Portland and Area Activities Planner - Oct 3-10, 2025

by Geri And Tim Penner

WHAT'S UP THIS WEEK?
Excerpts From
TravelPortland.com 
TualitinValley.org
TravelOregon.com

Spirit of Halloweentown

SPIRIT OF HALLOWEENTOWN
Oct. 1-31
It’s no “Legend of Sleepy Hollow” or” Night of the Living Dead,” but once in the 1990s, the peaceful waterfront city of St. Helens was overrun by something worse than zombies or headless horsemen — a Hollywood movie crew! Now, every October the lovely Oregon town just 30 miles (48 km) northwest of Portland transforms into a Halloween haven.

 

Portland Marathon

PORTLAND MARATHON
Oct. 5
The fast and beautiful Portland Marathon presented by OHSU Health is the best way to experience the Rose City. With four epic bridge crossings, a downtown start and finish, and a tour through some of the most iconic landmarks and neighborhoods in town, the Portland Marathon, presented by OHSU Health, offers the most unique race experience to be found.

 

The Fear PDX Haunted House

THE FEAR PDX HAUNTED HOUSE
Sept. 27–Nov. 2
Portland’s Largest Halloween Event: All-new haunted houses, one location, one ticket.

2025 Attractions:

  • Midway of Fear
  • Within the Woods
  • Metal Massacre
  • Rotten Pulp
  • Poison Apple Festival
  • The Pumpkin Path
  • Caged

 

FashioNXT

FASHIONXT
Oct. 9–11
The annual FashioNXT week premiers the latest in fashion in a runway production that TIME Magazine ranks #1 in the US outside NY Fashion Week and it is recognized as the official fashion week of Portland. See the biggest red carpet in the PNW premiere of next season’s collections by extraordinary designers from around the US and the latest fashion exhibits. FashioNXT Week is premiers the next season’s collections of extraordinary designers on the runway in an innovative fashion experience. Extraordinary fashion designers from all over the world are joining the best of Portland in a world-class experience ideal for engaging the patrons and the media.

 

Portland Craft Chocolate Festival (PDXCCF)

PORTLAND CRAFT CHOCOLATER FESTIVAL
Oct. 3–5
The Portland Craft Chocolate Festival (PDXCCF) is an annual event celebrating small-batch chocolate makers, sustainable sourcing, and the vibrant community of craft chocolate lovers. Set in Portland, this immersive weekend brings together makers, educators, and enthusiasts for a delicious, ethical, and memorable experience. The festival goes beyond chocolate, including innovative local spirit, food, and beverage companies.

 

Portland Regional Gem and Mineral Show

PORTLAND REGIONAL GEM AND MINERAL SHOW
Oct. 3–5
The Portland Regional Gem and Mineral Show, the largest local rock and mineral show in the Portland metro area, is presented each year by five regional non-profit clubs to promote lapidary arts, geology, paleontology, and mineralogy. Visit the show to learn from a variety of great exhibits and demonstrations..

 

Portland Coffee Festival

PORTLAND COFFEE FESTIVAL
Oct. 4
Celebrate coffee from the Pacific Northwest with interactive experiences and educational workshops. Expand your coffee knowledge, celebrate the craft and connect with the coffee community.

  • Explore different coffees, roasts and brewing methods. Try everything from single-origin espresso to cold brews and specialty blends.
  • Get to know the people behind your coffee and the journey of coffee from seed to cup.
  • Learn about the science of coffee roasting and explore different types of roasting machines.
  • Explore a variety of food pairings from artisanal pastries and gourmet sandwiches to savory snacks that pair perfectly with coffee.

 

Dogtoberfest

DOGTOBERFEST
Oct. 4
Treat your pup to a refreshing dog wash while you enjoy their exclusive Dogtoberfest brew and grab a commemorative pint glass to toast 30 amazing years of this event.Donations at this fun-filled Dogtoberfest benefit the DoveLewis Blood Bank, where canine and feline donors are heroes every day.

 

Portland Film Festival

PORTLAND FILM FESTIVAL
Oct. 1–5
Portland Film Festival is a non-profit organization dedicated to nurturing filmmakers and audiences and celebrating the power of a good story. The festival focuses on the people, ideas, technology, skills and artistry behind filmmaking and provides entertainment and educational opportunities to the public. The festival stands by the belief in equity for everyone, regardless of background, socioeconomic means or physical ability. The festival offering its filmmakers one of the largest audiences on the West Coast. Portland Film Festival is Portland’s largest film festival by filmmakers for filmmakers.

 

Portland Greek Festival

PORTLAND GREEK FESTIVAL
Oct. 3–5
Mark your calendars for the annual Portland Greek Festival. Enjoy authentic Greek food, traditional dance, music, and more with the whole family. When the first Greek immigrants came to the Northwest in the late 1800s to work in fishing, lumber, railroad and other jobs, they established the Holy Trinity Greek Orthodox Church in Southeast Portland. After they moved to a larger church on 32nd and NE Glisan in 1952, they needed to find a way to pay off the mortgage. The ladies decided to help by holding a bazaar featuring their handicrafts, food, pastries, music, and dances from their homeland. This was the beginning of what is now known as the Portland Greek Festival.

 

Portland Wing Week

PORTLAND WING WEEK
Sept. 29–Oct. 5
What, dear reader, was the greatest week of your life? Think back on that moment. Treasure its beautiful memory. Then THROW IT IN THE TRASH because the Portland Mercury’s Wing Week is about to make every other week you’ve ever experienced look like GARBAGE. That’s right: the Portland Mercury’s Wing Week returns with one-of-a-kind chicken wings available at some of Portland’s favorite bars and restaurants. Even better? Each order of wings will only cost you a mere $10.

TIP, AND TIP WELL Wing Week’s a ton of fun — and making it happen takes a ton of work. Make sure everyone behind Wing Week — everyone working on the floor, in the kitchen, and behind the bar — knows how much you appreciate them. Wing Week couldn’t happen without ’em

 

The Corn Maize at the Pumpkin Patch

THE CORN MAIZE ON SAUVIE ISLAND
Aug. 30–Oct. 31
When summer winds down, Portland’s fall arrives with warm, sunny days and cool, clear nights. The ideal way to get lost in autumn’s splendor is at The Maize at the Pumpkin Patch. Located on Sauvie Island, a rural escape just 13 miles (21 km) north of downtown Portland, the Corn Maize offers visitors eight acres (3 hectares) of exciting twists and turns. But it’s not all about getting lost in nature; Two 16-foot (5 m) observation bridges provide picturesque panoramas with great views of the island and Mount Hood, as well as the maze itself.

Every year, the cornfield is carved with a different pattern, and the design is always sure to stump maze-goers while delighting fans of public art. Starting at the end of August, the maze is open daily from 9 a.m. to 6 p.m. and stays open until 10 p.m. on Fridays and Saturdays in October (and on select days leading up to Halloween).

 

Portland Tattoo Expo

PORTLAND TATTOO FESTIVAL
Oct. 3–5
Get ready for a weekend of ink, art, and inspiration! The Portland Tattoo Expo returns this fall, bringing together top tattoo artists from around the world for live tattooing, contests, vendors, and more. Whether you’re looking to get inked or just admire the artistry, this event is a must-see for tattoo enthusiasts.

 

Crown Stub 100 Mile Ultra Marathon

CROWN STUB 100-MILE ULTRA MARATHON
Oct. 4
The race has over 10,000ft of gain as it traverses a combination of the Banks Vernonia State Trail (primarily asphalt) the Crown Zellerbach Trail (primarily hard packed gravel) and roughly 10% of the course will be run on the dirt trails of the park itself. The course consists of a double out and back from the park…starting in a northerly direction on the Banks Vernonia Trail. 

 

Portland Saturday Market

PORTLAND SATURDAY MARKET
Mar. 1–Dec. 20
Combining the vibes of an art show, a live street concert and an open-air bazaar, the Portland Saturday Market has been a beloved Rose City tradition since 1974, earning it the “Oregon Heritage Tradition” title in 2024. In fact, the market is considered the largest continually operating arts-and-crafts fair in the United States, drawing up to one million visitors during its annual season.

On any given weekend from the beginning of March to the day before Christmasshoppers can wend their way through the rows of tents of this large outdoor market featuring local makers, artisans, and chefs. A full sensory experience, the sights, and sounds will have shoppers and on-lookers tapping their heels to bluegrass pickers and jazz trios with weekly sets of local musicians performing for market-goers and passersby in Tom McCall Waterfront Park

 

Farmers Market at Portland State University

FARMERS MARKET AT PORTLAND STATE UNIVERSITY
Year-Round
The Portland Farmers Market at Portland State University will be open every Saturday, year-round. April through October hours are 8:30 a.m. to 2 p.m. November through March hours are 9 a.m. to 2 p.m.

The Market at PSU is located in Downtown Portland in the South Park Blocks between SW College & Montgomery Streets.

 

Hollywood Farmer's Market

HOLLYWOOD FARMER'S MARKET
Year-Round
Year-round on Saturdays, the Hollywood Farmers Markets hosts 50+ vendors, bringing you the best of the region’s agricultural bounty.

In addition to amazingly fresh, local food,  you’ll find live music, children’s activities, and fun events throughout the season.

  • April through September, every Saturday 8 AM to 1 PM,
  • October and November, every Saturday 9 AM to 1 PM,, and
  • December through March: 9 AM to 1PM on the 1st and 3rd Saturdays of each month

 

St. John's Bazaar and Parade

ST. JOHN'S BAZAAR AND PARADE
May 10
The St. Johns Bizarre is a uniquely crafted celebration that kicks off Portland's summer street fair season. Held annually on the second Saturday in May, the Bizarre brings music, crafts, and food to the crowds who traditionally attended the St. Johns Parade. After the parade, a portion of the business district in St. Johns is closed to traffic and filled with over 135 juried craft vendors, several stages for music, great food, and tons of games and activities.
It’s a fantastic community event with something for everyone.
The event is free.

 

Portland Indigenous Marketplace

PORTLAND INDIGENOUS MARKETPLACE
Ongoing
Portland Indigenous Marketplace will host the Indigenous Marketplace. Over 30 vendors, food, art exhibits, and more will be present. A marketplace specifically for Indigenous/Black vendors, all the artists/entrepreneurs featured on Indigenous Marketplace have Indigenous/Black ancestry. Vendors sell their hand made and original.
 
Geri And Tim Penner

+1(971) 777-0939

concierge@pennergroupproperties.com

16037 SW Upper Boones Ferry Rd Suite 150, Tigard, OR, 97224

GET MORE INFORMATION

Name
Phone*
Message

I consent to allowing Penner Group Properties at MORE Realty to contact me.

I do not consent to sharing my information with any third parties.

};