Unique Fall Events Happening in & Around Portland

It’s time to say goodbye to summer’s hot sunny rays. Say hello to cozy flannels, knit socks, warm pumpkin spice lattes, and the beautiful fall leaves! Whether you are a new Portland resident or have been here for years, you may wonder what events you can look forward to this fall season. From September to November, there are so many amazing, fun, and unique fall events that you can look forward to before winter comes.

With the fall season comes the well-known and always enjoyable sweater weather. Fall weather in Portland is a great combination of mild days and cooler nights. The typical days and nights for September, October, and November are in the low-60s to low-50s, low-50s to high-40s, and low-50s to low-40s, respectively.

This lovely mild temperature makes fall in Portland one of the best times to break out a nice, cozy sweater and go out for some fall festivities with your friends and family!

September Events in Portland

Maybe this is your first September in Portland, and you are looking for some fun activities to reign in the new fall. Maybe you’ve been going to September events in Portland for a decade, and you’re looking for something new and exciting to do.

Whatever the reason you are here, you’ll be happy to know that there are tons of exciting events going on in September that you can look forward to. So, without further ado, here are some of the incredible fall events that you won’t want to miss out on!

In chronological order…

Time-Based Art Festival

The amazing Time-Based Art Festival brings together the artist and the audience in a collection of real-time events. You can look forward to performances, exhibitions, dance parties, and more during the annual Time-Based Art Festival in Portland. You can also hand out and reconnect between programs at the on-site Festival bar.

When: September 8-18

Where: Various locations

Admission: Different types of passes available, donations appreciated.

Rose City Comic Con

Rose City Comic Con is a delightful pop-culture event focused on creating a fun and enjoyable experience for everyone. The Con is produced locally and primarily focuses on comics. However, attendees of all types are welcome, and the event provides a great place for lovers of cosplay, anime, fantasy, gaming, sci-fi, and anything in between.

When: September 9-11

Where: Oregon Convention Center at 777 NE Martin Luther King Jr Blvd in Portland

Admission: Cost varies

Dragon Boat Festival

Join Portland for its annual Dragon Boat Festival, where as many as 96 dragon boat teams worldwide compete in a race in their Hong Kong-style dragon boats. This event also features food vendors and a beer garden.

When: September 10-11

Where: Tom McCall Waterfront Park at 98 SW Naito Pkwy in Portland.

Admission: FREE admission

Mount Angel Oktoberfest

Each year, the entire town of Mount Angel becomes an Oktoberfest dream destination. Mount Angel Oktoberfest hours vary each day, but the event has eight entertainment venues and free events that are open to the whole family!

When: September 15-18

Where: The downtown area of Mount Angel, Oregon

Admission: Many events are FREE for all. Tickets for Biergarten, Alpinegarten, and Weingarten range from $10-$20.

Cider Squeeze at Philip Foster Farm

The Philip Foster Farm is an amazing historic 1840s homestead that features both original and reconstructed buildings. Visitors can participate in hands-on activities, like making their very own apple cider in the Cider Squeeze. Other activities include tours of the houses, hands-on corn grinding, blacksmithing demonstrations, log cabin building, and more. The farm also has live music, folk dancing, and crafts for your kids so everyone can have a memorable time.

When: September 17

Where: The Philip Foster Farm at 22725 SE Eagle Creek Road, Eagle Creek, OR 97022

Admission: $5 for individuals, $20 for families. Additional costs to press or purchase cider.

Alpaca Farm Days

The last weekend of September, alpaca farms across the country opens up their gates to the public for National Alpaca Farm Days. If you are in Portland, you can visit the Skyline Alpaca farm. Visiting the farm and admiring the alpacas is free, but tours, feeding the alpacas, and other events will require payment.

When: September 24-25

Where: Skyline Alpacas at 11100 NW Saltzman Road in Portland.

Admission: Visiting the farm is FREE. Events and products will cost.

Portland Greek Festival

The Portland Greek Festival is bursting with fun and unique events, such as traditional Greek dance performances by the church youth. There is also a market, deli, museum, taverna, and a raffle. You can take tours and enjoy a market filled with imported crafts and gifts from Greece.

When: September 30-October 2

Where: Holy Trinity Greek Orthodox Cathedral, 3131 NE Gilsan St. in Portland

Admission: $5 each or 5 for $20. Kids attend FREE.

October Events in Portland

If you have a busy schedule in September and unfortunately have to miss out on some of the fall festivities, don’t worry. Fall isn’t going anywhere, and neither are the amazing fall events! By the time October rolls around, fall is in full swing, and everyone’s itching for some fun and spooky events.

So, what does Portland have for community events in October? Keep reading to find out!

In chronological order…

Corn Maize

Each year the cornfield on Sauvie Island Pumpkin Patch is carved into a different pattern. The Corn Maize is open daily from the end of August until the end of October, so you and your friends have plenty of time to enjoy the experience. It is open daily from 10 AM to 6 PM and open until 10 PM on Fridays and Saturdays during October for a little extra spookiness!

When: September 3-October 31

Where: Sauvie Island Pumpkin Patch at 16511 NW Gillihan Rd

Portland, OR 97231.

Admission: $8 for ages 13 and over. $6 for children 6-12 and seniors.

The Spirit of Halloweentown

The filming site of the film Halloweentown relieves its favorite holiday each year for an entire month. In the Spirit of Halloweentown, St. Helens offers fun, family-friendly activities for this spooky season so that the fun and excitement of the spookiest day of the year can be enjoyed every weekend.

When: September 17-October 31

Where: Courthouse Plaza at 275 Strand St, St Helens, Oregon

Admission: Cost varies. General admission for a whole day starts at $35.

Hood River Valley Harvest Fest

The annual Hood River Valley Harvest Fest is held along the Hood River waterfront. At this event, you can enjoy more than 75 vendors showcasing local produce, food products, arts, and crafts, wine, cider, and beer. There is also live music and plenty of activities for kids so the entire family can enjoy the experience.

When: October 7-9

Where: The Hood River Event Site, Portway Avenue in Hood River, OR.

Admission: Adults pay $10. Kids under 12 years are admitted for FREE.

Portland Film Festival

If you are a fan of film festivals, then the annual Portland Film Festival is a must for your October event plan. This non-profit organization is dedicated to nurturing filmmakers and celebrating the power of storytelling. This festival focuses on the ideas, people, skills, artistry, and technology that goes into making films.

When: October 12-22

Where: Theaters across Portland

Admission: Ticket prices vary

West Coast Giant Pumpkin Regatta

What’s a fall without the West Coast Giant Pumpkin Regatta? This cherished annual event returns each October to Tualatin Commons. This race sounds exactly like what it is. Racers pilot gigantic gourds through a watercourse on the Tualatin Commons lake. Oh, and did we mention they’re in costume? Well, it is the Halloween season, after all!

There is also an exciting costume contest, live music, face painting, pie-eating contest, and pumpkin carving at this fantastic free, family-friendly festival!

When: October 16

Where: Lake of the Commons at 8325 S.W. Nyberg St. Tualatin, OR.

Admission: FREE

Killer Pumpkin Festival

The Killer Pumpkin Festival consists of all things October. There are costume contests (for humans and canine friends!), axe throwing, pumpkin smashing, storytelling, and pumpkin beer. There will also be plenty of prizes, brews, snacks, and treats to enjoy during the festival. With so many activities, this family-friendly festival is a great choice for all ages and even your furry canine friends as well!

When: October 29

Where: Rogue Eastside Pub, 928 SE 9th Ave, Portland, OR 97214.

Admission: FREE to attend

November Events in Portland

Even if you haven’t gone to as many fall events as you’d have liked, you can still end fall off strong by attending some of these November events in Portland. As we begin to prepare for the chilly winter months, make sure you get outside and do some last-minute enjoyment of the beautiful fall colors and weather!

There are a number of events you can enjoy in Portland as the fall season comes to an end. Here are some ideas that you may want to try out!

In chronological order…

Woodstock Farmers Market

While farmers markets are not exclusively open in November, most of them — like the Woodstock Farmers Market — do close for the year come November. Because of this, if you haven’t been to this amazing farmers market yet, you might want to hop on that before it is gone for another year.

The Woodstock Farmers Market features fresh produce, baked goods, juices, cheese, meat, and sweets from over 30 vendors. It also has artisan-made jewelry, ceramics, and art that can make unique and meaningful gifts for your loved ones (if you’re beginning the annual search for Christmas gifts, of course).

When: June 5-November 20

Where: Key Bank Parking Lot at 4600 SE Woodstock Blvd Portland, OR 97206.

Admission: FREE

The Portland Book Festival

This incredible book festival features a massive lineup of local and national authors. The Portland Book Festival also features a book fair, pop-up readings, and writing workshops. You can also get food from local food trucks during this day-long festival.

When: November 5

Where: Portland Art Museum at 1219 SW Park Ave Portland, OR 97205.

Admission: Registration required. Youth 17 and under with a valid school ID get in FREE. General admission passes are $15 in advance and $25 the day of the festival.


Looking for a ZooLights experience that is strictly for the 21 and over crowd? Well, with BrewLights, you can have just that experience. BrewLights offers samples from dozens of local beer vendors, and attendees can enjoy local food carts and dance to live music.

The festival goes from 4 PM to 10 PM when the Zoo closes. Valid ID must be presented for entry. Only guests 21 and over will be allowed to enter.

When: November 18-19

Where: Oregon Zoo at 4001 SW Canyon Rd Portland, OR 97221.

Admission: $55-$65


ZooLights is a traditional annual celebration that is an essential part of many Portlanders’ November event plans. You and your family can walk through the dazzling display of 1.5 million lights, or you can explore the light show by car on select drive-through nights.

This event also offers delicious treats from local food carts. You can get hot cocoa, sandwiches, Oregon beer and wine, and so much more. Tickets must be purchased in advance.

When: November 21-January 5

Where: Oregon Zoo at 4001 SW Canyon Rd Portland, OR 97221.

Admission: $21-$29

Annual Tree Lighting Ceremony

This virtual event will replace the traditional in-person event in order to safely unite Portlanders for the Annual Tree Lighting Ceremony. The event will showcase regional high school bands and choral groups who will lead all virtual attendees in caroling sing-alongs.

When: November 26

Where: Virtual. Televised on KGW 8.

Admission: FREE

Christmas Festival of Lights

As the largest Christmas choral festival in the world, no Christmas preparation or November celebration would be complete without the Christmas Festival of Lights. The festival features nearly 160 indoor holiday concerts. These concerts are performed by many of the finest school, church, and civic choirs and offer a family-oriented experience and traditional celebration.

There is also constant family entertainment in The Grotto’s plaza area, such as caroling, a petting zoo, and puppet shows. Food and beverages will also be available.

When: November 26-January 2

Where: The Grotto at 8840 N.E. Skidmore St. Portland, OR 97220.

Admission: Ages 12 and up $11. Ages 3-11 $6. Kids 2 and younger enter FREE.


Maybe you are interested in moving to Portland before this fall season, and you’re scoping out all of the fun activities you can do before the cold winter months set in. We hope that this list has given you some good ideas of what to expect from this season in Portland. And if you are a long-time Portland resident, we hope that this list has helped you to find a new activity to do this fall!

As the winter season approaches, you may be looking into ways to make space for all of your winter items. One way you can do this is by using storage services, like the ones you can find with us at Redefyne Moving Company. We are a full-service and local moving company in Portland that offers more than just moving services. We are here to help you find a convenient and affordable storage solution for whatever your needs are. So, if you are considering storing some of your items for the season, call us today at 817-904-8871 for our rates!

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Corry and Brendan did my move and they were great! Super quick and efficient. They handled all the stairs like champs and didn’t complain once. Very communicative and reliable. Redefyne was by far the best choice I could have made.

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Redefyne helped me with move-in labor in my new apartment, with three flights of stairs as the only means of access. They were prompt, professional, courteous and time-conscious. I was so happy with their services I happily recommended them to my boss at work, and would also do so for friends and family.

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