Hollywood Park is a mostly residential area of single-family homes, vintage apartment buildings, and condos. The area offers a nice quiet place to live in a suburban setting while still being within commuting distance of downtown. There are several parks in the area including the community's namesake park. The neighborhood boasts a town hall for meetings and live theater performances. There are several tasty restaurants in the area worth trying, but if you need pet supplies, you will have to drive down into North Mayfair. The main streets all have wide sidewalks for you to stroll along and wide grass berms. Be sure you carry a bag to clean up any messes.
You can expect winters to be harsh and not very walk-friendly with temperatures below freezing for weeks and plenty of snow. Summers are warm and dry with temperatures in the low 80s which is perfect for taking long walks in the evening.
If ever you needed a pseudonym for the word "flat" to describe terrain, then "Hollywood Park" would be the one to use. The ground here is about as flat as it comes, making for what could be very boring daily walks, but only if you let it. The trick to working with terrain like this is being creative and planning your walking routes carefully. When you have no hills to work with, the only other option you have is to make use of the many blocks of housing to build stamina and endurance.
Achieving this is easy! Start out with short walks to give your pup's paws time to grow a thick layer of callus. Then start adding in extra distance, one block at a time. Once you have achieved your desired distance, you can always increase the speed of your walks all the way up until both of you are jogging along happily building muscles and burning calories.
Living in Hollywood Park gives you access to plenty of green space in the form of three different parks. The first is in the northeast corner and is the community's namesake park. Hollywood Park contains four basketball courts, a tennis court, a pair of softball fields, a playground, a spray pool, and plenty of grass. But you will need to keep them on a leash as this is not an off-leash park.
Along the entire east side of the community is Legion Park which contains a section of the North Shore Channel Trail running for 6.5 miles from the shore of Lake Michigan down into the city. This is a great place to take long walks where there is plenty of grass and shade trees.
On the west side of town is the North Park Village Nature Center and Peterson Park. There are plenty of trails to stroll along, trees for shade, and grass to enjoy.