
Cozy, maybe a little spooky, evenings in Billings are back. And while a classic dinner date is always an option, fall in Montana’s largest city offers plenty of unique ways to spend an evening together. From exploring a historic mansion after dark to getting lost in a corn maze, hand in hand, here are five unique fall date night ideas to bookmark this season.
There’s something about fall that makes exploring a historic mansion after dark feel like a particularly good idea. And the Moss Mansion is a pretty perfect place to do just that. Throughout the season, this 1903 home hosts a variety of themed events perfect for a date night, including Couples Clue, Ghost Tours, and even a Monster Ball on Halloween night.

Maybe your idea of romance is less haunted mansion and more wandering through a corn maze together.
At Grandpa’s Farm, you can keep things sweet with a classic corn maze or turn up the spooky factor with the haunted corn maze offered on weekend nights in October. Throw in some apple cider and a hayride, and you’ve got yourself a classic fall date night.

If you’re looking for something a little more eccentric, head downtown for cocktails at Asylum Distillery. The craft cocktails are deliciously creative, with an extensive fall menu to choose from, and the atmosphere is like walking into a cult classic.
P.S. – it’s part of the Billings Brew Trail! Yup, we’ve got one of those. With 10 breweries, two distilleries, a cider mill, and a winery, we’ve got plenty of options if one stop turns into an evening.

For a more relaxed and creative evening, try a fall-themed sip and paint night. Paint a pumpkin, a ghost, or your best attempt at a fall landscape. It’s part date night, part creative experiment, and a great way to make your own souvenir from your time in Billings. Grab a spot with Bitterroot Sip and Paint or check out Brews and Brushes MT for painting nights hosted at rotating local breweries and distilleries.

Don your favorite flannel and channel your inner lumberjack for an evening of friendly competition at Öx Indoor Axe Throwing. With private throwing lanes and instructors to show you the ropes, it’s an easy way to try something new together and maybe even discover your new favorite date night activity.

Whether your perfect fall date involves a little spooky history, some friendly competition, or simply an excuse to cozy up with a cocktail, Billings has plenty of ways to make a night out feel memorable. So grab your person, pick your adventure, and we’ll see you this fall.