Michelob ULTRA Ski Bum Race Series

Local teams of skiers, snowboarders, and telemark skiers race down Highline in pursuit of Ski Bum glory and bragging rights. Each competition is followed by a party sponsored by Michelob ULTRA as well as local restaurants & shops. The race and after-party are open to re......More

Local teams of skiers, snowboarders, and telemark skiers race down Highline in pursuit of Ski Bum glory and bragging rights. Each competition is followed by a party sponsored by Michelob ULTRA as well as local restaurants & shops. The race and after-party are open to registered competitors only, though racers may bring guests (recommended age of 21+) to any after-party for a $5 fee (cash only). Each party will be from 4:00 p.m. - 6:00 p.m. In addition, we will offer a training course section on Highline (conditions permitting) from 10:00 a.m. - 12:00 p.m. to help you get warmed up & dialed in for your upcoming race. Registration Click the link below to sign up for the race series: REGISTER NOTE: You will receive an email shortly after completing this form; you will have to open it up and click the link inside in order to complete your registration. Please do not fill out the form multiple times if you don't receive an email immediately! You will also be able to register online any time after our registration party—just visit the Killington Ski Club building (only on valid race days) to claim your bib number & shirt. Registered teams can have a maximum of 5 people.  

Highline ski trail

Green Mtn Table Tennis Club

Free for first two sessions; $30 annual membership. Ping-Pong players swing their paddles in singles and doubles matches.

Rutland Area Christian School

Green Mtn Table Tennis Club

Free for first two sessions; $30 annual membership. Ping-Pong players swing their paddles in singles and doubles matches.

Rutland Area Christian School

Powerful Tools for Caregivers – Free 6-Week Virtual Class Series Hosted by SVCOA

Powerful Tools for Caregivers ? Free 6-Week Virtual Class Series Thursdays, January 8 ? February 12, 2026 SVCOA is offering a free, six-week Powerful Tools for Caregivers (PTC) course designed to support unpaid caregivers living in Southwestern Vermont. This virtual ......More

Powerful Tools for Caregivers ? Free 6-Week Virtual Class Series Thursdays, January 8 ? February 12, 2026 SVCOA is offering a free, six-week Powerful Tools for Caregivers (PTC) course designed to support unpaid caregivers living in Southwestern Vermont. This virtual class series provides practical skills, stress-management strategies, and confidence-building tools to help caregivers thrive while caring for a loved one. Sessions run online every Thursday from January 8 through February 12. Class space is limited. Classes are open to all unpaid caregivers living in Rutland & Bennington Counties. To learn more or register, contact SVCOA Caregiver Program Coordinator Aaron Brush at [email protected] or 802-772-7835.

Online

MWA Bingo in Wells,VT

Weekly Bingo  Doors open at 4pm Bingo starts at 7pm Must be at least 10 years old to enter the hall and be accompanied by a parent or guardian  Must purchase a least a 3 pack No one under the age of 18 may buy or redeem rip open tickets

MWA Bingo Hall 61 MWA Loop Wells, VT

SpeakEasy Cafe: Trivia Night

Triva Night!!! Come join us for speakeasy after dark's weekly trivia nights! Fun cocktails, food and cash prizes!  

American Legion: Trivia Night

Trivia Night Every Thursday!!

West Rutland American Legion Post 87 871 Pleasant Street West Rutland, VT

Not Your Mama's Book Club

We are excited to announce a book club for adults in the community! This will be held monthly from 8:00-9:00pm. It will be the first Thursday of the month. Our goal is to bring adults together and have some fun with reading.   

The place is to be determined....and so is the first book. Do you have any recommendations?! Can't wait to see everyone! 3114 US Route 7, Pittsford, VT, United States, Vermont

VeggieVanGo

VeggieVanGo is a mobile fresh produce distribution offered by the  Vermont Foodbank in partnership with Rutland Regional Medical  Center. There are two public events each month, held at the southern  end of the Diamond Run Mall parking lot.  • First Friday of each......More

VeggieVanGo is a mobile fresh produce distribution offered by the  Vermont Foodbank in partnership with Rutland Regional Medical  Center. There are two public events each month, held at the southern  end of the Diamond Run Mall parking lot.  • First Friday of each month > 10-11am     > FREE roundtrip transportation provided by The Bus. Leaves the      Rutland Transit Center (102 West St.) at 9:15am. • Fourth Thursday of each month > 10-11am

Diamond Run Mall Parking lot FREE roundtrip transportation provided by The Bus. Leaves the Rutland Transit Center (102 West St.) at 9:15am.

NewStory Center Snow Ball

An evening of fun celebrating community, resilience, and hope. Your ticket includes tasty savory and sweet hors d’oeuvres, dancing with Blue Jay Way, and a silent auction.

Rutland Country Club 275 Grove Street Rutland, VT 05701

Live Music at the Brandon Inn: Ana Guigui

Ana Guigui has begun hosting musical evenings in the ballroom of Brandon Inn every Friday and Saturday from 7 to 9:30 p.m. Ms. Guigui will perform a wide range of music and set aside the latter part of every evening for requests and singalongs. Rock, pop, folk, R & B…G......More

Ana Guigui has begun hosting musical evenings in the ballroom of Brandon Inn every Friday and Saturday from 7 to 9:30 p.m. Ms. Guigui will perform a wide range of music and set aside the latter part of every evening for requests and singalongs. Rock, pop, folk, R & B…Guigui is comfortable playing across multiple genres. And if she doesn’t already know the requested song, she’ll pull up the chord chart on her iPad and wing it along with the audience! Admission is free. Food and drinks are available at the Inn’s bar.

The Brandon Inn 20 Park St, Brandon, VT 05733

WOODSTOCK TOWN HALL THEATRE MOVIES!

Hamnet - a deeply moving story about the love, loss, grief, and resilience of Agnes and William Shakespeare that eventually becomes the inspiration for Shakespeare's play Hamlet. Oscar nominated. Friday, Jan. 16 at 7PM Saturday, Jan. 17 at 7PM Sunday, Jan. 18 at 3PM ......More

Hamnet - a deeply moving story about the love, loss, grief, and resilience of Agnes and William Shakespeare that eventually becomes the inspiration for Shakespeare's play Hamlet. Oscar nominated. Friday, Jan. 16 at 7PM Saturday, Jan. 17 at 7PM Sunday, Jan. 18 at 3PM Friday, January 23 at 7PM Saturday, January 24 at 7PM Sunday, January 25 at 3PM Song Sung Blue - based on a true story, two down-on-their-luck musicians (Hugh Jackman and Kate Hudson) form a joyous Neil Diamond tribute band, proving it's never too late to find love and follow your dreams. Friday, Feb. 6 at 7PM Saturday, Feb. 7 at 7PM Sunday, Feb. 8 at 3PM Marty Supreme - based loosely on the life of American table tennis hustler and champion Marty Reisman. Wild, exhilarating, and abrasive cinematic experience that's as polarizing as its main character. Friday, Feb. 20 at 7PM Saturday, Feb. 21 at 7PM Sunday, Feb. 22 at 3PM

Woodstock Town Hall Theatre 31 The Green, Woodstock VT

Pittsford VT Bingo @ Saint Alphonsus Parish

Door open @4pm Games Start at 7pm  We start with a Bonanza Game  We have 2 Jackpots ($300 and $1000) must Bingo in a certain amount of numbers to hit jackpot  We have Doubledabs, U-Pik-Ums, Speedball and last game.  Break open tickets for 50 cents and $1, horse race......More

Door open @4pm Games Start at 7pm  We start with a Bonanza Game  We have 2 Jackpots ($300 and $1000) must Bingo in a certain amount of numbers to hit jackpot  We have Doubledabs, U-Pik-Ums, Speedball and last game.  Break open tickets for 50 cents and $1, horse races and more!! Food: Mac n Cheese, Macaroni Salad, Hot Dogs, Pizza and Cake   

St Alphonsus Liguori Church 2918 Us Route 7 Pittsford, VT 05763

Live Music at the Brandon Inn: Ana Guigui

Ana Guigui has begun hosting musical evenings in the ballroom of Brandon Inn every Friday and Saturday from 7 to 9:30 p.m. Ms. Guigui will perform a wide range of music and set aside the latter part of every evening for requests and singalongs. Rock, pop, folk, R & B…G......More

Ana Guigui has begun hosting musical evenings in the ballroom of Brandon Inn every Friday and Saturday from 7 to 9:30 p.m. Ms. Guigui will perform a wide range of music and set aside the latter part of every evening for requests and singalongs. Rock, pop, folk, R & B…Guigui is comfortable playing across multiple genres. And if she doesn’t already know the requested song, she’ll pull up the chord chart on her iPad and wing it along with the audience! Admission is free. Food and drinks are available at the Inn’s bar.

The Brandon Inn 20 Park St, Brandon, VT 05733

Holiday Craft Fair

Special Shows - Holiday Craft Fairs Located at 251 West St (Vermont Farmers Food Center) Rutland, Vermont. Every holiday season on the second Sundays of November and December, from 9am-4pm, come shop some of the best vendors in Vermont and meet the maker behind you......More

Special Shows - Holiday Craft Fairs Located at 251 West St (Vermont Farmers Food Center) Rutland, Vermont. Every holiday season on the second Sundays of November and December, from 9am-4pm, come shop some of the best vendors in Vermont and meet the maker behind your favorite products. Maple & honey, baked treats, CBD, holiday decor, artisan crafts, cozy knits, upcycled apparel, hot food and beverages, jewelry, and more! These events also feature live music, kids? craft table and goody bags, and Santa at the December event. Shop local this holiday! 60 vendors representing some of the best Vermont has to offer. Free admission and lots of free parking! INTERESTED VENDORS: Get more info  HERE. Want to stay up to date on our holiday craft shows? Sign up for our newsletter! Have questions? Contact the Special Shows Manager at [email protected]

251 West St (Vermont Farmers Food Center) Rutland, Vermont

MWA Bingo in Wells,VT

Weekly Bingo  Doors open at 9:30am Bingo starts at 10am Must be at least 10 years old to enter the hall and be accompanied by a parent or guardian  Must purchase a least a 3 pack No one under the age of 18 may buy or redeem rip open tickets

MWA Bingo Hall 61 MWA Loop Wells, VT

Pitch Please!

 PITCH, PLEASE was a hit!  We’re thrilled with the success of our very first meeting — thank you to everyone who came out, warmed up their pipes, and brought the vibes! Because y’all SLAYED, we’re keeping the music going!  Starting in June, Pitch Please! will meet ev......More

 PITCH, PLEASE was a hit!  We’re thrilled with the success of our very first meeting — thank you to everyone who came out, warmed up their pipes, and brought the vibes! Because y’all SLAYED, we’re keeping the music going!  Starting in June, Pitch Please! will meet every 2nd and 4th Monday at 6:00 PM at the Rutland County Pride Center. Whether you were there for the debut or missed it and want in on the fun — now’s your chance to join our queer-affirming vocal group and make some joyful (and slightly sassy) noise.  No auditions. No pressure. Just music, community, and a whole lotta fabulous.  106 West Street, Suite 1, Rutland, VT  2nd & 4th Mondays | 6:00 PM  

106 West Street Suite 1 Rutland VT 05701

Music Bingo Mondays

Angler Pub

Winter Roots

When the world goes quiet, there’s space to listen — to ourselves and to each other. Time to pause, absorb, mull. Winter invites reflection. The kind that doesn’t rush to an answer.  It’s the perfect time to make space, take a good look at our personal habits, and......More

When the world goes quiet, there’s space to listen — to ourselves and to each other. Time to pause, absorb, mull. Winter invites reflection. The kind that doesn’t rush to an answer.  It’s the perfect time to make space, take a good look at our personal habits, and reconnect with the purpose behind our work. This winter, we’re creating that space together. Winter Roots is a three-month virtual series for anyone doing or exploring the work of nonprofits: from staff to board members to volunteers to consultants. Every week from mid-January through the end of March 2026, we’ll gather as a community to explore how we can work with more intention, inclusion, and depth, aided by the support of incredible experts and facilitators This isn’t about doing more with less. In fact, it’s not about doing more at all. It’s about rethinking how we show up in our work. How the ecosystems of our organizations can center humanity and our well being. Winter Roots is a free, virtual gathering for people working in and alongside nonprofits. From January to March 2026, participants come together for speaker-led sessions, collective learning conversations, and practical interviews. The series invites deep learning and reflection, using winter as a season for rooting, listening, and reimagining how we work and lead.

Online

Alzheimer's Support Group

Monthly Alzheimer's support group for caregivers and family members to share feelings, thoughts, and experiences. Led by a Community Health Care Manager. The hour-long monthly caregiver support meetings start at 4 p.m. and are for caregivers who care for a person wi......More

Monthly Alzheimer's support group for caregivers and family members to share feelings, thoughts, and experiences. Led by a Community Health Care Manager. The hour-long monthly caregiver support meetings start at 4 p.m. and are for caregivers who care for a person with dementia or Alzheimer’s disease. Participants come to the meeting to support one another and share their stories and advice. It’s a safe space where caregivers help caregivers. Any questions contact [email protected] or 802-465-2255

Community Health North Main 231 North Main Street Rutland 05701

Michelob ULTRA Ski Bum Race Series

Local teams of skiers, snowboarders, and telemark skiers race down Highline in pursuit of Ski Bum glory and bragging rights. Each competition is followed by a party sponsored by Michelob ULTRA as well as local restaurants & shops. The race and after-party are open to re......More

Local teams of skiers, snowboarders, and telemark skiers race down Highline in pursuit of Ski Bum glory and bragging rights. Each competition is followed by a party sponsored by Michelob ULTRA as well as local restaurants & shops. The race and after-party are open to registered competitors only, though racers may bring guests (recommended age of 21+) to any after-party for a $5 fee (cash only). Each party will be from 4:00 p.m. - 6:00 p.m. In addition, we will offer a training course section on Highline (conditions permitting) from 10:00 a.m. - 12:00 p.m. to help you get warmed up & dialed in for your upcoming race. Registration Click the link below to sign up for the race series: REGISTER NOTE: You will receive an email shortly after completing this form; you will have to open it up and click the link inside in order to complete your registration. Please do not fill out the form multiple times if you don't receive an email immediately! You will also be able to register online any time after our registration party—just visit the Killington Ski Club building (only on valid race days) to claim your bib number & shirt. Registered teams can have a maximum of 5 people.  

Highline ski trail

Green Mtn Table Tennis Club

Free for first two sessions; $30 annual membership. Ping-Pong players swing their paddles in singles and doubles matches.

Rutland Area Christian School

Green Mtn Table Tennis Club

Free for first two sessions; $30 annual membership. Ping-Pong players swing their paddles in singles and doubles matches.

Rutland Area Christian School

Powerful Tools for Caregivers – Free 6-Week Virtual Class Series Hosted by SVCOA

Powerful Tools for Caregivers ? Free 6-Week Virtual Class Series Thursdays, January 8 ? February 12, 2026 SVCOA is offering a free, six-week Powerful Tools for Caregivers (PTC) course designed to support unpaid caregivers living in Southwestern Vermont. This virtual ......More

Powerful Tools for Caregivers ? Free 6-Week Virtual Class Series Thursdays, January 8 ? February 12, 2026 SVCOA is offering a free, six-week Powerful Tools for Caregivers (PTC) course designed to support unpaid caregivers living in Southwestern Vermont. This virtual class series provides practical skills, stress-management strategies, and confidence-building tools to help caregivers thrive while caring for a loved one. Sessions run online every Thursday from January 8 through February 12. Class space is limited. Classes are open to all unpaid caregivers living in Rutland & Bennington Counties. To learn more or register, contact SVCOA Caregiver Program Coordinator Aaron Brush at [email protected] or 802-772-7835.

Online

MWA Bingo in Wells,VT

Weekly Bingo  Doors open at 4pm Bingo starts at 7pm Must be at least 10 years old to enter the hall and be accompanied by a parent or guardian  Must purchase a least a 3 pack No one under the age of 18 may buy or redeem rip open tickets

MWA Bingo Hall 61 MWA Loop Wells, VT

SpeakEasy Cafe: Trivia Night

Triva Night!!! Come join us for speakeasy after dark's weekly trivia nights! Fun cocktails, food and cash prizes!  

American Legion: Trivia Night

Trivia Night Every Thursday!!

West Rutland American Legion Post 87 871 Pleasant Street West Rutland, VT

Downtown Rutland Monthly Volunteer Meet-Up

Join other volunteers to make a positive impact in Downtown Rutland.

104 Merchants Row, Rutland, VT

Live Music at the Brandon Inn: Ana Guigui

Ana Guigui has begun hosting musical evenings in the ballroom of Brandon Inn every Friday and Saturday from 7 to 9:30 p.m. Ms. Guigui will perform a wide range of music and set aside the latter part of every evening for requests and singalongs. Rock, pop, folk, R & B…G......More

Ana Guigui has begun hosting musical evenings in the ballroom of Brandon Inn every Friday and Saturday from 7 to 9:30 p.m. Ms. Guigui will perform a wide range of music and set aside the latter part of every evening for requests and singalongs. Rock, pop, folk, R & B…Guigui is comfortable playing across multiple genres. And if she doesn’t already know the requested song, she’ll pull up the chord chart on her iPad and wing it along with the audience! Admission is free. Food and drinks are available at the Inn’s bar.

The Brandon Inn 20 Park St, Brandon, VT 05733

And Still, We Love — An Intimate Night of Soulful Music and Stories with Myra Flynn

Love is funky, magical, outrageous—and the force that brings us together. This Valentine’s season, Pentangle Arts Council invites you to gather, sip, laugh, feel, and swoon with "And Still, We Love", a soulful and joy-filled evening with acclaimed singer-songwriter and ......More

Love is funky, magical, outrageous—and the force that brings us together. This Valentine’s season, Pentangle Arts Council invites you to gather, sip, laugh, feel, and swoon with "And Still, We Love", a soulful and joy-filled evening with acclaimed singer-songwriter and NPR favorite Myra Flynn at the Woodstock Town Hall Theatre. On Friday, February 13 at 7:00 PM, Flynn brings her powerhouse voice and heartfelt storytelling to an intimate night exploring the good, the bad, and the beautifully messy sides of love. Through rich, genre-bending music and honest, often funny reflections, she creates a space that feels like a gathering of friends — one that celebrates connection, vulnerability, and the wild ride of loving and being loved.

Woodstock Town Hall Theatre 31 The Green, Woodstock VT

Dig into all things food and farming at the NOFA-VT Winter Conference

The NOFA-VT 2026 Winter Conference: Seeding the Future is Feb 14-15 at Saint Michael's College in Colchester! Join farmers, gardeners, and others who care about a better food system to share knowledge and sow the seeds of a more just and resilient future. The conference......More

The NOFA-VT 2026 Winter Conference: Seeding the Future is Feb 14-15 at Saint Michael's College in Colchester! Join farmers, gardeners, and others who care about a better food system to share knowledge and sow the seeds of a more just and resilient future. The conference will feature a keynote conversation with Ira Wallace, 40+ workshops on Saturday, “intensive” all-day workshops on Sunday, a children’s conference, music, art, seed swap, and more community-building activities. More info and registration (sliding scale): nofavt.org/conference.

St Michael's College, 1 Winooski Park, Colchester, VT 05439

Pittsford VT Bingo @ Saint Alphonsus Parish

Door open @4pm Games Start at 7pm  We start with a Bonanza Game  We have 2 Jackpots ($300 and $1000) must Bingo in a certain amount of numbers to hit jackpot  We have Doubledabs, U-Pik-Ums, Speedball and last game.  Break open tickets for 50 cents and $1, horse race......More

Door open @4pm Games Start at 7pm  We start with a Bonanza Game  We have 2 Jackpots ($300 and $1000) must Bingo in a certain amount of numbers to hit jackpot  We have Doubledabs, U-Pik-Ums, Speedball and last game.  Break open tickets for 50 cents and $1, horse races and more!! Food: Mac n Cheese, Macaroni Salad, Hot Dogs, Pizza and Cake   

St Alphonsus Liguori Church 2918 Us Route 7 Pittsford, VT 05763