This Weekend in Portland, OR
Nov 6–Nov 8· Rainy, 52°/40°F
Books, beer, and bridges. In that order.
🆓 Free this weekend
Sellwood Riverfront Park Off-Leash Area
Sellwood-Moreland
1.5-acre unfenced off-leash area along the Willamette River. Dogs can run on the grass and splash in the river — water dogs go absolutely feral here. NOT FENCED. Gets muddy after rain (this is Portland, so October through May). Bring a towel for the car. The Sellwood neighborhood is walkable and charming, so make a morning of it. Not for dogs who bolt.
Hoyt Arboretum
Washington Park
12 miles of trails through 2,300 tree species on a ridgetop in Washington Park. Free. Free guided hikes Wed and Sat 10am-noon. Combine with the Japanese Garden and Pittock Mansion — all walkable. Find the Redwood Deck for Mt. Hood views.
Forest Park — Lower Macleay Trail to Witch's Castle
Northwest Portland
5,200-acre urban forest with the iconic Lower Macleay Trail to the 'Witch's Castle' (a mossy stone building ruin). Easy 1.5-mile out-and-back that kids love. The ruins are genuinely spooky in a fun way. Dogs welcome on leash. Can extend to Pittock Mansion for views. Free.
International Rose Test Garden
Washington Park
10,000 rose bushes, 650+ varieties, free all year. Peak bloom June through September. Mt. Hood views on clear days. The Shakespeare Garden section is quieter and easy to miss. Go early morning for the strongest fragrance and fewest people.
Chimney Park Off-Leash Area
North Portland
Portland's oldest off-leash area and still one of the best. Five acres, fully fenced, double security gates. Mix of grass, dirt, and bark chips — the bark chip areas drain better in winter. Plenty of trees for shade in summer. No separate small-dog section, so know your dog. No water on-site — bring your own. The North Portland dog community is loyal to this park. Parking available but the lot is small; weekends fill up by 10am.
Laurelthirst Public House
Northeast Portland
Neighborhood pub with free live music almost every night — bluegrass, folk, jazz, country, rock. No cover for most shows. Feels like a house party. Outdoor patio in summer.
🌳 Get outside
Stormbreaker Brewing (Mississippi)
Mississippi District
The Mississippi location has the best fire pit patio in Portland — dogs included. Covered and heated outdoor seating, which matters in a city where it rains 155 days a year. Good IPAs, solid food menu (not just bar snacks). Dogs welcome on the patio, water bowls provided. The Mississippi neighborhood means you can walk to half a dozen other spots after.
OMSI (Oregon Museum of Science and Industry)
Southeast Industrial
Big science museum on the east bank of the Willamette with hundreds of hands-on exhibits, a planetarium, an IMAX-style theater, and a real submarine parked out back. The Science Playground area is built for younger kids. First Sundays are $5 admission. Under 3 free.
Gabriel Park Off-Leash Area
Southwest Portland
One of Portland's largest fenced dog parks at 1.5 acres. Fully fenced with a double-gated entry so your escape artist can't bolt. Separate summer and winter areas — the city rotates them to let the grass recover. Water on-site, poop bags provided. The SW Portland regulars treat this like a morning social club. Gets muddy in the winter section during rainy months, but the rotation system keeps it manageable. Free parking in the lot off Vermont Street.
Laurelhurst Park
Southeast Portland
A 26-acre park in Southeast Portland that's been called the most beautiful urban park on the West Coast. Spring-fed pond, massive old-growth trees, walking paths, off-leash dog area, horseshoe pits, and picnic areas. The Rhododendron Garden section blooms spectacularly in spring. Free and open daily.
Pittock Mansion
Northwest Portland
1914 mansion with 23 rooms including a Turkish smoking room and sleeping porches. Panoramic views of downtown Portland, Mount Hood, and Mount St. Helens from the lawn. The house tour is self-guided. Under 6 free. The grounds and viewpoint are free to visit even without going inside.
👨👩👧 With kids
North Clackamas Aquatic Park
Milwaukie (SE suburbs)
Indoor water park with a wave pool (4-foot waves), three water slides, a kiddie pool with the Sammy the Seal slide, a 29-foot climbing wall, and a hot tub. Must be 48 inches for the big slides. Pre-registration recommended for Big Surf sessions. Kids 9 and under need a supervisor 13+ in the water.
Powell's City of Books — Kids' Section
Pearl District
The world's largest independent bookstore takes up an entire city block. The Rose Room on the ground floor has a massive kids' section: picture books, chapter books, YA, graphic novels, games, and a storytime every Saturday at 11am. New and used books mixed together, color-coded rooms, hand-drawn maps. Free to browse for hours.
Sky Zone Trampoline Park — Gresham
Gresham (East Portland)
Indoor trampoline park with free-jump zones, a zip line, Ninja Warrior obstacle course, foam pit, and a Warp Wall. Toddler-specific jump times available. Grip socks required (can purchase there). Burns an extraordinary amount of energy per dollar spent.
International Rose Test Garden
Washington Park
Free garden with 10,000+ rose bushes and views of Mount Hood on clear days. Peak bloom is June through September. Paved paths work for strollers. Kids won't care about roses for more than 15 minutes, but there's a playground down the street and you're already in Washington Park.
Vera Katz Eastbank Esplanade
Southeast Industrial
1.5-mile paved waterfront path on the east bank of the Willamette with a floating walkway section — the longest floating walkway in the US. Connects to OMSI, Tilikum Crossing (the car-free bridge), and loops back via the Hawthorne Bridge. Flat, stroller-friendly, free. Good for bikes and scooters.
🍷 Date night
Rimsky-Korsakoffee House
Buckman
A coffee house in a creaky Victorian house where the tables have surprises (one slowly revolves, another has a moat). Named after the composer. Desserts, coffee, and a candlelit atmosphere that feels like visiting an eccentric aunt's house. No sign outside — look for the house with the porch light on. Cash only.
McMenamins Kennedy School
Northeast Portland
Old elementary school from 1915 turned into bars, a movie theater, a soaking pool, and a hotel. There's a bar in the detention room and another in the boiler room. Free to walk around and explore the hallways — they're covered in local art.
Horse Brass Pub
Southeast Portland
A proper British pub in Southeast Portland, open since 1976. 50+ taps of craft beer, darts leagues, fish and chips, and a wood-paneled interior that feels like it was shipped from England. Credited with helping launch Portland's craft beer scene. No TV, no Wi-Fi — just conversation and good beer.
Revolution Hall
Buckman
Former 1924 high school auditorium, now 850 seats (1,200 standing). Good sightlines from every level. The rooftop bar has Mt. Hood views and is worth visiting even without a show ticket.
Rontoms
Buckman
Bar on East Burnside with a huge covered patio, string lights, fire pits. DJ nights, free live music, dance parties, art shows. Open until 2:30am daily.
🎭 Entertainment
Rimsky-Korsakoffee House
Buckman
A coffee house in a creaky Victorian house where the tables have surprises (one slowly revolves, another has a moat). Named after the composer. Desserts, coffee, and a candlelit atmosphere that feels like visiting an eccentric aunt's house. No sign outside — look for the house with the porch light on. Cash only.
McMenamins Kennedy School
Northeast Portland
Old elementary school from 1915 turned into bars, a movie theater, a soaking pool, and a hotel. There's a bar in the detention room and another in the boiler room. Free to walk around and explore the hallways — they're covered in local art.
Horse Brass Pub
Southeast Portland
A proper British pub in Southeast Portland, open since 1976. 50+ taps of craft beer, darts leagues, fish and chips, and a wood-paneled interior that feels like it was shipped from England. Credited with helping launch Portland's craft beer scene. No TV, no Wi-Fi — just conversation and good beer.
Revolution Hall
Buckman
Former 1924 high school auditorium, now 850 seats (1,200 standing). Good sightlines from every level. The rooftop bar has Mt. Hood views and is worth visiting even without a show ticket.
Rontoms
Buckman
Bar on East Burnside with a huge covered patio, string lights, fire pits. DJ nights, free live music, dance parties, art shows. Open until 2:30am daily.