🥾 ActiveLong weekend · from Portland, OR
Coast Range to Pacific: Tillamook Head & Cape Lookout
Three days traversing the Oregon Coast Range from Portland to the sea — Tillamook Head's 6-mile ridge trail above the Pacific delivers the finest coastal panorama in northern Oregon, Cape Lookout's headland hike juts three miles into the Pacific on a headland shaped like a pointing finger, and the Tillamook area's dairy country ties the inland and coast landscapes together.
Day 1 — Tillamook Head, ORDay 2 — Cape Lookout State ParkDay 3 — Cascade Head & Salmon River Estuary
Day 1 — Tillamook Head, OR
Day 1 — Tillamook Head, OR
🚗 2 hr 25 min driving📍 5 stops
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Morning
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Drive
Portland, OR → Seaside, OR
1 hr 30 min8:00 AM → 9:30 AM
Tillamook Head National Recreation Trail
★ 4.6The 6-mile ridge trail from Seaside to Indian Beach in Ecola State Park follows a 1,000-foot headland crest through Sitka spruce and hemlock forest — Lewis and Clark crossed this ridge in January 1806 to retrieve a beached whale. The views from the military installation ruins at the summit sweep from the Columbia River bar south to Neahkahnie Mountain. The Tillamook Rock Lighthouse, a mile offshore, is visible from the ridge.
9:30 AM📍 See location
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Lunch
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Drive
Tillamook Head → Seaside, OR
30 min10:30 AM → 11:00 AM
Seaside Brewing Company
★ 4.3A brewpub in Seaside's downtown convention building — the oldest structure in town, built in 1884 as a health resort annex. The Seaside Stout and the Coast Pale Ale are the house anchors; the kitchen produces fish and chips, clam chowder, and coastal standards in a wood-paneled room with Oregon coast history on every wall.
11:00 AM📍 See location
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Afternoon
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Drive
Seaside, OR → Tillamook Head Trail — Southern Trailhead
10 min12:00 PM → 12:10 PM
Tillamook Head Trail
★ 4.7A strenuous 6-mile round-trip coastal ridge trail connecting Seaside to Cannon Beach via a 1,200-foot headland — one of the finest hikes on the northern Oregon coast, passing through old-growth Sitka spruce and hemlock before emerging at cliff-edge viewpoints above the Pacific. The summit plateau hosts the ruins of a WWII military radar installation; the Tillamook Rock Lighthouse is visible offshore throughout the upper section. Lewis and Clark crossed this same ridge in January 1806 to retrieve a beached whale.
12:10 PM📍 See location
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Evening
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Drive
Tillamook Head Trail → Astoria, OR
15 min5:00 PM → 5:15 PM
🍽️ Dinner5:15 PM
Bridgewater Bistro
A Columbia River waterfront restaurant in Astoria's beautifully restored Edwardian commercial district — the dining room occupies an 1893 building with original timber columns and river views through large windows. The Dungeness crab cakes and the wild salmon are the menu anchors; the wine list emphasizes Oregon producers.
4 options · tap to switch
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Hotel Elliott
Hotel Elliott (1924, restored) on Commercial Street has the best rooftop terrace in town with views of the Astoria-Megler Bridge and the Columbia.
Day 2 — Cape Lookout State Park
Day 2 — Cape Lookout State Park
🚗 2 hr 30 min driving📍 5 stops
🌅
Morning
🚗
Drive
Astoria, OR → Cape Lookout State Park
1 hr8:00 AM → 9:00 AM
Cape Lookout Trail
★ 4.7A 5-mile round-trip to the tip of a headland that juts 2.5 miles into the Pacific Ocean — the trail follows the cape's spine through old-growth Sitka spruce above 800-foot cliffs dropping to the surf. On clear days, the perspective south toward Cascade Head and north toward Tillamook Head encompasses 40 miles of the most dramatic coastal geography in Oregon. Gray whales pass directly below the cape's tip in March.
9:00 AM📍 See location
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Lunch
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Drive
Cape Lookout → Tillamook, OR
30 min10:00 AM → 10:30 AM
Tillamook Creamery
★ 4.5The anchor of Tillamook County's dairy industry — a cooperative established in 1909 by a dozen pioneer cheese makers who could not get their product to Portland markets reliably. The factory tour shows the cheddar aging caves and the butter production line; the café serves the cheese and ice cream fresh from the floor below. The Bay Blend cheddar is the house signature.
10:30 AM📍 See location
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Afternoon
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Drive
Tillamook, OR → Cape Meares State Scenic Viewpoint
15 min12:00 PM → 12:15 PM
Cape Meares Lighthouse & Octopus Tree
★ 4.8Oregon's shortest lighthouse (38 feet) was built in 1890 on a headland 200 feet above the sea — the keeper's cottage and light are open for tours. The Octopus Tree adjacent to the lighthouse is a Sitka spruce with multiple trunks fanning from the base like tentacles, estimated at 300 years old and shaped by the prevailing coastal winds.
12:15 PM📍 See location
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Evening
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Drive
Cape Meares → Pacific City, OR
45 min5:00 PM → 5:45 PM
Pelican Brewing Company — Pacific City
★ 4.1The original Pelican Brewing location, opened in 1996 directly on the beach at Pacific City's Cape Kiwanda — the dramatic sandstone headland that defines this stretch of coast. The brewery is feet from the surf; the fish and chips and the Kiwanda Cream Ale have been the menu anchors since the first day. Award-winning craft beer with the Pacific in the window.
5:45 PM📍 See location
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Inn at Cape Kiwanda or Headlands Coastal Lodge
Inn at Cape Kiwanda is directly above the beach with ocean views; Headlands Coastal Lodge is the area's most comfortable option.
Day 3 — Cascade Head & Salmon River Estuary
Day 3 — Cascade Head & Salmon River Estuary
🚗 2 hr 38 min driving📍 4 stops
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Morning
🚗
Drive
Pacific City, OR → Cascade Head Trailhead
28 min8:00 AM → 8:28 AM
Cascade Head Nature Conservancy Trail
★ 4.4A 3.3-mile round-trip to one of the Oregon coast's most dramatic headland viewpoints — the upper meadows of Cascade Head are a Nature Conservancy preserve open only part of the year, accessed by a trail that climbs 1,100 feet through old-growth Sitka spruce before emerging onto open meadows above 1,000-foot cliffs. The view south encompasses the Salmon River estuary and 40 miles of coast.
8:28 AM📍 See location
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Lunch
Salmon River Estuary Trail
A level 2.4-mile walk through the largest undeveloped estuary on the Oregon coast — the Salmon River's tidal wetlands harbor Dungeness crab, harbor seals, and the coho salmon that run through the estuary from October through December. The estuary is one of the few on the coast with intact old-growth forest growing to the tide line.
9:28 AM📍 See location
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Afternoon
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Drive
Salmon River Estuary → Lincoln City, OR
15 min12:00 PM → 12:15 PM
Depoe Bay Whale Watching Center
★ 4.8The world's smallest navigable harbor, 13 miles south of Lincoln City, doubles as the Oregon coast's most reliable gray whale observation point — the Oregon State Parks whale watching center sits directly above the harbor's ocean mouth, and resident whales feed in the kelp beds below year-round. The dramatic spout plumes in the rocky harbor are visible without binoculars.
12:15 PM📍 See location
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Evening
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Café Mundo
A Lincoln City institution on the north end of town, serving eclectic Pacific Rim-influenced coastal cooking in a warm, wood-paneled room — the kitchen rotates daily specials built around fresh Oregon Coast seafood, local Dungeness crab, and produce from nearby farms. The miso-glazed halibut and the house cioppino are perennial menu anchors; the intimate scale and unpretentious atmosphere make it a genuine local favorite over the tourist-oriented Highway 101 competitors.
5:00 PM📍 See location
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Drive
Depoe Bay → Portland, OR
1 hr 55 min6:00 PM → 7:55 PM
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