Schools in and fall is on its way. This month is packed with transitions, and this weekend is packed with fun. Your family has a chance to bounce, celebrate and feast their way through the upcoming days off. Read on to find out where you and your crew can have fun this weekend.

photo: Charles Starrett via flickr

SE Portland

Attend Oaks Park Oktoberfest
Portland’s favorite fall family festival is back with authentic German food and beer, live polka music and dancing, wiener dog races, cooking demonstrations, Kinderplatz, craft and import vendors, and much more! Fri. Event Details.

SW Portland

Experience Princess Ida Or, Castle Adamant
The Light Opera of Portland presents Gilbert & Sullivan’s Princess Ida or, Castle Adamant. Tickets are available on this site until 12 hours before the show and are also available at the theater. Fri., Sat. & Sun. Event Details.

Head to Big Bounce America 2019
Welcome to the biggest, craziest and most awesome inflatable theme park ever to exist! We’re inviting YOU to join us and spend some quality time with family and friends in our magical, candy-colored wonderland of inflatable adventure. The Worlds Biggest Bounce House, The official Guinness World Record holder for World’s Biggest Bounce House! Live DJs playing the hottest tracks, climbing towers, basketball hoops, slides, ball pits, confetti blasts, bubbles (lots of bubbles!), crazy dancing and even crazier competitions. Individual sessions are available to suit all age groups from toddlers through to adults only. Fri. Event Details.

Don’t Miss Free Day at the World Forestry Center
Grab your young nature lovers and the free day at the World Forestry Center, sponsored by Columbia Bank! Sat. Event Details.

Welcome Fall Crafting Day
As the leaves start to change, take a break from your new school schedule and welcome in the Fall by crafting the day away at The Craft Factory. Your fall craft choices today are a tree, a bird, or a birdhouse for just $10. There will even be some sweet treats for you to enjoy while you’re here! All ages welcome. Sat. Event Details.


Aureum returns this year before going on national tour with a completely revamped show including more impressive aerial acts and an entire CGI world built by an award-winning team of animators. This show, developed in residence over the summer, promises to be an unforgettable experience! Fri., Sat. & Sun. Event Details.

N Portland

Attend the 26th Polish Festival
Fun for the whole family, it’s two festive days of the best Polish food, dance and music. The Polish festival is an event for families and singles, adults and children, for food connoisseurs, music lovers, concert goers, dance enthusiasts, … It is for everyone. Sat. Event Details.

Eagle Creak

Head to the Philip Foster Farm Cider Squeeze
The folks at Philip Foster Farm Cider Squeeze are getting out the presses for their annual cider squeeze! Bring your apples, press theirs, or just buy cider. Games, food, craftsmen, dancing and music all day. Plus all of the usual interactive history to explore. Fun for the whole family! Sat. Event Details.

NW Portland

Experience “How I Became a Pirate”
Avast, ye mateys! Set sail on a high-seas adventure with a motley crew of bumbling pirates as the fearsome Captain Braid Beard lands at a quiet family vacation spot in search of an expert digger to join the crew. This slapstick swashbuckler will delight children, parents, and every pirate-at-heart. Most enjoyed by ages 4 and up. Sat. & Sun. Event Details.

—Annette Benedetti