Truffles by Tarah Pop Up
Dec
2

Truffles by Tarah Pop Up

Truffles by Tarah makes chocolate truffles flavoring them with locally sourced ingredients to be a taste of the Berkshires in every BITE! Truffles by Tarah is excited to be popping up at WANDER 12-close every Tuesday in December. This is the easiest way to pick up your platters, get a last minute gift, or just have a decadent moment to yourself with a chocolate and a cuppa! See you there 

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Truffles by Tarah Pop Up
Dec
9

Truffles by Tarah Pop Up

Truffles by Tarah makes chocolate truffles flavoring them with locally sourced ingredients to be a taste of the Berkshires in every BITE! Truffles by Tarah is excited to be popping up at WANDER 12-close every Tuesday in December. This is the easiest way to pick up your platters, get a last minute gift, or just have a decadent moment to yourself with a chocolate and a cuppa! See you there 

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PUZ DUZ TRIVIA NIGHT
Dec
9

PUZ DUZ TRIVIA NIGHT

PUZ DUZ: Trivia Night (monthly)

Get ready to tease your brain and slay the game!
Bring your crew (teams up to 4)
🎁 Prizes for the top teams, laughs, and bragging rights guaranteed

Pick your teammates + Join us for some end of summer fun!

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Brick & Sip: Holiday Edition
Dec
11

Brick & Sip: Holiday Edition

We’re teaming up once again with Bottomless Bricks to offer a festive, adults-only evening of building. This month, you'll build and decorate your very own Gingerbread House made of LEGO® bricks, anwhimsical set created by LEGO Master Erin of Bottomless Bricks. Your ticket also includes a zero-proof beverage from Wander’s thoughtfully crafted drink menu.

Whether you’re a seasoned LEGO® builder or just looking for a fun night out, this is the perfect way to add some festive joy to your week.

-$35 per person includes a custom Gingerbread House made of LEGO® bricks and a drink ticket
-Ages 18+
-Space is limited—grab your spot now and grow your creativity!

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Scrabble Social
Dec
13

Scrabble Social

Join us for Scrabble Social hosted by national-level player Seth Lipkin. Whether you’re a first-time wordsmith or a seasoned tile tactician, all levels are welcome. Drop in anytime—bring your own board or use one of ours—and enjoy an afternoon of friendly competition, tips from a pro, and plenty of wordplay. Seth’s passion for the game makes WANDER the perfect spot to connect, compete, and have fun one triple word score at a time.

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Crafting with Rainbow Seniors (monthly, 2nd Sat)
Dec
13

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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Cookies & Cocoa with the Clauses
Dec
14

Cookies & Cocoa with the Clauses

Join us for the 3nd annual Cookies & Cocoa with the Clauses, a joyful holiday event filled with magic and merriment for all ages! Your ticket includes cookie decorating and cocoa, storytime and sing-along fun with Santa & Mrs Claus (of Drag Story Hour Berkshires), and a book for each child to take home.

Write your letter to Santa and make a core family memory while enjoying WANDER treats at the cafe.

✨ Come celebrate the season with warmth, laughter, and a sprinkle of holiday sparkle — the perfect gathering for family and friends!

CLICK HERE FOR TICKETS for the 10am WANDER event.

CLICK HERE FOR TICKETS for the 2:30 event at Steeple City Social in North Adams.

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Truffles by Tarah Pop Up
Dec
16

Truffles by Tarah Pop Up

Truffles by Tarah makes chocolate truffles flavoring them with locally sourced ingredients to be a taste of the Berkshires in every BITE! Truffles by Tarah is excited to be popping up at WANDER 12-close every Tuesday in December. This is the easiest way to pick up your platters, get a last minute gift, or just have a decadent moment to yourself with a chocolate and a cuppa! See you there 

View Event →
Truffles by Tarah Pop Up
Dec
30

Truffles by Tarah Pop Up

Truffles by Tarah makes chocolate truffles flavoring them with locally sourced ingredients to be a taste of the Berkshires in every BITE! Truffles by Tarah is excited to be popping up at WANDER 12-close every Tuesday in December. This is the easiest way to pick up your platters, get a last minute gift, or just have a decadent moment to yourself with a chocolate and a cuppa! See you there 

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Bella's Bingo Ball
Dec
30

Bella's Bingo Ball

Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthly high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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Bella's Bingo Ball
Feb
24

Bella's Bingo Ball

Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthly high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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Bella's Bingo Ball
Apr
28

Bella's Bingo Ball

Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthly high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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Bella's Bingo Ball
Sep
29

Bella's Bingo Ball

Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthly high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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Bella's Bingo Ball
Nov
24

Bella's Bingo Ball

Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthly high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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Bella's Bingo Ball
Dec
29

Bella's Bingo Ball

Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthly high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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Friendsgiving with Berkshire Stonewall
Nov
23

Friendsgiving with Berkshire Stonewall

Berkshire Stonewall Community Coalition invites you to join in community and delicious food on Sunday, November 23rd! We will be meeting & eating at 1 pm at Wander Berkshires, 34 Depot Street, Suite 101 Pittsfield, MA 01201. You are invited to stay for Trans Day of Remembrance at 4pm. Both events are free and open to all, please come and bring friends! We'll supply turkey, would you like to bring food to share?

CLICK HERE TO RSVP and for more information.

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Autumn Phoenix - Live Acoustic Performance
Nov
16

Autumn Phoenix - Live Acoustic Performance

Autumn Phoenix Live Acoustic Performance

Sunday, November 16th - 11a-Noon

You may know Autumn as photographer, she is also an award winning singer songwriter!
We are excited to welcome her back, she will perform original material (new and old), and some covers.

Will we see you there?

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Scrabble Social
Nov
15

Scrabble Social

Join us for Scrabble Social hosted by national-level player Seth Lipkin. Whether you’re a first-time wordsmith or a seasoned tile tactician, all levels are welcome. Drop in anytime—bring your own board or use one of ours—and enjoy an afternoon of friendly competition, tips from a pro, and plenty of wordplay. Seth’s passion for the game makes WANDER the perfect spot to connect, compete, and have fun one triple word score at a time.

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WICKED: A Sing-A-Long and Drag Experience
Nov
14

WICKED: A Sing-A-Long and Drag Experience

WICKED: A Sing-A-Long and Drag Experience

Are you feeling…. WICKED?

Friday November 14th. Doors open at 7, movie starts at 7:30!

Join Berkshire Drag Stars @poppydabubbly and @vuronika_baked as they host a most Wicked evening.

Enjoy a sing-along movie experience with trivia, a costume contest, games and a whole lotta lip liner!

Dressing up as your favorite character in Oz is not required - but it sure will be fun!

This movie Is rated PG, along with the show. All ages welcone

Tickets are $10 (suggested) available now, HERE - or PWYC at the door

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Images Cinema presents: Strange Journey: The Story of Rocky Horror
Nov
11

Images Cinema presents: Strange Journey: The Story of Rocky Horror

Images Cinema presents: Strange Journey: The Story of Rocky HorrorCo-presented by Berkshire Pride and Wander
Tuesday, Nov 11,7PM
Join us to experience this special documentary , a wild journey into the origins of The Rocky Horror Picture Show, the biggest cult film of all time, its impact on popular culture and socio-political resonance to this day.

LIMITED SEATING: Tickets are available HERE Sliding scale $5-20 per person

Director : Linus O'Brien
Producer: Garret Price, Avner Shiloah, Linus O'Brien, Adam Gibbs
Cast: Richard O'Brien, Susan Sarandon, Tim Curry

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Wandering Dance Festival
Nov
10

Wandering Dance Festival

WANDERING DANCE FESTIVAL PERFORMANCES
Monday, Nov 10th - 2 performances

FREE AND OPEN TO THE PUBLIC

4:30 - 5:30 Hip Hop with Jamal

5:30 - 7:00 Bachata with Robin

WANDER will be open for beverages and snack purchases!

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Crafting with Rainbow Seniors (monthly, 2nd Sat)
Nov
8

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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Day of the Dead - Write Your Own Obituary Workshop
Nov
2

Day of the Dead - Write Your Own Obituary Workshop

Join us at WANDER this Sunday, Nov 2 2-4P

FREE heartfelt community writing workshop with local author Eden Robins
(Remember You Will Die & When Franny Stands Up)

Together, we’ll explore the art of writing our own obituaries—
a creative practice in honoring the lives we lived, are living and visioning, imagining how we wish to be remembered and what it means to live fully.

Bring a friend, or two, a photo or token of a beloved soul to add to our community Day of the Dead altar.

An afternoon of remembrance, reflection, and connection—honoring life, memory, WANDER’s 1 year anniversary and…
it’s Jay’s birthday, there will be cake!

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Halloween Masquerade Dance + Rocky Horror Picture Show Screening!
Oct
31
to Nov 1

Halloween Masquerade Dance + Rocky Horror Picture Show Screening!

FRIDAY, OCTOBER 31st – HALLOWEEN NIGHT at WANDER 🎃

Experience Wander like never before!

The night begins at 9 PM with our first-ever Masquerade Dance Party — masks encouraged!

Step into a world of mystery and magic with the electrifying beats of DJ BFG, tarot readings and fortune telling, and a fiery performance by Luna Fire Faun. Expect many more delights and surprises designed to awaken every sense.

Then, at the stroke of MIDNIGHT, we’ll transform the space for the official 50th Anniversary screening of The Rocky Horror Picture Show.

Tickets

  • Masquerade Dance & Party: $15

  • Rocky Horror Screening: $20

  • All-in Halloween Experience (Dance + Film): $25

Dance. Divination. Fire. Film.
This is Halloween like you’ve never felt before—only at WANDER.

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Rebecca Bloom and Donna Daigle in Conversation + Book Reading + Signing
Oct
26

Rebecca Bloom and Donna Daigle in Conversation + Book Reading + Signing

Join us on SUNDAY Oct 26th from 2-4:00PM {FREE}

Rebecca Bloom, women’s health advocate and author of When Women Get Sick: An Empowering Approach for Getting the Support You Need and Donna Daigle, Chair of the Science Department at Miss Hall's School, and students from her Women's Health and Global Gender Issues for a reading and community conversation.

Bloom, Daigle, and the Miss Hall’s students will discuss…women’s health issues including gender health equity, barriers to access and practical solutions for making women’s health journeys better, as well as the role of storytelling in women’s health.

A lively question and answer session is anticipated and encouraged.

FREE AND OPEN TO ALL!

Books will be available for purchase and signing. 

Come early, Wander signatures drinks and pastries, will be available for purchase

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An Ode to Dark Broadway
Oct
25

An Ode to Dark Broadway

Let's admit it: we all love musicals, especially the spooky ones!

To welcome in the Halloween season, The Haus of Jewels and Wander cordially invite you to
An Ode to Dark Broadway, a drag show filled with routines and numbers from musicals.

Hosted by Jayde Violet, and Evie Lucian, there will be a bite of burlesque, a splattering of horror, an abundance of glamour and showstopping numbers that will make you scream with delight and a bit of fright.

We see your shivering with antici.....pation.

So come over to Wander and join us, won't you?

$10 CLICK HERE for tickets or Pay at the Door

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Scrabble Social
Oct
25

Scrabble Social

Join us for Scrabble Social hosted by national-level player Seth Lipkin. Whether you’re a first-time wordsmith or a seasoned tile tactician, all levels are welcome. Drop in anytime—bring your own board or use one of ours—and enjoy an afternoon of friendly competition, tips from a pro, and plenty of wordplay. Seth’s passion for the game makes WANDER the perfect spot to connect, compete, and have fun one triple word score at a time.

View Event →
Oct
22

United in Conversation : Criminal Justice: United Way x 2nd Street

United in Conversation : Real Stories Real Impact
Berkshire United Way with the 2nd Street

Join us Wednesday, October 22nd 4-6PM for a community conversation on criminal justice with 2nd Street

This event is FREE and open to the public, advance registration encouraged at berkshireunitedway.org/conversations

Mark your calendars for future community conversations, dates, topics and presenting partners listed below

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PUZ DUZ TRIVIA NIGHT
Oct
21

PUZ DUZ TRIVIA NIGHT

PUZ DUZ: Trivia Night (monthly)

Get ready to tease your brain and slay the game!
Bring your crew (teams up to 4)
🎁 Prizes for the top teams, laughs, and bragging rights guaranteed

Pick your teammates + Join us for some end of summer fun!

View Event →
DEPOT AFTER DARK: Teen Edition
Oct
18

DEPOT AFTER DARK: Teen Edition

Depot After Dark: Teen Edition will feature high-energy evenings of music and dancing just for teens.

Food and refreshments will be available for purchase from Titos, and teens are welcome to bring their own snacks or takeout.

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MYPIR Presents RECLAIM THE PAGE : Blackout Poetry
Oct
17

MYPIR Presents RECLAIM THE PAGE : Blackout Poetry

MYPIR Presents RECLAIM THE PAGE : Blackout Poetry (FREE)

Join us on FRIDAY, OCTOBER 17th 4-7P for a session of BLACKOUT POETRY

You’ll use markers, scissors, and creativity to transform old books into personal messages of recovery!

Hosted by MA Young People in Recovery in partnership with Berkshire Anthenaeum - FREE AND OPEN TO ALL!

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Crafting with Rainbow Seniors (monthly, 2nd Sat)
Oct
11

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.

View Event →
Brick & Sip with Bottomless Bricks
Oct
9

Brick & Sip with Bottomless Bricks

Get into the Halloween spirit with Bottomless Bricks and Wander at our next Brick & Sip!

Join us on Thursday, October 9th from 7–9pm for a frightfully fun evening of building and beverages. Each guest (ages 18+) will create their very own Frankenstein’s Monster Head using LEGO® bricks, then kick back with a refreshing zero-proof beverage from Wander.

Tickets are $22 per person and include:

  • A LEGO® Frankenstein’s Monster Head set to build and take home

  • One drink ticket from Wander’s creative zero-proof bar

  • A playful night of socializing, building, and Halloween vibes

Bring your friends, creativity and your spooky spirit for this hauntingly good time!

CLICK HERE TO RESERVE YOUR TICKET

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United in Conversation : United Way x Elizabeth Freeman Center
Oct
8

United in Conversation : United Way x Elizabeth Freeman Center

United in Conversation : Real Stories Real Impact
Berkshire United Way with the Elizabeth Freeman Center

Join us Wednesday, October 8th 4-6PM for a community conversation on domestic violence.
More than 1 in 3 women and 1 in 4 men in the United States have experienced domestic violence, so let’s talk about it.

This event is FREE and open to the public, advance registration encouraged at berkshireunitedway.org/conversations

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Bella's Bingo Ball
Oct
7

Bella's Bingo Ball

September 30th RESCHEDULED: Hosted by the Berkshires favorite BINGO queen - Bella Santarella, this monthy high-energy drag bingo night is $5 a card with fun prizes and even fiercer vibes.

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