Portland events calendar for September 2014. Best festivals, fun things to do, weekend street fairs, kids activities, and free entertainment in Portland, Oregon.

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September 2014

Enjoy the best Portland events, festivals, and things to do in September 2014 with this calendar of events.

Events are listed by starting date, and all dates are confirmed. Mileage is from Pioneer Courthouse Square in downtown Portland, Oregon.

Pearl District art festival

September 1, 2014 (begins Aug. 30)

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 1, 2014 (begins Aug. 23)

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.

Oregon State Fair

September 1, 2014 (begins Aug. 22)

49 miles south

See farm animals and craft displays, try fair food and fine wine, take carnival rides, and be entertained at the Oregon State Fair in Salem.

Swim across the Columbia

September 1, 2014

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.

Pirate festival

September 1, 2014 (begins Aug. 29)

81 miles south

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

Volunteer Expo

September 4, 2014

0 miles

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

Movies in the Park

September 4 - 13, 2014 (begins June 26)

Portland parks

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

Fashion & Music on the Square

September 5 - 7, 2014

0 miles

Visit 35 fashion booths and hear live music when Fashion & Music on the Square comes to Pioneer Courthouse Square. Free.

Sausage festival

September 5 - 7, 2014

13 miles north

Enjoy sausages, beer, arts and crafts, song and dance at the Vancouver Sausage Fest at 6500 Highland Dr. in Vancouver.

Horse show

September 5 - 7, 2014

19 miles SW

Watch the finest horses and riders compete at Oregon Dressage Society Championship Show at DevonWood Equestrian Centre in Sherwood. Pay in cash or food.

Oktoberfest in Sandy

September 5 - 7, 2014

29 miles SE

Enjoy a variety of music, craft booths, children’s activities, a Saturday car show, sauerkraut, sausages, beer, and wine at Sandy Oktoberfest at St. Michael’s Church.

AIDS walk

September 6, 2014

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.

Neighborhood art fair

September 6, 2014

3.5 miles SE

Shop from 30 artists and hear music at the Main St. Art & Craft Fair at SE 45th & SE Main Street. Free.

Get painted as you run

September 6, 2014

8 miles north

Wear a white shirt and get bombarded by color as you run or walk the Color Run 5K at Portland International Raceway.

Beaverton Celebration Day

September 6, 2014

9 miles SW

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

Obstacle race

September 6 - 7, 2014

25 miles NW

Overcome mud, fire, ropes, and barricades to complete the 3.3 mile Warrior Dash for a medal and T-shirt at Horning’s Hideout in North Plains.

Dog-themed bike tour

September 7, 2014

1.5 miles SE

Dress like a dog or bring a stuffed pooch to the Tour de Lab, which is a 19-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.

Pints to Pasta 10K

September 7, 2014

2 miles south

Pints to Pasta 10K is a run/walk that begins with a shuttle ride north and ends at the Old Spaghetti Factory with pasta, salad, bread, beer, and music.

Small-town celebration

September 7, 2014

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.

Clackamas River cleanup

September 7, 2014

26 miles SE

Register online to join a flotilla of volunteers who raft, kayak, innertube, canoe, or scuba down 15 miles of the Clackamas from Barton Park to remove trash at Down the River Clean Up on the Clackamas.

Exotic food at Timberline

September 7, 2014

62 miles SE

Watch competing chefs cook elk, pheasant, rabbit, and water buffalo; try samples with wine; and vote for the best at Wild about Game at Timberline Lodge.
Portland, Oregon
September 2014

RV and van show

September 11 - 14, 2014

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, Portland Expo Center.

Oktoberfest in Mt. Angel

September 11 - 14, 2014

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.

Modern art festival

September 11 - 21, 2014

Portland locations

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

Bluegrass festival

September 12 - 13, 2014

51 miles SE

Oregon Bluegrass Association’s Picker’s Fest offers music in the mountains and optional camping at Zigzag Mountain Farm in Rhododendron.

Get painted as you run

September 13, 2014

18 miles north

Wear a white shirt and get bombarded by color as you run in the 5K Run or Dye in Ridgefield, WA.

Oktoberfest at Widmer

September 13, 2014

2 miles north

Enjoy Munich-style ales, and German food & music at Widmer Oktoberfest at Widmer Brothers Brewing.

Belmont Street Fair

September 13, 2014

2.5 miles east

Belmont Street Fair is a family friendly event with live music, art, entertainment, shopping, kids’ activities, and food vendors on SE Belmont Street at 34th.

Farm festival

September 13, 2014

12 miles south

Festival at the Farm offers a craft fair, farm stands, barbecue, live music, kids’ activities, and corn & hay mazes at Fiala Farms in West Linn. Free entry.

Forest race

September 13, 2014

33 miles west

Hagg Hybrid Races are a marathon, half marathon, and marathon relay partially on roads and partially on trails at beautiful Hagg Lake near Forest Grove.

Harvest festival

September 13, 2014

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.

Marathon at Mt. Angel

September 13, 2014

38 miles south

The Oregon Marathon & Half Marathon are the same weekend as Oktoberfest in Mount Angel.

Renaissance fair

September 13 - 14, 2014

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.

Mexican Independence Day

September 15, 2014

0 miles

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 Pioneer Courthouse Square. Free.

Senior zoo day

September 16, 2014

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.

Food and drink festival

September 18 - 21, 2014

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.

Oktoberfest at Oaks Park

September 19 - 21, 2014

6 miles SE

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

Children’s consignment sale

September 19 - 21, 2014

7 miles north

Bring a bag to fill with clothing, toys, and gear at the Just Between Friends consignment sale at Portland Expo Center. Repeats in April. Free entry.

Air show

September 19 - 21, 2014

17 miles west

Oregon International Air Show features planes up close and in the air, aerobatics, parachutists, and a kids zone at Hillsboro Airport. Wear sunscreen.

Wine walk

September 20, 2014

10 miles south

Enjoy wine, snacks, music, and art at eight local shops on the afternoon Wine Walk Lake Oswego.

Sauerkraut festival

September 20, 2014

21 miles NW

Scappoose Sauerkraut Festival has street vendors, food, entertainment, cabbage bowling, and a sauerkraut-eating contest in Scappoose.

Sidewalk chalk art

September 20, 2014

26 miles west

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

Comics convention

September 20 - 21, 2014

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.

Polish Festival

September 20 - 21, 2014

4.2 miles NE

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

Quilting expo

September 25 - 27, 2014

7 miles north

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

Kids’ consignment sale

September 25 - 28, 2014

16 miles east

Buy used clothing, toys, and gear at the Super Kids Resale at Gresham Town Fair. Repeats April. Free.

American Indian day

September 26, 2014

0 miles

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

Blind beer tasting

September 26, 2014

0.3 miles north

Do a “blind taste test” of local craft beers and vote for your favorite at Cheers to Education, which includes appetizers and a charity auction at Epicodus.

Short-film festival

September 26 - 28, 2014

2.6 miles SE

Join people worldwide watching the Manhattan Short Film Festival and voting for their favorites, at the Clinton Street Theater.

Juggling festival

September 26 - 28, 2014

5 miles SE

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

Haunted house: 13th Door

September 26 - Nov. 2, 2014

9 miles SW

The 13th Door Haunted House [sound] is at 3855 SW Murray Blvd. in Beaverton. See dates.

Free museum day

September 27, 2014


Get a free ticket for two people to visit one of 12 Oregon museums on Museum Day Live.

Cider Squeeze

September 27, 2014

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 27, 2014

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 27 - 28, 2014

0.5 miles SW

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

Vegetarian festival

September 27 - 28, 2014

1.5 miles NE

Portland VegFest offers free samples, films, cooking demonstrations, 100 exhibitors, speakers, and tasty food at the Oregon Convention Center.

Bike and beer fest

September 27 - 28, 2014

3.1 miles SE

Oregon Handmade Bike and Beer Festival combines Oregon Handmade Bicycle Show and Biketobeerfest, to bring you bikes, beer and live music at Hopworks.

Oktoberfest at McMenamins

September 27 - 28, 2014

25 miles west or 15 miles east

Enjoy beer, food, singing to live music, and face painting at Oktoberfest at Grand Lodge Saturday or Oktoberfest at Edgefield Sunday. All ages. No cover.

Natural fiber festival

September 27 - 28, 2014

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.

Pumpkin festival

September 27 - Nov. 2, 2014

35 miles south

See pumpkins shot from a cannon, take a hayride, navigate a corn maze (haunted some evenings), try archery & paintball, and choose a pumpkin during Pumpkin Fest at Wooden Shoe Farm in Woodburn.

People in the street

September 28, 2014

Located 3.8 miles south

Walk, bike, or roller-skate on 6 miles of streets when most cars are banned for Southwest Portland Sunday Parkways, with activities and music nearby. Free.

Portland Fashion Week

September 30 - Oct. 2, 2014

1.5 miles NE

Portland Fashion Week showcases local designers and retailers in juried runway shows with live music in tents at Pioneer Courthouse Square. Repeats in April.
Next month:October 2014
January February March April May June July August September October November December

September 2014 calendar of events in Portland, OR. Best events, fairs, festivals, and things to do in Portland, Oregon.     steve.adams@events12.com