Fall in Billings gives us plenty of reasons to leave a few weekends open. There are pumpkins to pick, downtown shops to browse, and October evenings that call for a little adventure with family or friends.
Whether you’re planning something with the kids, looking for a date-night idea, or getting to know the area, this guide to fall activities in Billings, Montana, is a good place to start. Here are nine ways to enjoy the season, with current 2026 event details to help you plan.
1. Spend a Saturday at Downtown Billings HarvestFest
If you want a little of everything in one outing, put HarvestFest on your calendar. The 22nd annual celebration takes place Saturday, October 10, 2026, from 9 a.m. to 4 p.m. on the downtown streets below Skypoint, near North Broadway and Second Avenue North.
The free community festival brings together arts and crafts, seasonal produce, food vendors, live entertainment, and activities for kids. Montana Brewing Company’s Oktoberfest Beer Garden is also part of the day.
Go hungry, take your time browsing, and stop into a downtown business while you’re there. It’s an easy way to enjoy a fall Saturday and support the people who help make Billings feel like home.
2. Find Your Fall Fun at Grandpa’s Farm
For a classic fall outing in Billings, Grandpa’s Farm offers corn-maze and pumpkin-patch fun at 2001 58th Street West. Choose a daytime visit with the family or make plans for the Haunted Maize if your group enjoys a scare.
The farm’s posted October 2–31, 2026 public hours are:
- Wednesdays: 6–9 p.m.
- Fridays and Saturdays: 10 a.m.–10 p.m.
- Sundays: Closed.
Monday, Tuesday, and Thursday visits are by group appointment rather than regular public admission. The Haunted Maize is available only on Fridays and Saturdays after 6 p.m.
A daytime visit is a good choice if you’re coming for the fall atmosphere without the haunted experience. Check the farm’s admission information before heading out, and wear shoes you don’t mind taking through a field.
Grandpa’s Farm hours and visitor information
3. Brave Haunted Hallows at Two Moon Park
For those who like their October plans a little scarier, Haunted Hallows turns a one-mile walk through Two Moon Park in the Billings Heights into an outdoor haunted experience.
The 2026 event is listed for Friday and Saturday, October 23–24, at 850 Two Moon Park Road. Think dark trails, unexpected scares, and a good excuse to bring along the friends who always say they aren’t afraid of anything.
The organizer recommends the experience for ages 14 and older, though brave younger guests are welcome. This event is outdoors, so dress for the weather and wear comfortable walking shoes. Check the ticket page for available entry times and current pricing before heading out.
Haunted Hallows tickets and event information
4. Plan a Ghost-Tour Evening at Moss Mansion
If your idea of an October night includes a little local history and a few ghost stories, take a look at Moss Mansion’s seasonal Ghost Tours.
At 914 Division Street, the museum’s October 2026 calendar lists upcoming Ghost Tours on October 8, 11, 15, 18, 22, and 25, with each event listed from 6–9 p.m. These evenings share stories reported by staff and volunteers alongside the history of the house.
Make it a date night or invite a few friends who enjoy the spooky side of the season. Space is limited, so check booking availability and the entry time for your selected tour before making plans.
5. Bring the Kids to Boo at the Zoo
For a family Halloween outing, Boo at the Zoo is scheduled for Saturday, October 17, 2026, from 10 a.m. to 4 p.m.
ZooMontana’s event includes trick-or-treating, activities, and animal enrichments. It’s included with regular zoo admission and free for members. Members also receive early entry at 9:30 a.m.
Children are encouraged to wear costumes, and the zoo asks adults to skip masks. It’s a good reason to get another outing out of those Halloween costumes before the end of the month.
6. Enjoy a Montana Tradition at NILE
The NILE Stock Show & Rodeo runs October 9–17, 2026, bringing livestock shows, horse events, and rodeo programming to Billings at MetraPark.
If you enjoy agriculture, horses, or a western night out, browse the schedule and choose the events that interest you most. The overall date range covers multiple activities, so there isn’t one start time or ticket that applies to everything.
It’s another way to spend a fall day in Billings and experience the agricultural traditions that are part of this community.
NILE schedule and event information
7. Finish October with Downtown Trick-or-Treat
Downtown Billings’ 2026 Downtown Trick-or-Treat takes place Friday, October 30, from 2–5 p.m.
This free event brings costumed kids to more than 50 participating downtown businesses. Maps and trick-or-treat bags are available at the Downtown Billings Association office at 102 North 29th Street, and all children must be accompanied by a parent or guardian.
Notice the date: this year’s downtown event is the day before Halloween. Keep that Friday afternoon open if you want to make it part of your family’s plans.
Downtown Trick-or-Treat details
8. Pick Your Pumpkins at T&C Farms in Laurel
If a hayride and a pumpkin picked straight from the field sound like your kind of fall afternoon, add T&C Farms in Laurel to your list. Located at 1927 Holstein Lane, the farm offers U-pick pumpkins, hayrides, a corn maze, and family farm activities just west of Billings.
The farm’s 2026 Farm Festival and Pumpkin Patch runs September 18 through October 25, with hours of 9 a.m. to dusk every Friday, Saturday, and Sunday.
Give yourself time to enjoy the farm instead of making it a quick pumpkin stop. It’s the kind of outing that works well for a family afternoon, with a few porch decorations to bring home afterward. Check the farm’s latest updates for weather-related changes and admission details before visiting.
T&C Farms’ 2026 schedule announcement
9. Climb Aboard a Sleepy Hollow Haunted Wagon Ride
For a different kind of October outing, Sleepy Hollow Montana offers horse-drawn haunted wagon rides with a narrated telling of The Legend of Sleepy Hollow. Lanterns, draft horses, and the possibility of a Headless Horseman encounter set the scene.
The 2026 rides take place October 9, 10, 16, 17, 23, 24, 29, and 30, from 6–9 p.m., at the new location: Chancey’s Event Center, 266 Hogan Road in Huntley.
The organizer lists tickets at $20 per person, with reservations offered every 30 minutes and rides lasting approximately 25 minutes. Reservations are strongly recommended because seating is limited.
The experience is described as appropriate for families, but the organizer notes that it becomes scarier as the evening gets darker. If you’re bringing younger kids, consider an earlier ride. Bring a warm layer and make an evening of it.
Sleepy Hollow’s 2026 schedule and reservations
Enjoy a Little More of Billings This Fall
One of the things I appreciate about living in Billings is how many different ways there are to spend a weekend. A downtown festival, a wagon ride, or a family tradition you look forward to each October all help make this place feel like home.
Pick a few things you’ve been meaning to do and make room for them this season. And if getting to know Billings has you thinking about a move, I’d love to help you find a home that fits the way you want to live here.
Schedules, availability, and outdoor conditions can change. Check the linked organizer pages before your visit.
