If you're in the mood for a good tour, download a self-guided walking tour app on your phone and listen to the unique history and stories of this area. There are many interesting spots along the walk up and back from Telegraph Hill, and while your dog may not need any distraction from the steep climb, you might enjoy a little history while you are huffing and puffing up to the view point.
Something to always keep in mind is the time of year and the strenuous nature of walking for you and your dog. Make sure you are both ready for a steep walk up and down Telegraph Hill. Always bring plenty of water and snacks for you both, and be ready to call it quits if either one of you starts to have trouble.
If you don't mind a few extra steep sections of stairs and are looking for a more out-of-the-way adventure, check out the Phillips Street Stairs. These stairs rise in three sections and can seem never-ending at the start. If you take them one step at a time, you'll be delighted with a beautiful garden along the way with plants that flower in all seasons. In between the flowering plants, you'll view inspiring art-deco buildings that hint at the architectural history of the area.