The Downtown Rutland Partnership hosts and partners on several signature events throughout the year. Interested in sponsoring downtown events? Check out our 2019-2020 sponsorship package.
Friday Night Live is a free outdoor concert series that takes place on Center Street throughout July. This fun and casual series draws the community together to enjoy music, outdoor dining, shopping, children’s activities and more starting at 5pm. Center Street transforms into a unique, amphitheater-like concert venue with great acoustics. Openers play in the street and headliners take the stage at 8pm. Vendors may complete the application here.
2019 Dates: July 12th, 19th & 26th
The end of July and start of August has marked the Annual Sidewalk Sales for years. This year, downtown will be full of fun activities as we throw a street party for the community complete with open-air market that spans from lower Center Street around the corner to Merchants Row, drawing out sale tents and outdoor dining from businesses along the way. Enjoy a variety of family entertainment as well as local artists, crafts, food vendors and live music from area musicians. Vendors may complete the application here.
2019 Date: August 24th, 2019
Vermont Great 2-4-6-8K
Rutland Regional Medical Center presents the Vermont Great 2-4-6-8k Run & Walk - a fun event for all fitness levels - each September. Pick your own loop distance and enjoy the Green Street Challenge afterward! A portion of Center Street will turn into a green parklet for children and families to enjoy.
September 2019 Date: To Be Announced
The Rutland Halloween Parade is a historic tradition for Vermonters for over 50 years. Downtown Rutland comes alive each October with floats from merchants and organizations to get you into the spirit of Halloween! The parade has a strong superhero theme and has been the setting for a number of comic book adventures, including Batman and Thor. Read more about the history of the parade here. For details and info on getting involved, visit the Rutland Rec's Website.
2019 Date: Saturday, October 26th
Support your local downtown shops, restaurants and venues this holiday season as they offer a special day of sales, treats, and activities in honor of Small Business Saturday. You’ll find a huge variety of gift options that are one-of-a-kind and fit for practically everyone on your list. Avoid those big crowds and get a personalized, friendly shopping experience!
2019 Date: Saturday, November 30th
Tree Lighting Ceremony
Santa visits us in Downtown every winter and helps to light the tree in Depot Park. Enjoy a night of caroling, hot chocolate and goodies. This is a wonderful community event that helps to kick off the holiday season!
2019 Date: Saturday, November 30th
The Rutland Winter Fest features a week-and-a-half of activities to get the community involved in fun in the snow and out of the winter blues. Downtown activities include Center Street Night Sledding, where the street is closed to traffic and filled with snow for tubing, and the Center Street Story Walk, where children read the pages of a book in the windows of store fronts. Other activities throughout the week include ice skating, snow sculpting, chili cook-off, broom ball, art walk, Frosty Feet 5K, snow shoeing, and more.
2019 Dates: Saturday, February 16th through Sunday, February 24th
Shiver Me Shamrocks 5K
Kick off St. Patty's Day by running or walking in the 5th annual Shiver Me Shamrocks 5K on March 17, 2018 at 1pm. After your run, get hydrated and stay for the post-race party at The Hop’n Moose downtown. There will be raffle drawings, music, drink and food specials and lots of fun. Even if you aren’t running or walking plan to stop down and celebrate! Contact Heritage Family Credit Union to get involved.
2019 Date: Saturday, March 17th
Spring Sip + Shop
Taste Vermont spirits, brews, ciders, wines and more while exploring Downtown Rutland’s unique, locally-owned retail stores on Thursday, April 18th from 5pm to 8pm. Tickets are $8 in advance and include a complimentary tasting glass and entry to 13 locations. Finish the whole tour and enter to win a prize! Learn more on Facebook or buy tickets now >>
2019 Date: Thursday, April 18th
Downtown Green Up Day
Join the Downtown Rutland Partnership and lend a hand to cleanup Downtown Rutland on Vermont's Green Up Day. Always the first Saturday in May, this is a special day in Vermont when thousands of volunteers come out in their communities for a massive spring clean up of litter. It is the largest statewide volunteer event in Vermont with over 22,000 taking part, and the only statewide Green Up Day in the United States.
2019 Date: Saturday, May 4th
Killington Wine Festival
The Killington Wine Festival offers three days of wining and dining in the beautiful Green Mountains - what could be better than that? Enjoy wine tastings at Killington Peak, in some of Killington's finest restaurants, and at Vermont's #1 Public Golf Course. Events for the weekend include live music, special deals, and the signature event of the summer.
2019 Dates: July 19th - 21st
Vermont State Fair
One of the oldest state fairs in the United States, the Vermont State Fair features amusement rides, performances, a demolition derby, races, fireworks, and more every August.
2019 Dates: August 13th - 17th
Art in the Park
Now in its 57th year, Art in the Park is a set of historically-occurring fine arts and crafts festival hosted by Chaffee Art Center in Main Street Park. Find pottery, paintings, photography, woodworking, fibers, jewelry and more from Vermont craftspeople.
August & October 2019 Dates: To Be Announced
Xfinity Killington Cup
A stop on the Audi FIS Ski Women's World Cup Tour you don't want to miss! Over 30,000 people converge to watch women race down the slopes of Killington Mountain, home to New England's largest vertical drop.