SING! Community Sing A Long x Berkshire Music School
May
25

SING! Community Sing A Long x Berkshire Music School

SING OUT! Community Sing-Along with Berkshire Music School
🎶 Sing Out! Broadway Edition 🎶
Join us for a joyful, all-ages community sing-along where voices rise together in harmony and celebration! This special event features iconic Broadway songs projected on a large screen—no stage fright, no pressure, just pure fun. Whether you're a lifelong musical fan or just love to sing with others, come connect, express yourself, and be part of something uplifting. Bring a friend or meet one here—everyone’s welcome. Stay tuned for the list of featured songs!. Free or $10 suggested donation to Berkshire Music School

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COME AS YOU ARE : PRIDE BLOCK PARTY + VOW IN
Jun
7

COME AS YOU ARE : PRIDE BLOCK PARTY + VOW IN

Come As You Are: Pride Block Party + Vow In
Saturday, June 7 | 4 - 10 PM | WANDER Berkshires

After the Berkshire Pride Fest wraps up at Pittsfield Commons, WANDER Berkshires invites you to keep the energy flowing with Come As You Are: Pride Block Party + Vow In—an unforgettable celebration of queer resistance, love, and joy. From 4 to 10 PM, join us for a powerful gathering in the alley and inside WANDER as we create a space where protest meets party. It’s more than an afterparty; it’s a place to show up fully as yourself, to dance, to heal, and to celebrate community.

IN THE ALLEY
The festivities begin at 4 PM with DJ Pup Daddy, spinning queer anthems and protest beats. At 5 PM, participate in a Community “Vow In + Commitment Ceremony,” officiated by Bella Santarella—an open invitation for couples to marry or renew their vows in a public act of love and resistance. We’re aiming for the largest single wedding in Berkshire County! From 7 to 10 PM, DJ BFG will keep the party going with infectious beats that will have you dancing all night long. Tito’s and local vendor FEWD will serve delicious food and drinks to fuel the celebration.

INSIDE WANDER
For a different kind of movement, join us inside for a Silent Disco Dance Party, with multiple music genres to choose from. Get creative at all-ages crafting stations, and enjoy WANDER’s signature zero-proof bar, offering handcrafted mocktails and non-alcoholic beverages.

Whether you’re here to celebrate love, connect with chosen family, or simply find joy, Come As You Are is an inclusive, joyful act of resistance. In a time when our rights are under threat, this event is both a celebration and a powerful statement of love and visibility. Come, dance, and make your presence known—because joy is the ultimate form of resistance.

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Crafting with Rainbow Seniors (monthly, 2nd Sat)
May
10

Crafting with Rainbow Seniors (monthly, 2nd Sat)


All ages crafting with Rainbow Seniors Second Saturday of every month
🕧 12:30–2:00 PM
Calling all knitters, crocheters, doodlers, makers, and creatives of all kinds! Join us for a monthly LGBTQ+ craft and social hour at WANDER — a cozy, welcoming space to connect, create, and unwind.

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Artist Slam X Meet Up
May
6

Artist Slam X Meet Up

Join us for an Art Slam, a fast-paced, fun, and interactive event where artists take the stage to present their work, share their process, and engage in conversation—just like a poetry slam, but for visual art!

When: May 6th from 10 – 11:30 AM

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DRAG Choreo Workshop (class 1 of 3)
May
4

DRAG Choreo Workshop (class 1 of 3)

Looking to up your game as a drag performer?  
Tired of your moves? Need some help killing it?! Want to ignite your true dragarama voice?!!

Come join us to increase your moves, dance skills and overall performance quality in a three workshop series

WANDER Berkshires May 4th, 2pm-5pm

Participation for all three workshops isn't required but is suggested.

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Death Cafe hosted by Rebecca Churt
Apr
29

Death Cafe hosted by Rebecca Churt

April 15th + 29th | Death Café | 2–4 PM

Hosted by Rebecca Churt, founder of The Grievery and end-of-life doula
Join us for a bi-weekly Death Café, a welcoming space for open, candid conversations about life, death, and everything in between. 

NOTE: THERE WILL BE NO DEATH CAFE FOR THE MONTH OF MAY

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<span class="sqsrte-text-color--darkAccent">Pittsfield CityJazz Crawl</span> Dance Party
Apr
25

Pittsfield CityJazz Crawl Dance Party

The Pittsfield City Jazz Festival annual Jazz Crawl anchors the opening weekend events, and features local artists in restaurants and lounges throughout the City.

🎶 PITTSFIELD CITY JAZZ FESTIVAL - THIS WEEKEND!
FREE!
Friday, April 25
6–7:30 PM: Jason Ennis Trio
9–11 PM: Dance Set with Lucky 4 Quartet

Saturday, April 26
7:30–9:30 PM: An Evening with Ben Kohn presented by Berkshire Jazz

2025 Pittsfield City Jazz Festival presented by Berkshires Jazz

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Kids Tea Party + Paint &amp; Sip with Downtown Pittsfield, Inc (FREE)
Apr
22

Kids Tea Party + Paint & Sip with Downtown Pittsfield, Inc (FREE)

Downtown Pittsfield Celebrates Spring: Free Children’s Spring Tea Party and Paint & Sip

Tuesday, April 22, from 2 to 4 pm
This free Spring-themed Tea Party and Paint & Sip is best suited for ages 3 to 12, although younger and older children are welcome. There will be free lemonade and cookies for the kids
All materials and instruction for the Paint & Sip will be provided. Children are welcome to drop in anytime over the course of the event, and all children must be accompanied by an adult.

This program is supported by The Feigenbaum Foundation, Downtown Pittsfield, Inc., and WANDER Berkshires.

For more information on Downtown Celebrates Spring, visit downtownpittsfield.com

 The mission of Downtown Pittsfield, Inc. is to strengthen and promote Downtown Pittsfield, Inc.’s membership through advocacy, collaboration, and celebration. 

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Brick & Sip with Bottomless Bricks
Apr
17

Brick & Sip with Bottomless Bricks

Join Erin Landry from BOTTOMLESS BRICKS for our first BRICK & SIP!

Celebrate the return of spring by building your own LEGO daffodils to take home, all while savoring a refreshing mocktail or beverage of your choice.

Cost: $30 per person (includes LEGO set, vase, and one WANDER beverage of your choice)!
Ages 18+ | Preregistration required

Don’t miss out on this fresh and festive spring event—register for your spot today!

Skill Level: Beginner

Skill Details: No building experience necessary

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Queer Yoga partnership Seeing Rainbows April
Apr
17

Queer Yoga partnership Seeing Rainbows April

Queer-Centered Gentle Yoga at WANDER 🌈
In partnership with Seeing Rainbows and instructor Gillian Ebersole, WANDER hosts a monthly gentle yoga class rooted in queer joy, connection, and community. Open to all queer folks and allies, this welcoming class invites participants to move, breathe, and be present — together.

📅 Upcoming Date: Wednesday, April 17
5:30–6:30 PM
Arrive early to enjoy a snack or beverage from the café. Please bring a yoga mat or towel and wear comfortable clothing. Don’t have a mat? Let us know in advance — we’ve got you.

Pay-what-you-can | Suggested donation: $20
No one will be turned away for lack of funds. 🌟 Register at SeeingRainbows.org

Come as you are, move at your own pace, and find strength in community. We can't wait to see you there.

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CAMP HAPPY PLACE Trivia Night Fundraiser
Apr
15

CAMP HAPPY PLACE Trivia Night Fundraiser

CAMP HAPPY PLACE Trivia Night Fundraiser!

Come join us on Tuesday April 15th from 6-8PM for an evening of general and music trivia hosted by DJ Pup Daddy.

Enjoy a taco and a dessert bar provided by KJ Nosh, great raffle prizes and a one-of-a-kind mocktail created by the owner of Wander just for us!

Camp Happy Place is an overnight camp that provides a fun and safe community for children who have lost a parent to addiction. All proceeds from the evening go directly to fund our 30 campers for an experience they will never forget.

Doors open at 6:00PM

$45 Get your advance tickets HERE

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Death Cafe hosted by Rebecca Churt
Apr
15

Death Cafe hosted by Rebecca Churt

April 15th + 29th | Death Café | 2–4 PM

Hosted by Rebecca Churt, founder of  The Grievery and end-of-life doula
Join us for a bi-weekly Death Café, a welcoming space for open, candid conversations about life, death, and everything in between. Guided by Rebecca Churt, these gatherings invite people of all ages to explore topics like mortality, dying, and the meaning of life — free from judgment, agendas, or specific belief systems.
Death Cafés are not grief support groups or therapy sessions, but rather opportunities to reflect and connect in community, with the goal of fostering greater comfort with death as a natural part of life.

🗓️ This is a recurring group — mark your calendar for every other Tuesday, 2–4PM. All are welcome.
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GRRL HAUS CINEMA presents Digital Drift : Stories of Nature, Tech, and Identity
Apr
12

GRRL HAUS CINEMA presents Digital Drift : Stories of Nature, Tech, and Identity

GRRL HAUS CINEMA presents
Digital Drift : Stories of Nature, Tech, and Identity
APRIL 12th 5-8P $12

This collection dives into the push and pull between the digital and natural worlds. From social media spirals to eco-grief, these films explore how we find ourselves (or lose ourselves) in a world caught between technology and the environment. It’s all about the ways we try to stay connected—to nature, to each other, and to who we are.

All films are presented in English or in their original language with English subtitles.

VISIT GRRL HAUS CINEMA FOR MORE INFO ON THE (11) SHORT FILMS + PURCHASE $12 ADVANCE TICKETS

Please note: GRRL HAUS CINEMA films are suitable for 18+ audiences and may contain subjects not suita

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Zine Making Workshop - special collaboration with the J. S. Bryant School)
Apr
5

Zine Making Workshop - special collaboration with the J. S. Bryant School)

Zine Making Workshop - a special collaboration with the J. S. Bryant School

Saturday, April 5 12-2:00 PM
THEME: Seeing Past the Story

—What is a zine anyway? Zines are small, handmade art books filled with poetry, drawings, collage, or whatever you want! We must resist in any way we can, and art is the best way to flourish and enrich our lives. You don’t need to share art to enjoy it, but it provides another way to interact with our community. Basic supplies will be provided, but feel free to bring your own magazines, markers, stickers, or other supplies to make your zine your own!

Workshop run by Leo Skoble, in partnership with the J. S. Bryant School

—Let’s make some art and help out the community along the way!

LGBTQIA+ teens + friends & family welcome! RSVP by emailing rsvp@jsbryantschool.org

Suggested donation is $10 —> give a donation to our other programs and |or buy yourself a treat from WANDER!

ZINES ARE RESISTANCE

WE PERSIST AND WE RESIST

The J.S. Bryant School is the first private, not-for-profit therapeutic high school dedicated solely to the needs of LGBTQIA+ high school students. They are one of many answers to the question “What does your dream for the future look like?“ Imagine a future in which you were wholly free to be yourself, everywhere and around everyone. Our art making will begin to conjure that future to the present, and begin to bring the idea from possibility to reality

Admissions are open for the 2025-26 school year. LGBTQIA+ high school students entering 9-12th grade are encouraged to check it out and see if it would be a good fit. You do not need to be interested in attending the school to partake in this event!

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April Fool for You Burlesque Cabaret Show
Apr
4

April Fool for You Burlesque Cabaret Show

April 5 | April Fool for You Burlesque Cabaret Show by Trash Sisters  | 7–10 PM
Get ready for a night of sexy surprises and hilarious hijinks at the April Fool for You Burlesque Cabaret Show! Presented by the dazzlingly irreverent Trash Sisters, this one-night-only event promises an unforgettable evening of glitter, glamour, and bold performance art.

Expect the unexpected — and don’t forget your sense of humor.
Ages 18+ $20 Get advance tickets HERE

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Berkshire Sanity Posse : Let's make a difference. We are needed
Mar
27

Berkshire Sanity Posse : Let's make a difference. We are needed

Mission:  Berkshire Sanity Posse invites us to join them in building a supportive community that wishes to use their time and energy to help, protect, support, and embrace those that are being persecuted by the current administration.  We believe in Empathy, Diversity, Inclusion, Equity, and the Freedom to love whomever we want and to be whoever we want to be.

When:  Thursday March 27th 6 - 7:30pm.

Program:  We will open with a short "get to know each other" exercise.  Afterwards, representatives from several organizations will give a summary of the services that they provide and the ways in which your involvement can help them.  They are:  Berkshire Pride, Volunteers in Medicine, Parasol Patrol, United Way (large umbrella group), Berkshire Brigades, Drag Story Hour Berkshires, and tentatively Berkshire Immigration Center.  Our hope is that you discover a way to be involved that works for you.   

Free + Open to ALL!

RSVP:  Please RSVP via this link.       

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Queer Yoga partnership Seeing Rainbows (March)
Mar
26

Queer Yoga partnership Seeing Rainbows (March)

Join us for a queer-centered gentle yoga class in partnership with Seeing Rainbows and instructor, Gillian Ebersole.

This gentle monthly class is open to all queer folx and allies, the last Wednesday of the month from 5:30-6:30pm.
Our Cafe will be open until 5:30p, come early if you would like nourish yourself with a beverage or snack.
Participants should bring a mat or towel and wear comfortable clothes.
If you don't have a mat and need one provided, please try to let us know ahead of time so we have enough.

REGISTER HERE

Mar 26 + Apr 17

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Drag Story Extravaganza: A Drag Story Hour Berkshires Fundraiser
Mar
22

Drag Story Extravaganza: A Drag Story Hour Berkshires Fundraiser

Drag Story Extravaganza
A Drag Story Hour Berkshires Fundraiser

Celebrate inclusivity, literacy, and the one-year anniversary of Drag Story Hour Berkshires with
Drag Story Extravaganza , a dazzling 18+ fundraiser
Saturday, March 22, 2025, from 7:00 PM to 10:00 PM
This one-night-only event is sure to be a glamorous and unforgettable evening for supporters of all things fabulous and literary.

The night will feature cheeky storytelling, adult crafts, prizes, raffles, and stunning performances by your favorite drag storytellers, as we come together to raise funds that will help bring more inclusive events and books to the Berkshires community.

For more info and purchase tickets HERE

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LGBTQ+ Queer Networking Social + Event
Mar
19

LGBTQ+ Queer Networking Social + Event

LGBTQ+ Business & Leaders Networking
Monthly Networking Event

March 19, from 5:30 to 7:30P

The monthly networking event is designed to foster connection, collaboration, and creative dialogue among local LGBTQ+ business owners, professionals, and community leaders. In partnership with the Massachusetts LGBT Chamber of Commerce, Q-MoB, WANDER Berkshires, and media sponsor Berkshire Magazine, the series offers a platform to reflect on the rich history, vibrant present, and promising future of LGBTQ+ business in the Berkshires, as well as to support one another and find ways to meet the challenges that the LGBTQ community now faces. Each gathering will feature insights from esteemed LGBTQ leaders in the region. In this first gathering, the discussion will focus on the theme of “Berkshire LGBTQ Business:  Past, Present, and Future.”

Panelists include: Jason Vivori (Berkshire Stonewall Coalition), Jay Santangelo (Founder of Wander) + Angie Montalvo-Greene (Massachusetts LGBTQ+ Chamber of Commerce Member Engagement)

REGISTER

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Seed Starting Workshop for beginner and aspiring gardeners (FREE)
Mar
11

Seed Starting Workshop for beginner and aspiring gardeners (FREE)

Seed Starting Workshop for beginner and aspiring gardeners hosted by Stephanie Nesbitt
Tuesday, March 11th at 11 am - Free and open to ALL who want to learn how to grow food + flowers
We will be planting seeds and discussing gardening.
Informational handouts will be provided.
Attendees should bring any potting soil, seeds, and planting containers they have to share.
By the end of the event you should know how to care for seedlings, which types of vegetables are appropriate to start inside,
when to plant outside,and a little more about garden beds and container gardening.

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