Madison Park is an upscale neighborhood and it is not hard to see why. This was one of the first areas settled by European settlers outside of the main area of town. It was not just a vacation spot for the first Europeans in the area, but the Duwamish tribe used it as their summer hunting grounds as well.
This neighborhood still has a big draw with its beautiful old homes, unique shops and eateries, and great beaches. E. Madison Street is a hive of activity with plenty of places to eat or grab a coffee. If you want amenities for Fido, however, this is not the neighborhood to find them.
The climate in Seattle is perfect as it rarely ever gets too hot or too cold to walk. Pacific storms can keep you indoors with heavy rains and strong winds, but these usually do not last for long and, before you know it, you are out walking again.
Parts of Madison Park are reasonably flat, but as you move towards the lake or near the golf course to the west, you will encounter more hills. Overall, most of this area is very walkable with only a few areas that you might want to avoid if you are just getting back in shape. The hills are gentle, so they are perfect for giving you and your pup a bit of a workout without really overdoing it.
The neighborhood is quite isolated, buffered on one side by the lake and the golf course on the other. There are two gated communities with the remainder of the community tucked in behind the golf course. This keeps the roads in Madison Park very quiet and perfect for walking.
The remainder of the neighborhood is made up of quiet side streets with wide sidewalks and generous shoulders. Many of the shoulders are landscaped, so be sure to keep an eye on where your pup wanders.
Madison Park is also blessed with a lot of greenways that dog owners can use on their daily walks. Madison Beach and Park is probably your least likely choice as dogs are not allowed on public beaches and there are not a lot of grassy fields that you can take advantage of. Still, if you are walking past here, it is a nice place to stop and take a break.
The Washington Park Arboretum welcomes dogs, provided they are on a leash. The Japanese Gardens all the way to the south are the only exception. There are plenty of trails to traverse through the gardens and, if you are really wanting an adventure, there are trails going up into Foster Island, across Marsh Island, and then to East Montlake Park. The islands are connected by bridges and there is a vast amount of trail for you to explore.