Historical Haunts of Downtown Bend Heritage Walk Explore the spooky history of Bend with a walking tour presented by the Des Chutes Historical Museum. Des Chutes Historical Museum, 129 NW Idaho Ave. 4 pm. $10, kids and members free.
An Evening with Edgar Allen Poe
Enjoy theatrical readings of Poe's short stories and poems with a cup of hot soup, cider, a glass of wine or a cocktail. The Belfry, 302 E. Main St. in Sisters. 8 pm. $10-12.
Tour De Toystore
Early registration for the upcoming Cross Crusade races and a bike/push bike race for the kids. Dress them up in costumes and watch them zoom from the Mirror Pond Plaza through the sidewalks ending at Leaping Lizards. Crow's Feet Commons, 875 NW Brooks St. 6 pm. Free.
Halloween Party With Eclectic Approach and DJ Burn
Halloween party with a live DJ, giveaways and a raffle. The Astro Lounge, 939 NW Bond St. 9:30 pm. $5.
Bats in the Belfry Costume Party Extravaganza
Costume and dance party with live music featuring Latin band ¡Chiringa! The Belfry, 302 E. Main St. in Sisters. 7 pm. $10.
Power 94 Monster Ball
The sixth annual Monster Ball at midtown with huge prizes for best costumes, cage dancers, live DJs and casino gaming.Midtown Ballroom, 51 NW Greenwood Ave. 8 pm. $15-20.
Tales of All Hallows' Eve
Spooky tales told with live animals by the light of Jack O' Lanterns. Participate in puppet shows, puppet making and more. High Desert Museum, 59800 Hwy 97. 6 pm. $3-5.
Halloween at Old St. Francis
Costume party featuring live music from the experimental Acorn Project. McMenamins Old St. Francis School, 700 NW Bond St. 9 pm. Free.
Deschutes Brewery Warehouse Bash
Costumes, beer, live music and DJ Professor Stone. One of the biggest Halloween parties in town. 21+. 8 pm. $10.
Sunday 27 Monster Dash 5K / Little Monster's Mile A fun 5K, costumes encouraged. The Little Monster's Mile, a one-mile race for kids, is also taking place.Highland Elementary School, 701 NW Newport Ave. 10am. $25-30, Little Monster's Mile, $1.
Halloween Cyclocross Crusade
Catch all the Halloween-themed action as racers compete in full costume. Beer and food on site.Old Mill District, behind the Deschutes Brewery Warehouse. 8:40 am-4:15 pm, 8:30-9 pm Clydesdales. Free to watch.
Murder at the Monster Ball
Enjoy this Halloween themed performance from the 2nd Street regulars with dinner or just an appetizer. 2nd Street Theater, 220 NE Lafayette Ave. 7pm. Dinner and show $42, appetizers and show, $24.
Know Cultura: Day of the Dead
Learn about the rich culture behind the Day of the Dead celebration, taught by COCC's Latino college prep coordinator, William Cervantes.Deschutes Public Library Bend, 601 NW Wall St. 6 pm. Free.
Laugh and drink 10 Barrel beer with the Source during a screening of the laughable, but extremely awesome 1984 horror-comedy. Old Stone, 157 NW Franklin Ave. 8 pm. Free.
Thursday 31 Halloween Haunted House at The Belfry Tour the Haunted House and enjoy prizes, treats, games and giveaways. The Belfry, 302 E. Main St. in Sisters 6 pm. $5.
Shaun of the Dead Enjoy this gory, but hilarious comedy on the big screen. Tower Theatre, 835 NW Wall St. 7pm. $7.
Halloween Ghost Walk Explore the history of the Camp Polk Meadow Preserve on a two-three mile hike with the spirits who used to inhabit the preserve. Camp Polk Meadow Preserve, near Sisters. 3 pm. Free.
Tony Smiley Halloween Costume Party Costumes required for this party at Dojo featuring a set from Toney Smiley and a costume contest for the sexiest girl and scariest guy. Dojo, 852 NW Brooks St. 10 pm. Free with costume.