WD Indy Rolo’s Indy Outlook January 2026

Hello Indy pals! 🐶 Rolo here — four-legged regional assistant to Dottie Bailey, always perched by our home’s cozy window, sniffing out the best local events in Indianapolis. It’s a brand-new year, and whether you’re pulling on your boots to skate downtown or heading out for theatre, I’ve got your January plans mapped out, straight from my favorite window seat!

Festival of Trees

January 1st-3rd | Indiana Historical Society
Kick off the new year with one last stroll through festive magic! The famous Festival of Trees at the Indiana Historical Society showcases beautifully decorated trees and a cozy downtown-Indy vibe perfect for anyone craving post-holiday cheer. 

More info here.

Ice Skating at Elevance Health Rink

January 1st-25th | Morris Bicentennial Plaza
Downtown’s winter classic is back! The Elevance Health Rink at Morris Bicentennial Plaza is the perfect place for gliding around on the ice. I’d join in, but sadly, there aren’t any dog-sized skates…so I’ll be cheering from the sidelines (and sniffing out the best hot cider spots).

More info here.

Professional Championship Bull Riders

January 10th | Fishers Event Center
Looking for a wild night? The Professional Championship Bull Riders are back! Expect heart-pounding action as riders take on some of the toughest bulls around. It’s a perfect date night or local outing with friends!

More info here.

Agatha Christie’s The Mousetrap

January 6th–31th | Beef & Boards Dinner Theatre
Mystery lovers, this one’s for you! The Mousetrap is the world’s longest-running play and a classic whodunit that’ll keep you guessing right up until the final curtain — it was the butler… wasn’t it? And since this mystery unfolds at Beef & Boards, you can enjoy a dinner buffet before the show. I can’t say I’d solve the case any faster, but I would happily stake out the buffet line and keep a close eye on it. Come hungry, come curious, and get ready for an evening of great food and even better intrigue!

More info here.

Harlem Globetrotters 100 Year Tour

January 17th |  Gainbridge Fieldhouse
Hoops, laughs, and jaw-dropping moves — the Harlem Globetrotters celebrate a century of greatness right here in Indy! Whether you’re reliving childhood memories or making new ones with your crew, this classic show brings big fun to the court. I’ll be watching intently, wondering if anyone will let me chase the basketball just once! I promise I’ve got great paws for defense!

More info here.

Devour Indy Winterfest

January 19th-31st | Restaurants Around Indy
Devour Indy Winterfest is Indy’s winter restaurant week, where local restaurants roll out special menus and promotions that’ll warm you from the inside out. It’s the perfect excuse to try somewhere new or revisit an old favorite with friends — and if you’re feeling generous, maybe grab a little doggie bag so I can get in on the fun too.

More info here.

Indy in January has a little something for everyone. As your local window sniffer-in-chief, I think that’s a paw-fect way to start the year! And while you’re brushing off the winter chills, remember that at Window Depot of Indianapolis, we make replacement window shopping easy! Our triple pane windows deliver energy efficiency and cozy comfort — perfect for keeping the cold out and the good times in. 

Stay warm and I’ll see you around Indy!

— Rolo 🐶