Planning a Fall/Winter Steelhead Fly Fishing Trip in Oregon

October 3, 2017
Dan Delmain

Key Takeaways

  • Fall and Winter Steelhead season in Eastern Oregon peaks in late October through early November, offering anglers the best shot at landing these powerful fish on the Grande Ronde and Wallowa Rivers.

  • Multi-day Steelhead fly fishing trips provide a more rewarding experience—allowing access to remote waters, less fishing pressure, and a true wilderness adventure guided by local experts.

  • Proper gear and clothing are essential for comfort and success; pack warm layers, waterproof outerwear, and polarized sunglasses to handle the crisp Oregon weather.

  • Winding Waters River Expeditions supplies everything from rods and flies to gourmet campfire meals, so you can focus on fishing and relaxation.

  • Plan ahead and check local conditions before your trip—knowing the weather, securing your Oregon fishing license, and bringing a few of your favorite fly patterns can make your Steelhead adventure unforgettable.

If you’re a fly fisherman, you’ve probably got a few dream trips on your bucket list. Tarpon and Bonefish in the Florida Keys, Trout in Montana or Colorado, or maybe a trip deep into the Amazon? But if you’re really looking for a one of a kind adventure, make sure you don’t overlook a Fall or Winter Steelhead fly fishing trip in Eastern Oregon.

At Winding Waters River Expeditions, we might be a bit biased, but we think our home waters of the Wallowa and Grand Ronde Rivers can hold their own when it comes to the best fly fishing spots in the entire world.
In today’s post, we’ll talk more about how to plan a successful Steelhead trip to our neck of the woods.

When is Steelhead Season in Eastern Oregon?

Our steelhead trips on the Grand Ronde launch in late October and early November. This is the height of Steelhead season and offers our anglers the best chance to catch these incredible fish!

 

Should You Take a 1-Day or Multi-Day Steelhead Trip?

If you can find the time, we guarantee you won’t regret taking a multi-day guided Steelhead trip in the wilderness of Eastern Oregon. Compared to a single-day (or half-day) trip you’ll get to fish more remote water, get away from heavily pressured water, and have more time and better opportunities to catch the fish of a lifetime.

In addition, a multi-day Steelhead trip is more than just a guided fishing trip, it’s a true once-in-a-lifetime adventure. At Winding Waters River Expeditions, we guide anglers from all over the world who travel here just for the Steelhead fishing!

The best part about our fully guided trips? If you’re looking to extend your time on the river beyond fishing, consider our Hells Canyon 5-Day Rafting Adventure for another unforgettable way to experience Oregon’s wild landscapes. We take care of everything, from setting up camp to cooking meals and putting you on the most productive stretches of the Grande Ronde and Wallowa Rivers. Throughout this post, we’ll explore our Grande Ronde River rafting trips.

 

Check the Weather

Before you leave for Eastern Oregon, check the local weather! Generally speaking, here’s what to expect in the Joseph, Oregon area during October and November :

  • Daily High Temperature : 45-60 degrees
  • Daily Low Temperature : 25-33 degrees
  • Precipitation : Virtually none (maybe 3” total during October and November)
  • Wind : Generally calm but pressure changes can produce breezy conditions

Fly Fishing Gear

When you book a trip with our experienced fly-fishing guide, we’ll provide all the gear you need. The only thing you’ll need to bring is a valid Oregon fishing license. You can purchase your license online or from a variety of local shops.

Many fly fishermen love to tie their own flies and we don’t blame them! It’s incredibly rewarding to catch fish on flies you’ve tied yourself. If you’re planning on tieing a few flies for fall and winter steelhead, our favorite patterns include:

  • Magneto Stonefly – Watch this video and learn to tie one!
  • Beadhead Copper Johns – Simple and effective. What else is there to say?
  • Egg Patterns – A real cinch to tie, but they’re a classic for a reason: they catch fish!
  • Marabou Leeches – Great movement in the water really attracts trophy Steelhead.

Most Steelhead patterns will be in sizes 6-10 (bigger flies for bigger fish) with egg and stonefly nymph imitators running a bit smaller. Consider tying some patterns with a tungsten beadhead to help the flies get down the water column. Tungsten or copper wire can also be used to give extra weight to a fly.

Read more about our favorite Fall and Winter Steelhead patterns.

 

What to Wear & Pack

Clothing:

  • Warm hat – A beanie or other warm hat that covers your ears
  • Windproof/waterproof outer layer – Gore-Tex is popular (although pricey) but any high-quality breathable waterproof and windproof jacket are ideal.
  • Fleece or wool mid-layer – Look for materials that dry quickly, wick moisture away from your skin, and will keep you warm even if they get wet. That means no cotton!
  • Warm baselayers – Even as the day warms up and you remove your jacket or mid-layer, warm base layers will keep you from getting chilly.

Accessories

  • Sunglasses – Even in Fall and Winter, polarized sunglasses really help anglers see through the glare on the surface of the water.
  • Wading Staff – Coldwater plus slippery rocks can lead to a miserable, cold wet day. A wading staff (in addition to high-quality boots) can help you keep your footing in the river.
  • Dry Bag – A small dry bag is great for keeping your phone, camera, and other electronics dry and protected from the elements.
  • Head Lamp – The sun sets early in Eastern Oregon, so a headlamp can be a big help!

 

What You Don’t Need to Bring

When fishing with the guides at Winding Waters River Expedition, we take care of nearly everything! You just need to show up and be ready to have a great time (and as we mentioned earlier, don’t forget your Oregon fishing license!).

Our multi-day Steelhead fishing trips include:

  • Transportation to and from the river from Joseph, OR
  • Waders and boots
  • Rods, reels, lines, tippets
  • Flies (but you’re welcome to bring your own)
  • Camping gear
  • Heated wall tents
  • Warm sleeping bags
  • Comfy beds

We also offer private charters for anglers who want a fully customized experience with friends or family.

And don’t forget about the food!

We prepare all meals, including delicious shore lunches and dinner by the campfire.

Menus might include:

  • Breakfast : Sante Fe Cakes
  • Lunch : Daily Sandwich Bar
  • Dinner : Wild Caught Salmon on a cedar plank, Dutch Oven Stuffed peppers, Beet and Arugula Salad.

Not to brag, but we take great pride in preparing restaurant quality, gourmet meals right on the water! There are no cans of Vienna sausage and Saltine crackers on our menu!

 

Ready For the Adventure of a Lifetime?

 

If you’ve been thinking about a Fall or Winter Steelhead trip, read more about the trips we offer . Our guides have been fishing these waters their whole lives and we take great pride in putting our anglers on the biggest, hardest-fighting Steelhead! Beyond steelhead season, you can also explore our Salmon River rafting trips, perfect for warmer months and families.

 

Frequently Asked Questions

Here’s everything you need to know to plan an unforgettable Fall or Winter Steelhead fly fishing trip in Eastern Oregon.

  • When is the best time to fish for Steelhead in Eastern Oregon?

    The peak Steelhead season on the Grand Ronde and Wallowa Rivers runs from late October through early November. This is when fish are most active, and anglers have the best chance of hooking trophy-sized Steelhead in clear, cool conditions.


  • Should I book a one-day or multi-day Steelhead trip?

    If you can spare the time, a multi-day trip is well worth it. You’ll fish more remote stretches of river, escape crowded waters, and enjoy a full wilderness experience. Guided multi-day trips also include meals, gear, and comfortable camps, so you can focus on fishing and relaxing.


  • What gear do I need to bring for a Steelhead trip?

    When you book with Winding Waters River Expeditions, all fly fishing gear is provided — including rods, reels, lines, waders, and boots. The only thing you’ll need is a valid Oregon fishing license. Many anglers bring their own flies or tie custom patterns for a personal touch.


  • What are the best fly patterns for Fall and Winter Steelhead?

    Some of the most productive flies include Magneto Stoneflies, Beadhead Copper Johns, Egg Patterns, and Marabou Leeches. Most are tied in sizes 6–10, and weighted versions with tungsten beadheads help reach deeper fish in cold, slow-moving water.


  • What’s the weather like during Steelhead season in Eastern Oregon?

    Expect crisp fall conditions with daily highs between 45–60°F and lows around 25–33°F. Rain is minimal during October and November, but temperatures can drop quickly in the evenings. Dressing in warm, moisture-wicking layers is key to staying comfortable on the water.


  • What clothing should I wear for a Steelhead fishing trip?

    Dress in layers: moisture-wicking base layers, fleece or wool mid-layers, and a waterproof, windproof shell. Don’t forget a warm hat, polarized sunglasses, and waterproof boots. A dry bag and headlamp also come in handy for early mornings and evenings by the river.


  • What’s included in a guided Steelhead trip?

    Fully guided multi-day trips include everything: fishing gear, camping equipment, heated tents, cozy sleeping bags, transportation from Joseph, Oregon, and all meals. You’ll enjoy gourmet dishes like wild-caught salmon, Dutch oven entrées, and hearty breakfasts prepared right on the riverbank.


  • Do I need prior fly fishing experience?

    No experience is necessary! The guides at Winding Waters River Expeditions work with anglers of all skill levels. Whether you’re new to fly fishing or a seasoned Steelheader, they’ll provide instruction, local expertise, and access to prime fishing spots.


  • How do I get an Oregon fishing license?

    You can purchase your Oregon fishing license online through the Oregon Department of Fish and Wildlife or at many local shops in Joseph, OR. Make sure your license is valid for the dates of your trip before you arrive.


  • Why choose the Wallowa and Grand Ronde Rivers for Steelhead?

    These rivers offer some of the most scenic and productive Steelhead waters in the Pacific Northwest. With less fishing pressure than coastal rivers and plenty of wild fish, the Wallowa and Grand Ronde provide an unmatched fly fishing experience surrounded by stunning wilderness.


 

You’ll love your trip with Winding Waters River Expeditions!