Downstream from Maupin [1], anglers fish the Deschutes River year-round for trout; steelhead are in the river August–November. Part of the reason to fish here, especially in the spring and fall, is the beautiful canyon.
Deschutes Canyon Fly Shop (599 S. U.S. 197, 541/395-2565 or 866/647-4721) sells supplies and can advise you on the hatches and other conditions. They can also set you up with a guide (about $325–400 per day depending on the type of trip). John, the shop’s owner, is very helpful, and really encourages women anglers.
Maupin’s other fly shop, the Deschutes Angler Fly Shop (504 Deschutes Ave., 541/395-0995), is also worth a visit for both gear and information. The owners of this shop are experts on Spey casting, a two-handed technique, and they hold regular casting clinics.
The Oasis Resort (609 S. U.S. 197, 541/395-2611) also runs a guide service.
Links:
[1] http://www.moon.com/destinations/oregon/central-oregon/warm-springs-and-lower-deschutes-river/maupin