This 2.10 mile in and out is a fun way to spend the day with the family (you can also do a 5 mile in and out hike if you start at at Lower Macleay Park  and get a glimpse of the Witch's Castle). Start at Upper Macleay Park parking lot and hike across Cornell up to the Pittock Mansion .  You can also hike down from the park to the  but that's a hike for another day.  It's a steep for little ones and there are no guardrails and plenty of drop off's, so unless you are taking a toddler in a backpack, families with toddlers should probably skip this one. 

I like to start out in the early morning when it is not too crowded, as this trail gets a lot of traffic.  You can also bring your dog on this trail, so long at it's on a leash.   The lush tree canopy is quite amazing and we saw and heard many woodland creatures along our trek.  

Make sure to bring water and snacks, as it does take a bit to get up to the top.  When you reach the parking lot, turn left (we accidentally went a little farther on the trail than we meant to, and had to loop back.)

Once you get to Pittock Mansion, you will be rewarded with excellent views of Portland and some of the most beautiful architecture in the city.  Although it does cost $7.00 to $10.00 to take a tour, you can wander the grounds outside and use the bathroom for free).