Fall in Central Oregon is a time to treasure. The leaves are changing color, the weather is crisp but still pleasant, and the activities are plentiful. So, gather your family and friends, book a vacation rental for a cozy and memorable stay, and check out the awesome activities that will help you kick off the fall season.

Bend Fall Festival

candy applesOct. 6-8

Get into the spirit of all things fall at the Bend Fall Festival, held Oct. 6-8. Admission and parking is free. There’s something for everyone here: free concerts on two stages, including several local bands; Family Fun Street, with plenty of fall-themed activities for all ages; over 30 food vendors; and much more.

Also during the event, taste some amazing drinks at the Deshutes Brewery Libation Stations, which will be located throughout the festival. They will include crafted microbrews and wine in addition to seasonal cocktails from Bend Distillery and ciders from Atlas Cider Company.

While you’re there, do a bit of shopping at several spots during the festival, such as The Fine Artist Promenade, where over 100 arts and crafts will be offered by artists from all over the country. The Harvest Market, which will be on Minnesota Ave. between Bond St. and Wall St., will offer locally grown fruits and vegetables, flowers, and chicken, pork, and beef. Fall into Fashion is new this year, a spot highlighting a select group of fashion creators and reps; they’ll also be featured in fashion shows during the festival.

To learn more about the Bend Fall Festival, click here.

14th Annual BendFilm Festival

FilmOct. 12-15

This celebration of independent films brings film-lovers from all over to downtown Bend, where they converge to watch films, listen to lectures, and take part in events. But it’s more than just watching movies — at the festival, you can associate with other film buffs and learn behind-the-scenes trivia, and you may even get to meet the filmmakers.

Films come in different categories, such as narrative, documentary, short film, etc., and are selected from many submissions to be shown at the festival. A panel of industry professionals will choose the winners, who will win cash prizes. For festival goers, screenings are a chance to watch a moving work of art and be part of the magic. Festival headquarters are at The Hub at the Liberty Theatre at 849 NW Wall St. Passes and tickets are available now online.

To learn more about the BendFilm Festival, click here.

Cyclocross Crusade

cyclocross riderOct. 28-29

Decked out in their Halloween finery, over 1,000 cyclocross racers will descend upon Deschutes Brewery in the Old Mill District in Bend on Oct. 28-29. Cyclocross is a specific type of cross-country racing on bicycles. Cyclists will ride through varying terrains of dirt, bridges, hills, and more. Spectators: expect to enjoy a great time and plenty of laughs.

Think of this as a gathering place of cyclists and people who want to cheer them on and party with the best of the best. To some, all the costumes and dancing may seem out of place, but it’s absolutely welcomed and celebrated. And Central Oregon is one of the most scenic places to have this outdoor event. In the fall, there’s no question — you won’t see beauty like this anywhere else.

Cyclists will compete over two days for points as they vie for the win, and festival goers can enjoy the Deschutes Brewery beer garden, live music, and cultural food and festivities. It really is a good time.

To learn more about the Cyclocross Crusade, click here.

Halloween in the Village at Sunriver

Kids on HalloweenOct. 31

This free event in The Village at Sunriver is the perfect family-friendly Halloween tradition to start this year. Grab the kids, dress them up in their Halloween costumes, and trick or treat at all the merchants in The Village (check out the directory on the website).

While you’re there, take part in the costume contest for the chance to win prizes. Kids will love getting all the candy, as well as checking out the bounce house, cupcake walk, games, and Halloween party. The event goes from 4-6 p.m.

To learn more about Halloween in The Village at Sunriver, click here.


Now the hard part: what to pick? Why not several? Staying and playing in Central Oregon is actually quite affordable, especially if you rent a vacation home.

Check out the deals at Cascara Vacation Rentals, and start creating some amazing fall memories.


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