Signature Events
Look forward to these signature events across our region. These are events that attract hundreds of people each year. Often ones that require some advanced planning for travelers; so mark your calendar!
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Pride of Woodstock kicks off June with a vibrant celebration of identity and expression
June 4, 2025
June 6, 7, 8 —WOODSTOCK—Pride of Woodstock returns with its second annual celebration of LGBTQ+ identity, creativity, and inclusion, launching with a welcome reception on the front lawn of the Woodstock Inn & Resort. More than 400 people attended the inaugural event in 2024, and this year’s festival expands its programming with new events, including…
Sip & Shop is back in Downtown Rutland
May 21, 2025
Downtown Rutland Partnership’s popular Spring Sip & Shop pairs local beverage and food producers with downtown Rutland businesses. Ticket holders will visit up to 20 stops where they can shop, enjoy sales and raffles, taste something new, meet up with friends and enjoy an evening downtown together. Tickets are on sale at downtownrutland.com/sipandshop. Ticket options…
Inside Vermont’s creative heart: Artists open their doors for an inspiring Spring Open Studio Weekend
May 21, 2025
May 24-25—VARIOUS LOCATIONS—Throughout Vermont, artists are preparing to welcome the public into their creative spaces for the annual Spring Open Studio Weekend. This statewide event invites visitors to explore studios, galleries, and art centers on scenic drives through town centers and rural backroads alike. The event, organized by the Vermont Crafts Council, runs from 10…
VINS celebrates annual Owl Festival with a hoot-worthy lineup
April 23, 2025
Saturday, April 26 from 9 a.m to 5 p.m.—QUECHEE — The Vermont Institute of Natural Science (VINS) invites owl lovers, curious kids, and nature enthusiasts to take flight into the world of raptors during its 10th annual Owl Festival at the VINS Nature Center in Quechee. This milestone event is more than a celebration of…
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Killington’s Dazed and Defrosted returns with livemusic, spring vibes, and season pass perks
April 16, 2025
Saturday, April 19 at 11 a.m.—KILLINGTON–Killington Resort is sending off the season in style with its annual Dazed and Defrosted spring celebration. Known for its lively atmosphere, free live music, and nod to the season’s most dedicated skiers and riders, the event will take place slope side of the K-1 Lodge and is open to…
For Record Store Day 2025, one of the region’s top shops will deliver a variety of unique vinyl records for music lovers to enjoy
April 9, 2025
By James Kent Saturday, April 12—RUTLAND — For music lovers, vinyl collectors, and early risers alike, Record Store Day 2025 is more than a Saturday—it’s a celebration. This year, it lands on Saturday, April 12, and downtown Rutland’s Mountain Music, located at 5 Center St., will open its doors at 8 a.m. sharp to welcome…
Spring thrills and bumps: Bear Mountain Mogul Challenge returns to Killington
April 2, 2025
Saturday, April 5 at 7 a.m. — KILLINGTON — Killington Resort’s Bear Mountain Mogul Challenge returns for a full day of high-energy mogul competition and vibrant springtime celebration. One of the resort’s most anticipated annual events, the Mogul Challenge will once again bring together amateur skiers, live music, and a festive tailgate atmosphere at Bear…
White River Indie Film Festival 2025 explores love, activism, and global cinema with a lineup of stories that inspire, challenge, and connect
February 12, 2025
Thursday, Feb. 13 through Sunday, Feb. 16.—WHITE RIVER JUNCTION—The White River Indie Film Festival (WRIF) returns to the Upper Valley, bringing an electrifying selection of global indie films, compelling documentaries, and locally produced works. Hosted at JAM – Junction Arts & Media and the Briggs Opera House, this year’s festival carries the theme “Hand Over…
Rutland Winterfest returns, even bigger
February 12, 2025
By Adam Davis Rutland Winterfest will be kicking off its 23rd straight year with a large number of new events in downtown Rutland starting Friday, Feb. 14 with events held daily through Saturday, Feb. 22. There’s truly something for everyone at this year’s Winterfest, as there are now over 40 free and low cost events…
Mini Shred Madness venue change to Killington
January 2, 2025
Saturday, Jan. 4, from 9 a.m. to noon.—KILLINGTON— Mini Shred Madness is back and will now take place at Killington Resort in Vale Yard (located at the base of Ramshead). Registration/check-in will take place on the 3rd floor of the Ramshead Base Lodge. A lift ticket will not be required to participate in this event.…
Woodstock’s Wassail Weekend ushers in the holiday season with tradition and celebration
December 11, 2024
Dec. 13 through 15, from 5 p.m. Friday to 6 p.m. Sunday—Woodstock— Beginning at 5 p.m. on Friday afternoon, Woodstock will transform into a festive wonderland for its annual Wassail Weekend, with events planned through Sunday evening. This cherished tradition blends music, history, and holiday cheer in a packed weekend designed to capture the charm…
Stifel U.S. Alpine Ski Team boasts many VT & NH athletes
November 27, 2024
The Stifel U.S. Alpine Ski Team for the 2024-2025 competition season has deep roots in the Green Mountain State. In fact, three of the seven women on the Alpine A Team this season trained in Vermont before making the national team. Mikaela Shiffrin, 29, who trained at Burke Mountain Academy, leads the team as the…
Hundreds of hours, volunteers
November 27, 2024
The people who make the Killington Cup happen Hundreds of resort employees, volunteers from across the region and contractors have worked tirelessly over the past few weeks in order to pull off all that's necessary to make the Killington Cup a success. “It was a real battle with Mother Nature this year, but once again…
Crowds flock to the Killington Cup to cheer on the world’s fastest women
November 27, 2024
It’s bigger than a race, the Stifel Killington Cup is a celebration of the history and passion for Alpine ski racing. In addition to watching the fastest female ski racers in Slalom and Giant Slalom battle for the top prize on the signature Superstar trail, the weekend is packed full of entertainment including live music, fireworks, movie…
Killington World Cup Foundation awards over $330,000 in grants to 33 nonprofits
November 27, 2024
During the Killington Cup, Killington Resort provides exclusive access to the KWCF to provide VIP ticket sales, and these funds go to support the programs throughout the season. While there are many World Cup events each season, the Killington Cup is the only one giving back to the community. The Killington World Cup Foundation (KWCF)…
Shiffrin announces partnership with Share Winter
November 27, 2024
Organization funds programs that help more people fall in love with winter sports By Polly Mikula Last month Mikaela Shiffrin announced a partnership with Share Winter, a foundation that brings winter sports to kids and communities that historically have not had access to them — she plans to expand her commitment with another announcement made in…
Worldclass entertainment plays the Kona Big Wave Stage
November 27, 2024
By Polly Mikula “Watching world-class skiing isn’t the only reason to attend the Stifel Killington Cup,” said Director of Brand Marketing and Events Amy Laramie. “I am really looking forward to this year’s lineup of music, with high-energy bands that will keep the party going all weekend long.” The action begins Friday on the Kona…
Fans ready to cheer Shiffrin’s success
November 27, 2024
Fans ready to cheer Shiffrin’s success By Polly Mikula Mikaela Shiffrin, who attended Burke Mountain Academy in Vermont, has won the Slalom race at Killington six of seven times since the Killington Cup began in 2016. Fans always want to see her defend her title but this year that victory could bring with it another…
Shiffrin tees up potential for 100th win at Killington
November 27, 2024
By Polly Mikula Mikaela Shiffrin, 29, the two-time Olympic gold medalist, six-time Stifel Killington Cup slalom winner and the winningest Alpine skier in history is set to crack another milestone: a historic 100th World Cup win, and it could happen this weekend at Killington Resort. The milestone is monumental. Two years ago in January 2023…
