Portland

Hillside, Portland Neighborhood

Hillside offers diverse housing options, including single detached homes and various apartment sizes, catering to different preferences. The neighborhood features numerous bike lanes that enhance cycling convenience throughout the area. There are several local restaurants and cafes conveniently located nearby, adding vibrancy to daily living. Educational institutions, including primary and high schools, are accessible from all parts of the neighborhood. Residents have access to peaceful green spaces like Pittock Acres Park, perfect for relaxation. The area showcases energetic streets with a notable selection of entertainment venues and nearby bars, creating a balanced environment between liveliness and tranquility.

Hillside is a "jack-of-all-trades" when it comes to the feel of this part of Portland. This neighborhood has a large number of areas to enjoy. Despite the fact that there are usually many people around, there is a wide variety of entertainment venues, and with the nightlife venues in nearby neighborhoods, it is very easy to find a place to grab a drink because they are generally located very close by. Hillside is very quiet overall, as there isn't a lot of street noise or city clamor. There are a few parks close by for residents to visit, like Adams Park and Forest Park South, which makes it very easy to access them from numerous locations within the neighborhood.

Highlights of Hillside

Parks, schools, dining, and what makes this neighborhood special

🏞️ Hillside Community Center & Park

Situated on NW Hillside Drive, this vibrant community hub features tennis courts, a playground, indoor recreation facilities, and lush open fields, making it a gathering point for neighborhood events, classes, and family activities year-round.

🎡 International School of Portland

Located just off NW Cornell Road, the International School of Portland offers an acclaimed language immersion program, drawing families to the area and contributing to Hillside’s global-minded, tight-knit community.

🍞 Stepping Stone Café

A beloved neighborhood institution on NW Quimby Street, Stepping Stone Café is famous for its cozy ambiance and hearty breakfasts, serving up ‘Mancakes’ and local flavor to Hillside residents and visitors since 1983.

🛶 Lower Macleay Trailhead

Found at the edge of Hillside near NW Upshur Street, this popular trailhead offers direct access to Forest Park’s extensive trail system, making it a favorite spot for hikers, runners, and nature lovers who want outdoor adventure steps from home.

🏠 Unique Hillside Architecture

Hillside is renowned for its distinctive mid-century modern and Northwest contemporary homes perched along winding streets like NW Macleay and NW Hermosa, providing stunning views and a unique architectural character that defines the neighborhood.

Hillside

This July in Hillside

Things to do, events, and what's happening this month

July 10, 2026

Cloud Forest Volunteer Day in Washington Park

Washington Park – Cloud Forest • 10:00 AM–12:00 PM

A local volunteer opportunity for Hillside residents to help maintain native plant areas at nearby Washington Park—ideal for gaining stewardship experience and enjoying nearby nature.

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July 17–19, 2026

Cathedral Park Jazz Festival

Cathedral Park (under St. Johns Bridge) • Fri 4:30 PM–10 PM; Sat 1 PM–9:30 PM; Sun 1 PM–8 PM

A free, family‑friendly summer staple featuring jazz and blues performances with a picnic vibe under the St. Johns Bridge—easy access for Hillside locals wanting live music outdoors.

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July 2–4, 2026

Waterfront Blues Festival

Tom McCall Waterfront Park • Daily 9:00 AM (Fri) to 11:59 PM (Sun)

Three days of live blues across multiple stages right downtown—perfect for a festive long weekend close to home with food, music, and waterfront views.

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July 11–12, 2026

East Portland Summer Arts Festival

Ventura Park

Two evenings of live music—Latin, soul, and a Stevie Wonder tribute—offering a cultural night‑out option easily reachable from Hillside by transit or car.

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Wednesdays in July 2026 (e.g., July 15, July 22, July 29)

Shemanski Park Farmers Market

Shemanski Park (SW Park & SW Main St) • 10:00 AM–2:00 PM

A convenient mid‑week stop for fresh local produce and artisan goods—great for Hillside residents grabbing lunch or shopping during the workweek downtown.

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From the Neighborhood

Stories, updates, and things to know in Hillside

Know Your Neighborhood

Local characteristics and demographics for Hillside

Neighborhood Characteristics

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Demographics

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