Portland events calendar for September 2016. Best festivals, fun things to do, free kids activities, street fairs, and Labor Day weekend events in Portland, Oregon.

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Best events for 12 months
September 2016
September 2016

Enjoy the best Portland events, festivals, and things to do with this calendar of events.

Mileage is from Pioneer Courthouse Square in downtown Portland, Oregon.

Oregon State Fair

September 1 - 5, 2016 (begins Aug. 26)

49 miles south

See farm animals and craft displays, eat fair food, drink local beer and wine, take carnival rides, and be entertained at the Oregon State Fair in Salem.

Fairy festival

September 2 - 4, 2016

25 miles NW

Faerieworlds is billed as the world’s largest faerie festival and features costumed faeries, music, entertainment, a food court, and 150 vendors of art, literature, and crafts at Horning’s Hideout in North Plains.

Pirate festival

September 2 - 5, 2016

81 miles south

Tortuga Pirate Festival offers outrageous activities and games for adults in pirate attire at Cheadle Lake Park in Lebanon.

Zoo concerts

September 2 - 11, 2016 (begins June 19)

3 miles west

Oregon Zoo Summer Concerts feature world-class performers and include a same-day zoo pass.

Arab Festival

September 3, 2016

6 miles SE

Enjoy Arabic music, dance, poetry, food, art and crafts at the Arab Festival at South Grove in Oaks Park. Free.

Pearl District art festival

September 3 - 5, 2016

0.5 mile north

Art in The Pearl features 100 booths of fine art as well as music, food, and hands-on art activities along NW 8th Ave in North Park Blocks. Free.

Dahlia Festival

September 3 - 5, 2016 (begins Aug. 27)

26 miles south

View 400 floral arrangements of dahlias indoors, 40 acres of dahlias outdoors, and dahlia growing and arranging demos at the Dahlia Festival at Swan Island Dahlias in Canby. See schedule. Free.

Dog-themed bike tour

September 4, 2016

1.5 miles SE

Dress like a dog or bring a stuffed pooch to the Tour de Lab, which is a 19-mile or 40-mile urban bike ride that begins at Lucky Labrador on SE Hawthorne and ends there with a costume contest, beer, and hot dogs.

Movies in the Park

September 4 & 10, 2016 (begins July 7)

Portland parks

Movies in the Park begin with entertainment at 6:30 followed by movies at dusk. Bring coats. Free.

Swim across the Columbia

September 5, 2016 (5:30 a.m.)

63 miles east

Join 500 hearty souls who jump from a paddleboat and swim 1.1 miles across the Columbia River, or cheer them on from the finish line, at the Roy Webster Cross-Channel Swim in Hood River.

Concerts on Main Street

September 7, 2016 (Wednesdays from July 6)

0.2 mile SW

Hear local musicians play funky soul to old-school country Wednesdays at Music on Main Street next to Arlene Schnitzer Concert Hall. Free.

Volunteer Expo

September 8, 2016 (11 a.m. to 2 p.m.)

0 miles

Connect with local non-profit organizations that need volunteers, and hear live music at Volunteer Expo in Pioneer Courthouse Square. Free.

Edgy arts festival

September 8 - 18, 2016

Portland locations

Artists from around the world display contemporary performance and visual art at the Time-Based Art Festival, which includes workshops & evening shows.

Folk music festival

September 9 - 11, 2016

154 miles SE

Hear roots music from blues to bluegrass at Sisters Folk Festival on 10 stages in downtown Sisters.

AIDS walk

September 10, 2016

1.1 miles north

The 2.4-mile AIDS Walk Portland includes music, entertainment, a kids’ corner, and a beer garden, with the start and finish at Fields Neighborhood Park.

Meet romance authors

September 10, 2016 (12 to 3 p.m.)

1.7 miles NE

Passion in Portland [website has sound] is a book-signing and book-promotion event with 60 romance-novel authors at the Crowne Plaza Downtown.

Belmont Street Fair

September 10, 2016

2.5 miles east

Belmont Street Fair is a family-friendly event with live music, art, entertainment, shopping, kids’ activities, food vendors, and beer gardens on SE Belmont Street from 33rd to 39th. Free.

Beaverton Celebration Day

September 10, 2016 (9 a.m. to noon)

9 miles SW

Beaverton Celebration Day includes a family 5K at 9 a.m. and a parade at 10 a.m., which goes from Allen Blvd. & Watson Ave. to Griffith Park. City Park has activities across from the library.

Street fair in Tigard

September 10, 2016

10.5 miles SW

Street Fair features 130 vendors, food booths, music stages, kids activities, a morning family run/walk, and an evening Latin American festival on Main Street in Tigard.

Farm festival

September 10, 2016

12 miles south

Festival at the Farm has a craft fair, farm stands, live music, barbecue, apple cider, wine, kids’ activities, and a hay maze at Fiala Farms in West Linn. Free entry.

Festival of beer, wine, cider, and pickles

September 10, 2016

12.2 miles NW

Oregon Fermentation Festival has fermented foods, food trucks, a beverage garden, workshops, and family-friendly entertainment at a Sauvie Island farm.

Outdoor dance

September 10, 2016 (3 to 8 p.m.)

14.6 miles west

Care to Dance? is a family-friendly event with dance lessons, food vendors, a DJ, and a big band (6 to 8 p.m.) outside Orenco Station in Hillsboro.

Air and vehicle show

September 10, 2016

23 miles NW

See airplanes, cars, motorcycles, and military vehicles at Wings & Wheels, which includes a 16K race, a street dance, music, food vendors, a beer garden, and kids’ activities at Scappoose Industrial Airpark. Donation.


September 10, 2016

28.2 miles south

The Oregon Fall Half Marathon and 10K is located at St. Josef’s Winery in Canby.

Harvest festival

September 10, 2016

36 miles SW

Carlton Crush has a grape-stomping competition, barrel-rolling race, kids’ watermelon-eating contest, artists’ market, entertainment, live music, festival food, wine, beer, and cider in Carlton. Free entry.

Corvallis beer festival

September 10, 2016 (1 to 9 p.m.)

85 miles south

Septembeerfest offers dozens of beers, ciders, and meads under the trees of Avery Park in Corvallis.

Comics convention

September 10 - 11, 2016

1.5 miles NE

Fans of comic books, games, sci-fi, and pop culture can meet artists, celebrities, and publishers at Rose City Comic Con in the Oregon Convention Center.

Renaissance fair

September 10 - 11, 2016

79 miles SW

Watch knights joust on noble steeds, mingle with costumed minstrels and troubadours, shop 125 artisan and food-purveyor stalls, and see children delight in games and adventures at Shrewsbury Renaissance Faire in Kings Valley.

Clackamas River cleanup

September 11, 2016

multiple locations

Register online to join a flotilla of volunteers who assemble at five parks and raft, kayak, canoe, inner tube, scuba, or walk down the Clackamas to remove trash at Down the River Clean Up on the Clackamas.

9-11 memorial

September 11, 2016 (5:30 to 7 p.m.)

6.5 miles SE

Recognize our heroes on the anniversary of that fateful day in 2001 at Commemoration and Honoring of First Responders and Veterans at Milwaukie City Hall. Free.

Small-town celebration

September 11, 2016 (10 a.m. to 3 p.m.)

24 miles SE

The Celebration in Boring offers live music, pony and wagon rides, a classic-car show, games, firefighter waterball, and food booths. Free.

Food and drink festival

September 15 - 18, 2016

Portland locations

Taste Oregon’s bounty of wine, beer, cheese, and fine cooking; hear culinary stars speak on stage; and take cooking classes at Feast Portland.

RV and van show

September 15 - 18, 2016

7 miles north

Meet RV dealers and makers, and see new models of 5th wheels, campers, travel trailers, park models, conversion vans, and Class-A motor homes, at Portland Fall RV & Van Show in Portland Expo Center.

Swing dancing

September 15 - 18, 2016

15 miles NE

BridgeTown Swing features competitions, lessons, workshops, and social dances at the Hilton Vancouver Washington.

Oktoberfest in Mt. Angel

September 15 - 18, 2016

38 miles south

Mount Angel Oktoberfest has beer and wine gardens, live music, singing, dancing, arts and crafts, and a car show in Mount Angel.

Mexican Independence Day

September 16, 2016

1.4 miles NE

Celebrate the independence of Mexico and its neighbors from Spain at El Grito y Fiestas Patrias, which includes folkloric and Aztec dancers and live mariachi, salsa, cumbia, and pop music, plus food & craft vendors at Moda Center Commons. Free.

Beer tasting in Albany

September 16, 2016 (3 to 8 p.m.)

70 miles south

Walk or take the free trolley to visit two dozen businesses pouring locally made beer, cider, or spirits during Craft Brew Smackdown, followed by an after party. A $20 ticket includes 10 tastes, 5 more for $5.

Get painted as you run

September 17, 2016 (8 a.m.)

8 miles north

Wear a white shirt, and then get bombarded by handfuls of colored cornstarch as you run the Color Run 5K at Portland International Raceway.

Car show

September 17, 2016

13 miles south

The Cruise to Historic Downtown Oregon City fills Main Street with 600 classic cars, hot rods, trucks, and motorcycles from the 1950s to 1970s. Free.

History night

September 17, 2016 (SOLD OUT)

20 miles south

Bring a flashlight for the evening Willamette Living History Tour, which features a one-hour walk and carriage ride in a recreated 1913 town, with actors in costume and a barbershop quartet in West Linn.

Sidewalk chalk art

September 17, 2016 (8 a.m. to 4 p.m.)

26 miles west

Create your masterpiece on a sidewalk in downtown Forest Grove, or admire hundreds of others’ works at Sidewalk Chalk Art Festival.

Polish Festival

September 17 - 18, 2016

4.7 miles NE

Enjoy Polish food, beer, dance, music, and polka at the Polish Festival at 3900 N. Failing Street. Free.

Festival of Serbia

September 17 - 18, 2016

7.2 miles SE

Enjoy authentic food, wine, dance, music, and kids’ activities at the Serbian Festival in Milwaukie. Free.

Vegan week and prom

September 17 - 24, 2016

Greater Portland area

Try Vegan Week includes free workshops, speakers, dine-outs, and mentoring. It ends in a vegan prom night of dancing, raffles, food, and costumes.

Modern Shakespeare movies

September 17 - Oct. 30, 2016

0.5 miles SW

See 17 “unconventional” cinematic adaptations of Shakespeare’s plays at Bending the Bard: Cinematic Twists on Shakespeare at Portland Art Museum.

Senior zoo day

September 20, 2016 (9:30 a.m. to 3 p.m.)

3 miles west

If you’re 65 years old, you and a guest get free admission and a train ride plus a lunch special during Senior Safari at the Oregon Zoo.

Film festival

September 20 - 28, 2016

Eugene (Sept. 20-22) & Portland (23-28)

Oregon Independent Film Festival (OIFF) screens roughly 75 independent films from 14 countries and is particularly known for its documentary programming.

Quilting expo

September 22 - 24, 2016

7 miles north

See creative quilts on display, shop for quilts and supplies, and attend seminars at Northwest Quilting Expo at Portland Expo Center.

Bavarian festival

September 22 - 25, 2016

330 miles east

Oregon’s Alpenfest [sound] celebrates Swiss and Bavarian culture with beer, bratwurst, polka bands, alphorns, Swiss yodeling, accordionists, and a craft fair near Wallowa Lake in NE Oregon.

Movies under the bridge

September 22 - 26, 2016 (7:30 p.m.)

1.6 miles south

Bring a car, blanket, or chair for films at Drive-In at Zidell Yards under Ross Island Bridge. Food vendors.

American Indian day

September 23, 2016

0 miles

Watch traditional dance in native regalia, hear drums, and shop vendors at American Indian Day Celebration at Pioneer Courthouse Square. Free.

Oktoberfest at Oaks Park

September 23 - 25, 2016

6 miles SE

Oktoberfest features live German music, dancing, art, contests, food, drinks, Kinderplatz for kids, and Saturday dachshund races at Oaks Amusement Park.

Beer tasting in Astoria

September 23 - 25, 2016

97 miles NW

Pacific Northwest Brew Cup features northwest beers on tap, live music, food vendors, and kids’ activities. Free entry.

German Film Festival

September 23 - 27, 2016

1 mile NW

See thought-provoking German films with English subtitles at the German Film Festival at Cinema 21.

Haunted house: 13th Door

September 23 - Nov. 5, 2016

9 miles SW

The 13th Door Haunted House is at 3855 SW Murray Blvd. in Beaverton. See schedule. Nov. 4 and 5, 2016 are flashlight nights.

Free museum day

September 24, 2016


Get a free ticket for two people to visit one of 19 Oregon museums on Museum Day Live.

Saxophone concert

September 24, 2016 (8 p.m.)

0.2 miles south

Grammy-winning saxophonist Chris Mitchell plays a combination of romantic Latin jazz, bossa nova, and R&B at Portland’5 Centers for the Arts.

Neighborhood beer festival

September 24, 2016 (3 to 10 p.m.)

1.7 miles east

Buckman Kerns Beer Fest features breweries from both neighborhoods, food specials, games, a dunk tank, and live music at 1800 E Burnside. Free.

Obstacle race

September 24, 2016

19.5 miles south

Overcome mud, fire, ropes, and barricades to complete the 3.12 mile Warrior Dash for a medal and T-shirt at Sherwood Forest Equestrian Center.

Cider Squeeze

September 24, 2016 (10 a.m. to 4 p.m.)

29 miles SE

Cider Squeeze features cider pressing, food, music, blacksmith demonstrations, and tours of Philip Foster Farm from the 1860s in Eagle Creek.

Hops festival

September 24, 2016 (12 to 8 p.m.)

62 miles east

Enjoy beer from microbreweries, local cuisine, arts and crafts vendors, and live music at Hops Fest in Hood River. Kids OK until 5 p.m. No dogs.

Hemp festival

September 24 - 25, 2016

0.5 miles SW

Hempstalk has food vendors, live music, speakers, and info booths about hemp products and marijuana decriminalization at Waterfront Park.

Natural fiber festival

September 24 - 25, 2016

26 miles south

Oregon Flock & Fiber Festival is about natural fibers from beginning to end, from animal or plant fiber to finished product. Find rabbits, goats, classes, kids’ activities, and food at the fairgrounds in Canby.

Oktoberfest at McMenamins

September 24 - Oct. 8, 2016

multiple locations

Enjoy beer, food, singing to live music, and entertainment during Oktoberfest at McMenamins locations.

Gluten-free expo

September 25, 2016

47 miles south

Sample and buy products from 50 vendors, and hear talks at the Healthy Living and Gluten Free Expo at Salem Convention Center.

Racy stories

September 28 - Oct. 8, 2016

5.3 miles north

A Sex & Culture Theater Festival aims “to unite humanity through conversations about sexuality” with real people sharing their unforgettable stories at The Headwaters Theatre. (Sept. 28 at The Star Theater.)

Beer festival

September 30 - Oct. 1, 2016

6 miles SE

Portland Fresh Hops Fest has beer made with fresh hops for adults and root beer for kids (only Saturday before 5 p.m.) at Oaks Amusement Park.

Greek festival

September 30 - Oct. 2, 2016

2.8 miles east

Portland Greek Festival has Greek food, crafts, music, and dance at NE 32nd Ave. & NE Glisan St. Free.

Juggling festival

September 30 - Oct. 2, 2016

5 miles SE

Portland Juggling Festival offers shows, workshops, vendors, and a juggling & vaudeville extravaganza Saturday night at Reed College.

Pumpkin festival

September 30 - Oct. 30, 2016

35 miles south

See pumpkins shot from a cannon, take a hayride, navigate a corn maze, try archery & paintball, and choose a pumpkin during Pumpkin Fest at Wooden Shoe Tulip Farm in Woodburn on Fridays, Saturdays, and Sundays.
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© September 2016 calendar of events in Portland, OR. Best events, fairs, festivals, and things to do in Portland, Oregon. pdx-09