-53-.png
  - **Price**: min: 12.51, max: 12.51, currency: USD
  - **Categories**: Festivals
- **Event Name**: Wicked Queer Stand-up Comedy @ Hennessey's
  - **Description**: LGBTQ+ stand-up comedy from Boston's own queer talent. It's even better DOWNTOWN.About this EventLGBTQ+ cuties do it better. Featuring Boston's hottest and most hilarious talent,
  - **Date**: Thu, 23 Apr – Thu, 21 May (-04:00)
  - **Event URL**: https://allevents.in/boston/wicked-queer-stand-up-comedy-hennesseys/100001987027483693
  - **Venue**: Hennessy’s Bar
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy8zOTZmOTBkODRkM2ZhYTExMWFjMzc1N2I2ZmNjYjY3MGIzMGU1MjIxMTQ0MTEzYTBjMjBkZTRjOTk2NDY5NTMwLXJpbWctdzEyMDAtaDYwMC1kY2Y4NzgzNC1nbWlyLmpwZz92PTE3NzU3NTQ4MTY.avif
  - **Price**: min: 17.85, max: 17.85, currency: USD
  - **Categories**: comedy, Entertainment

## 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 Winchester

- **Event Name**: Music MAYnia 2026!
  - **Description**: Music MAYnia is an annual music performathon and community festival. Held on the first Sunday in May, Music MAYnia is free and open to the public and features live music, games & activities, food trucks, and more. Student performers of all ages and ab
  - **Interested Audience**:
    - Count: 5
  - **Date**: Sun May 03 2026 at 12:00 pm – Sun May 03 2026 at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winchester/music-maynia-2026/200029849946926
  - **Venue**: 407 Highland Ave, Winchester, MA, United States, Massachusetts 01890
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mYmRkMWE2NzRhMmZjOTk0ZjE0ZGM5ZGM0MDNhZGJhYjJjYmNiOWU1NmFkYzM1NWRmMzY3NTlhMzlmNDg1OGEwLXJpbWctdzkwMi1oNjg4LWRjZmZmZmZmLWdtaXI_dj0xNzc1ODMzMjM1.avif
  - **Categories**: music-festivals, music, entertainment, festivals, performances, live-music, food-drinks, food-truck-festivals
- **Event Name**: Free Comic Book Day 2025 at the Book and Board!
  - **Description**: Join The Book and Board for Free Comic Book Day!

We'll be celebrating in style, with a whole bunch of free comics, and some special guests.

Our friend Don Mathias, artist and writer of the webcomic Peanizles, will be here! He'll be selling and signing c
  - **Interested Audience**:
    - Count: 5
  - **Date**: Sat May 02 2026 at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winchester/free-comic-book-day-2025-at-the-book-and-board/200029982332038
  - **Venue**: The Book and Board - Comics and Gaming
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9mMDNhODk1ZDI3MmZhZTU3OGFjNzk3OGJiZmJhYzE2MDA0YmI5ZWU3ODY2ZDE2MjdmYzYxZmJiZjFiMjI1Zjc3LXJpbWctdzEyMDAtaDY3NS1kYzMxNzBhYy1nbWlyP3Y9MTc3NzAxOTU1Nw.avif
  - **Categories**: art, literary-art, kids, parades
- **Event Name**: Mother’s Day Modern Calligraphy for Beginners at Book Ends Winchester
  - **Description**: Join Sip & ScriptⓇ for Modern Calligraphy Fun!

Join us at Book Ends in Winchester, MA for pretty lettering! Whether you’re a stationery nerd, DIY Bride-to-be, or just a crafty individual, you’ll be introduced to modern calligraphy with a pointed dip
  - **Interested Audience**:
    - Count: 1
  - **Date**: Fri May 01 2026 at 07:00 pm – Fri May 01 2026 at 08:30 pm (-04:00)
  - **Event URL**: https://allevents.in/winchester/mother’s-day-modern-calligraphy-for-beginners-at-book-ends-winchester/200029921922833
  - **Venue**: Book Ends Winchester
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8yMTZjY2ViMWRlMTYzZTg0ZDI2NWYyMGRmZDAxMjkzMjUzZDJjYmNjY2EyYTlkNGJmNzY0ZmE5MGE5NGFiMWU3LXJpbWctdzEyMDAtaDEwMzctZGNkNGQ0ZDYtZ21pcj92PTE3NzU4MzMyMzE.avif
  - **Categories**: workshops, art, fine-arts, kids
- **Event Name**: Paint Your Own Wine Goblet
  - **Description**: Join us for a relaxing Saturday evening of creativity, conversation, and a little sipping while you paint your very own ceramic wine goblet. Our talented instructor will guide you through glazing and surface decoration techniques, then you’ll have the fre
  - **Date**: Sat May 02 2026 at 05:00 pm – Sat May 02 2026 at 06:30 pm (-04:00)
  - **Event URL**: https://allevents.in/winchester/paint-your-own-wine-goblet/200029849946725
  - **Venue**: 22 Church Street, Winchester, MA, United States, Massachusetts 01890
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  - **Categories**: workshops
- **Event Name**: Medicare Planning: For those nearing Medicare eligibility
  - **Description**: Topic: Medicare Planning for Individuals Approaching Eligibility
Date & Time: May 1 at 1:00 PM
Presenter: Heather Hurd (Blue Cross and Blue Shield of Massachusetts)

Presentation/Discussion will include Medicare overview and enrollment timeline and av
  - **Interested Audience**:
    - Count: 3
  - **Date**: Fri May 01 2026 at 01:00 pm – Fri May 01 2026 at 02:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winchester/medicare-planning-for-those-nearing-medicare-eligibility/200029953158136
  - **Venue**: Jenks Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9mYmJjNWNjMDFiYmRlYTUxODI2N2RhZWM0NTUzYmI5NWUxYWM5ODc0NmIyYTZlNzlhZTVlZmNhYjE0MWVhZGI1LXJpbWctdzEyMDAtaDc2OS1kY2ZmZmZmZi1nbWlyP3Y9MTc3NzIwMjc0NA.avif

## Trending Events in Winchester

- **Event Name**: Morgan Wallen, Thomas Rhett, Gavin Adcock, Vincent Mason in Las Vegas
  - **Description**: 🎶 Don't Miss this Out! Morgan Wallen is Live at Allegiant Stadium on Saturday, May 2, 2026! 🎶
This is your moment. Morgan Wallen is hitting Allegiant Stadium on Saturday, May 2, 2026, and with chart
  - **Venue**: Allegiant Stadium
  - **Banner**: https://cdn-az.allevents.in/events2/banners/90df4550-d122-11f0-949e-c77059e80991-rimg-w1200-h675-dcf2f8f4-gmir.webp?v=1764860684
- **Event Name**: David Guetta in Las Vegas
  - **Description**: 🎶 Don't Miss this Out! David Guetta is Live at LIV Beach on Saturday, April 18, 2026! 🎶
This is your moment. David Guetta is hitting LIV Beach on Saturday, April 18, 2026, and with chart-topping hit
  - **Venue**: LIV Beach
  - **Banner**: https://cdn-az.allevents.in/events6/banners/600224f0-d11f-11f0-949e-c77059e80991-rimg-w1200-h675-dc120515-gmir.webp?v=1764859313
- **Event Name**: Morgan Wallen, Brooks & Dunn, Gavin Adcock, Vincent Mason in Las Vegas
  - **Description**: 🎶 The Ultimate Morgan Wallen Experience LIVE at Allegiant Stadium—This Friday, May 1, 2026! 🎶
It's that time of the year where everyone wants to have a musical breath! Your favorite, Morgan Wallen is hitting Allegia
  - **Venue**: Allegiant Stadium
  - **Banner**: https://cdn-az.allevents.in/events7/banners/89aaf0e0-d122-11f0-8df4-05d283bd9692-rimg-w1200-h675-dcf2f8f4-gmir.webp?v=1764860671
- **Event Name**: BTS in Las Vegas
  - **Description**: 🎤 Join BTS LIVE at Allegiant Stadium on Wednesday, May 27, 2026! 🎤  
Here is the moment you've been waiting for! BTS is coming to Allegiant Stadium on Wednesday, May 27, 2026, bring
  - **Venue**: Allegiant Stadium
  - **Banner**: https://cdn-az.allevents.in/events1/banners/a833cba0-f269-11f0-b438-d75247fd2adc-rimg-w1200-h675-dc030318-gmir.webp?v=1768519605
- **Event Name**: Fuerza Regida in Las Vegas
  - **Description**: 🎶 Don't Miss this Out! Fuerza Regida is Live at Allegiant Stadium on Friday, July 10, 2026! 🎶
This is your moment. Fuerza Regida is hitting Allegiant Stadium on Friday, July 10, 2026, and with chart
  - **Venue**: Allegiant Stadium
  - **Banner**: https://cdn-az.allevents.in/events6/banners/c045c860-0a56-11f1-a70f-b15bde9c1f1d-rimg-w1200-h675-dc030304-gmir.webp?v=1771150313
- **Event Name**: No Doubt in Las Vegas
  - **Description**: 🎤 Catch No Doubt Live at Sphere on Friday, May 29, 2026! 🎤
Ready to experience the night of your life? No Doubt is bringing their infectious energy and hit songs like Don't Speak, Just A Girl and It's My Lif
  - **Venue**: Sphere
  - **Banner**: https://cdn-az.allevents.in/events7/banners/ca153350-d1dd-11f0-996b-d59fe40bb918-rimg-w1200-h675-dcfcf0df-gmir.webp?v=1764941095
- **Event Name**: Demi Lovato, ADÉLA in Las Vegas
  - **Description**: 🎤 Experience Demi Lovato Live at MGM Grand Garden Arena on Friday, May 8, 2026! 🎤
The countdown has begun! Demi Lovato is taking over MGM Grand Garden Arena on Friday, May 8, 2026, and with hits lik
  - **Venue**: MGM Grand Garden Arena
  - **Banner**: https://cdn-az.allevents.in/events6/banners/77f93de0-d12a-11f0-949e-c77059e80991-rimg-w1200-h675-dcc2c2c2-gmir.webp?v=1764864078
- **Event Name**: Ed Sheeran, Myles Smith, Sigrid, Aaron Rowe in Las Vegas
  - **Description**: 🎤 Experience Ed Sheeran Live at Allegiant Stadium on Saturday, July 18, 2026! 🎤
The countdown has begun! Ed Sheeran is taking over Allegiant Stadium on Saturday, July 18, 2026, and with hits like
  - **Venue**: Allegiant Stadium
  - **Banner**: https://cdn-az.allevents.in/events2/banners/3e0a5fc0-bc9d-11f0-a21c-5f84b628c251-rimg-w1200-h675-dc6191c0-gmir.webp?v=1762604398
- **Event Name**: Marc Anthony in Las Vegas
  - **Description**: 🎤 Join Marc Anthony LIVE at Fontainebleau Las Vegas on Wednesday, July 29, 2026! 🎤  
Here is the moment you've been waiting for! Marc Anthony is coming to Fontainebleau Las Vegas on Wednesda
  - **Venue**: Fontainebleau Las Vegas
  - **Banner**: https://cdn-az.allevents.in/events10/banners/195940c0-d1b9-11f0-8e6b-3d758292774f-rimg-w1200-h675-dc0160ad-gmir.webp?v=1764925337

## Browse Weekend Events by Date

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

## FAQs

- **Q**: What are the top Weekend events in Winchester?
  - **A:** Music MAYnia 2026! (Sun May 03 2026 at 12:00 pm at 407 Highland Ave, Winchester, MA, United States, Massachusetts 01890), Free Comic Book Day 2025 at the Book and Board! (Sat May 02 2026 at 12:00 pm at The Book and Board - Comics and Gaming), Mother’s Day Modern Calligraphy for Beginners at Book Ends Winchester (Fri May 01 2026 at 07:00 pm at Book Ends Winchester), Paint Your Own Wine Goblet (Sat May 02 2026 at 05:00 pm at 22 Church Street, Winchester, MA, United States, Massachusetts 01890), Medicare Planning: For those nearing Medicare eligibility (Fri May 01 2026 at 01:00 pm at Jenks Center).
- **Q**: What Weekend events are happening in Winchester this weekend May 1–3, 2026?
  - **A:** Music MAYnia 2026! (Sun May 03 2026 at 12:00 pm at 407 Highland Ave, Winchester, MA, United States, Massachusetts 01890), Free Comic Book Day 2025 at the Book and Board! (Sat May 02 2026 at 12:00 pm at The Book and Board - Comics and Gaming), Mother’s Day Modern Calligraphy for Beginners at Book Ends Winchester (Fri May 01 2026 at 07:00 pm at Book Ends Winchester), Paint Your Own Wine Goblet (Sat May 02 2026 at 05:00 pm at 22 Church Street, Winchester, MA, United States, Massachusetts 01890), A Grown-Up Book Fair & Swap (Sun, 03 May at 11:00 am at Trillium - Canton).
- **Q**: What Weekend events are happening in Winchester in April 2026?
  - **A:** Wicked Queer Stand-up Comedy @ Hennessey's (Thu, 23 Apr at Hennessy’s Bar).
- **Q**: How can I find Weekend events in Winchester?
  - **A:** You can discover upcoming Weekend events in Winchester 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 Winchester?
  - **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 Winchester?
  - **A:** Some popular venues hosting Weekend events in Winchester include 407 Highland Ave, Winchester, MA, United States, Massachusetts 01890, The Book and Board - Comics and Gaming, Book Ends Winchester.
- **Q**: What is the price range for Weekend events in Winchester?
  - **A:** Prices for Weekend events in Winchester range from USD 10 to USD 18. Many events also offer free entry.
- **Q**: Who are the top organizers for Weekend events in Winchester?
  - **A:** Popular organizers hosting Weekend events in Winchester include Winchester Community Music School, The Book and Board - Comics and Gaming, echo art and design.
- **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 Winchester?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Winchester.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/01/bac113436441a783feaca7074943a8/this-weekend.webp

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