Galena, IL
50°
Cloudy
6:45 am4:45 pm CST
Feels like: 48°F
Wind: 6mph SSE
Humidity: 99%
Pressure: 29.82"Hg
UV index: 0
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50°F / 28°F
52°F / 37°F
52°F / 37°F
57°F / 37°F
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Events & Specials

Snowboarder performing a trick at Rail Jam 31 with spectators and a cozy lodge backdrop.

Endless Adventures

Chestnut Mountain Resort is always buzzing with excitement, offering a variety of seasonal events and promotions to enhance your stay. Plus, visitors can explore nearby events, local festivals, and celebrations. With so much going on in the tri-state area, there’s always a new reason to visit.

Nouveau Weekend

11/22/202411:00 am - 10:00 pm

Galena Cellars proudly presents the annual Nouveau Parade & Celebration, marking the release of the highly anticipated yearly Nouveau wine! The festivities kick off with a lively parade at 2:30 […]

General’s Christmas Ball

11/23/20244:30 pm - 10:00 pm

Experience the charm of a bygone era at the General’s Christmas Ball, a festive evening hosted by Galena’s nine Civil War Generals at the historic DeSoto House Hotel in Downtown […]

Stockton Festival of Lights & Living Windows

11/29/20245:00 pm - 7:00 pm

Stroll through the historic streets and enjoy the sights and sounds of the season while shopping for the perfect holiday gifts for your loved ones. The festivities continue at 7:00 […]

Galena Holiday Kickoff

11/30/20245:00 pm - 7:00 pm

Held on the Saturday after Thanksgiving, this festive celebration welcomes Mr. and Mrs. Santa Claus to town as they make their grand entrance on Santa’s sleigh, escorted by a dazzling […]

A Merry Millwork Market

12/06/20244:00 pm - 8:00 pm

This annual festive event, set in the charming and historic Millwork District, offers a unique holiday shopping experience that you won’t find anywhere else. The market is filled with local […]

Christmas in the Village of Elizabeth

12/06/20245:00 pm - 8:00 pm

On Friday, enjoy luminaries lighting up Main Street, holiday-themed living windows, and a Christmas Tree Lighting Ceremony with carols at 5:30 p.m. The festivities continue on Saturday with Holiday Hay […]

A Merry Millwork Market

12/07/20249:00 am - 2:00 pm

This annual festive event, set in the charming and historic Millwork District, offers a unique holiday shopping experience that you won’t find anywhere else. The market is filled with local […]

Christmas in the Village of Elizabeth

12/07/202410:00 am - 2:00 pm

On Friday, enjoy luminaries lighting up Main Street, holiday-themed living windows, and a Christmas Tree Lighting Ceremony with carols at 5:30 p.m. The festivities continue on Saturday with Holiday Hay […]

The Territory Holiday Market

12/07/20248:30 am - 1:30 pm

Experience holiday charm at The Galena Territory Holiday Market. The market offers a festive array of winter decorations, handcrafted gifts, arts and crafts, and delicious baked goods. Organized by the […]

Christmas at the Fort

12/07/202411:00 am - 3:00 pm

This historic celebration captures the charm of a traditional German Christmas, complete with a decorated fir tree and delightful hand-molded marzipan treats. Visitors of all ages can enjoy the festivities, […]

Galena Holidaze Festival

12/07/202411:00 am - 6:00 pm

The Galena Holidaze Festival brings the magic of Christmas to Galena, Illinois, with a family-friendly celebration featuring local artisans, holiday items, food vendors, and live Christmas music. Enjoy free activities […]

Warren Annual Christmas Walk

12/07/20244:30 pm - 7:30 pm

The Warren Annual Christmas Walk brings holiday magic to the heart of town, starting at 4:30 p.m. at the historic Warren Community Building, which will be transformed into a festive […]

Holiday Fire in the Sky

12/07/20246:30 pm - 7:00 pm

Holiday Fire in the Sky kicks off the holiday season in downtown Galena with a spectacular fireworks display. The evening sky lights up with vibrant colors, creating a stunning show […]

Country Christmas

12/14/202410:00 am - 12:00 pm

Create lasting holiday memories at the Country Christmas event at Shenandoah Riding Center. This family-friendly celebration offers festive activities like crafts for kids, wagon rides, and lead lines on horses […]

Night of the Luminaria and Living Windows

12/14/20244:00 pm - 9:00 pm

Experience the enchantment of Galena’s Night of the Luminaria and Living Windows, where the entire town is aglow with more than 5,000 candlelit luminaries. From Main Street to the hills […]

Snowflakes & Sweets Stroll

12/21/202412:00 pm - 4:00 pm

Enjoy the Snowflakes & Sweets Stroll in charming Galena, IL, where sweet treats await along Main Street. With a pre-purchased punch card, you can sample 10 delightful treats of your […]

Harlem Globetrotters 2025 World Tour

01/11/20252:00 pm - 5:00 pm

A Tradition of Fun, Skill, and Laughter! The Harlem Globetrotters are known for their amazing basketball tricks, hilarious antics, and a heartwarming approach that turns every game into a show. As […]

Live Entertainment In The Summit By Jimmy Welty Band

01/18/20257:00 pm - 10:00 pm

Kickin’ it old school with rip-roarin’ rhythms and mesmerizing melodies. Get ready to kick up your boots and experience the ultimate country music party with the Jimmy Welty Band! Join […]

Live Entertainment In Summit By Holy Crowe Music

02/08/20257:00 pm - 10:00 pm

Music that will make your feet dance and your spirit rise. Old Mountain Gospel, Traditional Bluegrass, and a Twang of Honky Tonk are to name a few. We enjoy playing […]