Despite its modest size within a colorful box canyon, the mountain town of Telluride, Colo., packs in plenty of festival options between Memorial Day weekend and the end of the year. Among the offerings: Mountainfilm documentary film festival (May 27–30) kicks things off with film, community events, interactive talks and outdoor programming. The 33rd Annual Telluride Balloon Festival (June 3–5) takes to the peaked skies at sunrise, sailing into the valley. The last night includes Glow, a display of inflated balloons along Main Street. Over summer solstice weekend (June 16–19), the 43rd Annual Bluegrass Festival brings together artists including Emmylou Harris, John Prine, Neil Finn, Leftover Salmon, Punch Brothers and the Sam Bush Band. Vintners and wine aficionados from around the globe will gather for the Telluride Wine Festival (June 23–26), with scheduled events including Toast of Telluride, Winemaker Dinners and The Highest Grand Tasting in North America. Along with Grammy Award winners and little known super groups, the Telluride Jazz Festival (Aug. 5–7) will feature guest of honor John Cleary & The Absolute Monster Gentlemen. Blues takes over during Telluride Blues & Brews (Sept. 16–18), when the streets are filled with blues, funk, jam bands, indie, rock, gospel and soul artists, plus crafts, late night shows and refreshment from 50 of the country’s top microbreweries. Automobile enthusiasts gather for Telluride Festival of Cars & Colors (Sept. 29–Oct. 2). In its second year, the event is a celebration of luxury car restorations, vintage cars and exotic vehicles.