Subscribe to get notified about new events!

Rochester Main Street

Rochester Main Street revitalizes downtown Rochester by promoting local businesses, enhancing public spaces, and fostering community connections through arts and events, ensuring a vibrant, historic, and welcoming environment for all.

Come visit the Prison Yard and hang out with our &ldquo;guilty&rdquo; community members as they serve time for excessive generosity, suspicious community spirit, and repeated acts of giving back.Join us at The Garage for a fun night supporting Holidays on the Hill &amp; Rochester Main Street. There will be a $10 cover charge at the door, live music with Sean Fell, food and drinks available from the bar, and plenty of chances to post bail, cheer on your favorite &ldquo;inmate,&rdquo; and join the fun.Guests are encouraged to dress up, embrace the theme, and come ready for a night of music, laughs, and community support.All donations and proceeds help support Holidays on the Hill &amp; Rochester Main Street.

Guilty Of Giving - Visit The Yard

Join us for the Rochester Main Street Annual Meet &amp; Greet 🎉, an evening that celebrates our downtown&rsquo;s historic character, local businesses, and growing arts scene. Featured guest speakers include Mayor Charles W. Grassie Jr, City Councilor Charles Creteau and Scenic Lounge co-owner Chris Malloy.&nbsp; Your attendance supports year-round projects that brighten Main Street&mdash;like public art, seasonal events, and small business promotion&mdash;while bringing neighbors, merchants, and friends together. Reserve your spot today to enjoy a night of connection, local flavor, and shared pride in Rochester&rsquo;s downtown. 🏙️

Rochester Main Street Annual Meet & Greet

Presented by Holidays On The Hill &amp; Rochester Main StreetYou&#39;ve been found guilty... of giving back to your community!On Saturday, August 8, join Holidays On The Hill and Rochester Main Street for this one-of-a-kind fundraising event at The Garage @ The Governor&#39;s Inn. Participants will voluntarily report for &quot;lockup,&quot; where they&#39;ll spend time reaching out to friends, family, coworkers, and supporters to raise their &quot;bail.&quot;Here&#39;s how it works:<ul fr-original-style="" style="box-sizing: inherit;"><li fr-original-style="" style="box-sizing: inherit;">Register to become one of our &quot;inmates.&quot;</li><li fr-original-style="" style="box-sizing: inherit;">Report to The Garage @ The Governor&#39;s Inn on August 8 for lockup.</li><li fr-original-style="" style="box-sizing: inherit;">Share your personal fundraising page and ask friends, family, and coworkers to donate toward your &quot;bail.&quot;</li><li fr-original-style="" style="box-sizing: inherit;">Friends can also donate to &quot;keep you locked up&quot; a little longer. Every donation supports the fundraiser and the friendly competition!</li></ul>Each participant will receive a complimentary meal while in lockup. Beverages will be available for purchase.Prizes will be awarded to the participants who raise the most money, so start planning your fundraising strategy now!Best of all, every dollar raised will be shared equally between Holidays On The Hill and Rochester Main Street, helping both organizations continue bringing events, programs, and community initiatives to Rochester.Whether you&#39;re a local business owner, community leader, volunteer, or someone who simply loves this community, this is your chance to have some fun, make people laugh, and support two organizations working to make Rochester an even better place.Will you raise enough bail to earn your freedom... or will your friends decide you&#39;re Guilty of Giving?Register today and start building your bail fund before August 8!

Presented by Holidays On The Hill & Rochester Main StreetYou've been found guilty... of giving back to your community!On Saturday, August 8, join Holidays On The Hill and Rochester Main Street for this one-of-a-kind fundraising event at The Garage @ The Governor's Inn. Participants will voluntarily report for "lockup," where they'll spend time reaching out to friends, family, coworkers, and supporters to raise their "bail."Here's how it works:Register to become one of our "inmates."Report to The Garage @ The Governor's Inn on August 8 for lockup.Share your personal fundraising page and ask friends, family, and coworkers to donate toward your "bail."Friends can also donate to "keep you locked up" a little longer. Every donation supports the fundraiser and the friendly competition!Each participant will receive a complimentary meal while in lockup. Beverages will be available for purchase.Prizes will be awarded to the participants who raise the most money, so start planning your fundraising strategy now!Best of all, every dollar raised will be shared equally between Holidays On The Hill and Rochester Main Street, helping both organizations continue bringing events, programs, and community initiatives to Rochester.Whether you're a local business owner, community leader, volunteer, or someone who simply loves this community, this is your chance to have some fun, make people laugh, and support two organizations working to make Rochester an even better place.Will you raise enough bail to earn your freedom... or will your friends decide you're Guilty of Giving?Register today and start building your bail fund before August 8!

Guilty Of Giving 2026

Become a Rochester Main Street Contributing Partner and support the continued preservation, growth and vitality of downtown Rochester. Contributing Partner support helps fund beautification, business development, community events and promotional activities throughout the year.

Become a Rochester Main Street Contributing Partner and support the continued preservation, growth and vitality of downtown Rochester. Contributing Partner support helps fund beautification, business development, community events and promotional activities throughout the year.

Rochester Main Street's Contributing Partners

Welcome to the Rochester Main Street Sponsorship Marketplace. Choose sponsorships that fit your business and help keep downtown Rochester active, inviting, and locally rooted. 🌆 Your support fuels year-round community events, downtown beautification, and programs that draw neighbors and visitors into our historic Main Street. Every selection here connects your brand to visible, on-the-ground improvements in our city&rsquo;s core. Pick your sponsorships, complete checkout, and we&rsquo;ll follow up with details, recognition options, and next steps for partnering downtown.

Welcome to the Rochester Main Street Sponsorship Marketplace. Choose sponsorships that fit your business and help keep downtown Rochester active, inviting, and locally rooted. 🌆Your support fuels year-round community events, downtown beautification, and programs that draw neighbors and visitors into our historic Main Street. Every selection here connects your brand to visible, on-the-ground improvements in our city’s core.Pick your sponsorships, complete checkout, and we’ll follow up with details, recognition options, and next steps for partnering downtown.

Rochester Main Street Sponsorship Marketplace

Become a Founding Location Host for The Amazing Main Street Challenge!Rochester Main Street, in partnership with Phresh Entertainment, is looking for 10 businesses to become official Location Hosts for Downtown Rochester&rsquo;s first-ever Amazing Race-style competition.Teams of two will race around downtown completing riddles, puzzles, and fun physical challenges inspired by shows like The Amazing Race and Survivor. The event is family friendly, recommended for ages 13 and older, and designed to be exciting without requiring strenuous physical activity.The entire race will be filmed by Phresh Entertainment, professionally edited, and released for public viewing after the event.What Is a Location Host?Each Location Host will serve as an official stop along the race course. Competing teams will visit your location to complete a challenge, solve a puzzle, or receive their next clue.Whenever possible, we would like the challenge to take place inside or directly outside your business. Businesses without suitable space can still participate by sponsoring a challenge held on nearby public property.Sponsorship Investment$100 per locationOnly 10 Location Host sponsorships are available for this inaugural event.Your Business Will Receive<ul fr-original-style="" style="box-sizing: inherit;"><li fr-original-style="" style="box-sizing: inherit;">Recognition as a Founding Location Host</li><li fr-original-style="" style="box-sizing: inherit;">A spotlight in the professionally edited event video</li><li fr-original-style="" style="box-sizing: inherit;">Social media mentions leading up to the event</li><li fr-original-style="" style="box-sizing: inherit;">Recognition in event promotions and communications</li><li fr-original-style="" style="box-sizing: inherit;">Exposure as competing teams visit your location</li><li fr-original-style="" style="box-sizing: inherit;">The opportunity to showcase your business in a fun and memorable way</li><li fr-original-style="" style="box-sizing: inherit;">Recognition for helping launch a new downtown tradition</li></ul>Help Us Build Something NewThis is the first year for this event, and we recognize that there will be lessons to learn and details to improve as we bring the concept to life.Our goal is to start with a manageable course involving 10 teams and 10 locations, then grow the event in future years to include more businesses, additional teams, and a larger geographic area.The businesses that participate this year will be more than sponsors. They will be the founding partners who helped Rochester Main Street and Phresh Entertainment create a brand-new community event from the ground up.We would love to feature your business as one of the first official stops on the course!

Amazing Main Street Challenge Location Partner / Sponsor

Grab a teammate to form a team of 2 and race around downtown completing challenges and puzzles to become the first team to finish!This competition is family friendly but recommended for ages 13+This event concept is very similar to challenge shows like The Amazing Race and Survivor. It will involves riddles, puzzles, and physical challenges but is designed to be fun.There will be no strenuous physical activity involved, but contestants should be okay with traveling about a mile or two distance on foot. Registration is $50 per team (2 participants) and includes:<ul fr-original-style="text-align: left;" id="isPasted" style="text-align: left; box-sizing: inherit;"><li fr-original-style="" style="box-sizing: inherit;">An official Amazing Main Street Challenge T-shirt for each team member</li><li fr-original-style="" style="box-sizing: inherit;">A $25 gift card for each team to enjoy lunch at the downtown eatery of their choice</li><li fr-original-style="" style="box-sizing: inherit;">A family-friendly competition recommended for ages 13 and older</li><li fr-original-style="" style="box-sizing: inherit;">Approximately 1&ndash;2 miles of walking throughout downtown</li></ul>Prizes1st Place<ul fr-original-style="text-align: left;" style="text-align: left; box-sizing: inherit;"><li fr-original-style="" style="box-sizing: inherit;">&nbsp;Championship Trophy</li><li fr-original-style="" style="box-sizing: inherit;">Two $50 gift cards</li></ul>2nd Place<ul fr-original-style="text-align: left;" style="text-align: left; box-sizing: inherit;"><li fr-original-style="" style="box-sizing: inherit;">Two $25 gift cards</li></ul> IMPORTANT NOTE(s):Ticket price is PER TEAM. Only one ticket is needed for each team of two.The event will be filmed, edited, and posted for public viewing after the completion of the event, so contestants must be okay with appearing on camera.Contestants will receive full instructions and rules via email prior to the event dateThis event is Rain or Shine!

Amazing Main Street Challenge

Rochester Main Street&rsquo;s Festival of Trees is our largest annual fundraiser, bringing thousands of visitors together to celebrate the holiday season while supporting downtown revitalization.Tree sponsors receive a six-foot tree to decorate with a theme of their choice. Trees are displayed throughout the Festival and raffled to attendees, with the winning recipient taking home the fully decorated tree and all decorations included.Sponsoring a tree is a fun way for businesses, organizations, families, and community groups to showcase their creativity, gain visibility, and support Rochester Main Street&rsquo;s downtown programs and projects. <a fr-original-style="" href="https://rochestermainstreet.org/events/festival-of-trees/" rel="noopener noreferrer" style="text-decoration-color: currentcolor; user-select: auto; box-sizing: inherit;" target="_blank">Find out more about Festival Of Trees</a>

Rochester Main Street

Events

Events

Amazing Main Street Challenge Location Partner / Sponsor

Get your tickets

Amazing Main Street Challenge

Get your tickets

Festival Of Trees- Tree Sponsors

Get your tickets

More ways to support us

Guilty Of Giving 2026

US$9,059 of US$15,000 goal

Donate today

Rochester Main Street's Contributing Partners

View membership

Rochester Main Street Sponsorship Marketplace

View shop

Powered by

.css-1bfa2ov a{color:inherit;-webkit-text-decoration:none;text-decoration:none;}.css-1bfa2ov a:hover{-webkit-text-decoration:underline;text-decoration:underline;text-decoration-color:hsl(0, 0%, 100%);}Rochester Main Street

Events

Events

Amazing Main Street Challenge Location Partner / Sponsor

Get your tickets

Amazing Main Street Challenge

Get your tickets

Festival Of Trees- Tree Sponsors

Get your tickets

More ways to support us

Guilty Of Giving 2026

US$9,059 of US$15,000 goal

Donate today

Rochester Main Street's Contributing Partners

View membership

Rochester Main Street Sponsorship Marketplace

View shop

Powered by

Rochester Main Street