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The stars of The MAD Show are Nicole Parker (Elphaba in Broadway’s Wicked, “MADtv”), Lauren Pritchard (“The Sarah Silverman Program,” “Real Time with Bill Maher,” “MADtv), Craig Cackowski (“Drunk History,” “Veep), David Pompeii (“The Daily Show,” “Key & Peele,” “Heroes,” “ER), Martin Garcia (“Ray Donovan”), and Paloma Nuñez (Second City). 

Image: Mike Lyons

Friday, September 15

 
 
50th Annual Aspen Ruggerfest
Times vary through Sunday, Wagner Park & Rio Grande Park

Snow, rain, or shine, men’s and women’s rugby teams from around the country, and some internationals, compete in this annual tourney hosted by the Gentlemen of Aspen. Cheer ’em on at Wagner Park. Ka Mate! Ka Mate! Free to spectate, aspen-ruggerfest.com

The Motoring Classic 
Time and venues vary through Sunday, Snowmass

Vehicles of all shapes and sizes gather in Snowmass for an action packed week featuring all things auto, including a vintage car race, car rallies, gala events, and a car show presented by Jet Linx. The Motoring Classic will have any automobile enthusiast swooning over public viewings and private rallies with Porsche, Ferrari, Rocky Mountain Vintage Racing, BMW, Audi, Corvette,Viper, and more. Free (select events ticketed), gosnowmass.com

No Man's Land Flagship Festival
Times and venues vary through Sunday, Carbondale 

It's the third annual edition of this three-day film festival, which also travels beyond its hometown throughout the year). Aiming to "redefine feminine" in adventure and sport through screening more than 40 short films, the weekend is also filled with guest speakers, panel discussions, hands-on workshops, and outdoor meet-ups. From $15, nomanslandfilmfestival.org

Snowmass Wine Festival Dinner
6:30 p.m., Viceroy Snowmass

Kick-off a weekend of wine at the annual Friday night dinner. This year, Viceroy Snowmass chef Will Nolan will prepare four courses tied to the theme of “California Dreamin,’" which will explore the distinct wine growing regions of California with featured wine growing experts and a spirited live auction. The evening will feature five wines from different American viticultural areas in California to please the palate. $135, snowmasswinefestival.com 

The MAD Show
7:30 p.m., Wheeler Opera House

Improv! Sketch! Song! This musical mashup from the minds behind MAD Magazine and Chicago's famed Second City is a co-developmental production from Theatre Aspen and the Wheeler Opera House and features Emmy nominee and Peabody winner Rich Talarico (Comedy Central's Key & Peele) who turns his creativity as a writer for MAD TV to the musical stage. $35, aspenshowtix.com

Spazmatics
10 p.m., Belly Up Aspen

Aspen's favorite 80’s cover band returns with favorites like “Come on Eileen,” “Video Killed the Radio Star,” and “Girls Just Wanna Have Fun”… all played in their signature key of nerd! From $25, bellyupaspen.com 

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The Mysteries, directed by adventure photographer Krystle Wright, screens on Saturday at the No Man's Land Flagship Festival in Carbondale.

Saturday, September 16

50th Annual Aspen Ruggerfest
Times vary through Sunday, Wagner Park & Rio Grande Park

Snow, rain, or shine, men’s and women’s rugby teams from around the country, and some internationals, compete in this annual tourney hosted by the Gentlemen of Aspen. Cheer ’em on at Wagner Park. Ka Mate! Ka Mate! Free to spectate, aspen-ruggerfest.com

No Man's Land Flagship Festival
Times and venues vary through Sunday, Carbondale 

It's the third annual edition of this three-day film festival, which also travels beyond its hometown throughout the year). Aiming to "redefine feminine" in adventure and sport through screening more than 40 short films, the weekend is also filled with guest speakers, panel discussions, hands-on workshops, and outdoor meet-ups. From $15, nomanslandfilmfestival.org

The Motoring Classic
Time and venues vary through Sunday, Snowmass

Vehicles of all shapes and sizes gather in Snowmass for an action packed week featuring all things auto, including a vintage car race, car rallies, gala events, and a car show presented by Jet Linx. The Motoring Classic will have any automobile enthusiast swooning over public viewings and private rallies with Porsche, Ferrari, Rocky Mountain Vintage Racing, BMW, Audi, Corvette,Viper, and more. Free (select events ticketed), gosnowmass.com

Aspen Saturday Market
8 a.m.–3 p.m.

The best way to spend a summer Saturday morning in Aspen? At the U-shaped farmer’s market in the heart of town, perusing plenty of locally grown produce, handmade crafts, jewelry, and souvenirs. Free, aspenchamber.org

Snowmass Wine Festival
1:30–5 p.m., Snowmass Town Park

The Snowmass Rotary returns with its annual Grand Tasting of a vast variety of award-winning wines and cuisine from the best-known local chefs with live music, fine art, and a silent auction. Funds raised benefit non-profit organizations across the Roaring Fork Valley. $85 (advance), $99 (door), snowmasswinefestival.com   

Savor the Journey
6–9 p.m., T-Lazy-7

Help HomeCare & Hospice of the Valley and have a boot-stompin', barbeque chowin', two-step dancin' good time at its annual fundraising benefit. Enjoy the spread from the Roaring Fork Valley's finest restaurants as they vie for braggin' rights to who's got the best barbecue. Bid on silent auction items and dance to the music of the Caleb Dean Band—the best neo-traditional western swing band this side of Nashville. From $75, hchotv.org

The MAD Show
7:30 p.m., Wheeler Opera House

Improv! Sketch! Song! This musical mashup from the minds behind MAD Magazine and Chicago's famed Second City is a co-developmental production from Theatre Aspen and the Wheeler Opera House and features Emmy nominee and Peabody winner Rich Talarico (Comedy Central's Key & Peele) who turns his creativity as a writer for MAD TV to the musical stage. $35, aspenshowtix.com

Chicano Batman
9:30 p.m., Belly Up Aspen

Named one of Rolling Stone magazine's "15 Best Things We Saw at Coachella 2017," this L.A.–based quartet collides soul, surf, and Tropicália into the funkiest of beats. The Velveteers, a two piece rock band out of Denver will open for Chicano Batman's Belly Up debut. From $18, bellyupaspen.com

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The first Aspen Ruggerfest in 1968 was the brainchild of Eastern Rockies Ruby Football President Union President Terry Fleener and local Aspen ski-instructor Steve Sherlock.

Sunday, September 17

 
 
50th Annual Aspen Ruggerfest
Times vary, Wagner Park & Rio Grande Park

Snow, rain, or shine, men’s and women’s rugby teams from around the country, and some internationals, compete in this annual tourney hosted by the Gentlemen of Aspen. Cheer ’em on at Wagner Park. Ka Mate! Ka Mate! Free to spectate, aspen-ruggerfest.com

The Motoring Classic 
Time and venues vary, Snowmass

Vehicles of all shapes and sizes gather in Snowmass for an action packed week featuring all things auto, including a vintage car race, car rallies, gala events, and a car show presented by Jet Linx. The Motoring Classic will have any automobile enthusiast swooning over public viewings and private rallies with Porsche, Ferrari, Rocky Mountain Vintage Racing, BMW, Audi, Corvette,Viper, and more. Free (select events ticketed), gosnowmass.com

No Man's Land Flagship Festival
Times and venues vary through Sunday, Carbondale 

It's the third annual edition of this three-day film festival, which also travels beyond its hometown throughout the year). Aiming to "redefine feminine" in adventure and sport through screening more than 40 short films, the weekend is also filled with guest speakers, panel discussions, hands-on workshops, and outdoor meet-ups. From $15, nomanslandfilmfestival.org

Basalt Sunday Market
10 a.m.–2 p.m., Downtown Basalt

We love the community and family-friendly vibe at this weekly farmer’s market filled with local produce, unique art, handmade crafts, and freshly prepared foods. Plus, there’s live music. Living or staying up valley? We recommend biking down the Rio Grande Trail in the morning to get there (the bike rack–outfitted RFTA bus can bring you back). Free, basaltsundaymarket.com

Arte en Español
2 –5 p.m., Aspen Art Museum

Drawing on the wealth of Spanish speakers in the Roaring Fork Valley, the museum presents an afternoon of activities for all ages, entirely in Spanish. Featuring guided tours, family art-making activities, and more, this special event is free and open to the public en Español. Free, aspenartmuseum.org

Literature Out Loud: Really Great Britain
3 p.m., Pitkin County Library

Come wave the Union Jack and listen to the works of Jon McGregor and Sir Arthur Conan Doyle being read by Tim Harris and Corey Simpson. Hear! Hear! Free, pitcolib.org

Sunday Night Football: Green Bay Packers vs. Atlanta Falcons
6:30 p.m., Belly Up Aspen

Catch Sunday Night Football on the big screen with both bars open and the kitchen serving up wings and things. No cover, bellyupaspen.com 

Atomga
10 p.m., Belly Up Aspen

Post-game, wind down the weekend with a dance party filled with fevered, afrobeat-influenced jams. No cover, bellyupaspen.com

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