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Portland, Hillsboro, and Cannon Beach Getaway

Day 1 · Wed, Oct 14
Hillsboro, Oregon

Arrival and easy evening in Hillsboro

  1. Portland International Airport to Hampton Inn & Suites Portland/Hillsboro-Evergreen Park — Pick up the rental car and allow roughly 45–75 minutes for the drive, rental-car pickup, and traffic; check in and take a breather.
  2. Orenco Woods Nature Park — Orenco, Hillsboro; enjoy an easy, low-key walk on the trails, for about 1 hour.
  3. Orenco Station — Orenco, Hillsboro; browse the compact, walkable neighborhood and settle in after the flight, for about 45 minutes.
  4. McMenamins Cornelius Pass Roadhouse — North Hillsboro; have a relaxed dinner in a historic farmhouse setting, approximately $20–35 per person.

Arrival and a breather

  • 12:00–1:15 p.m. — Portland International Airport to Hampton Inn & Suites Portland/Hillsboro-Evergreen Park: After landing, collect your bags and rental car, then drive west to the hotel. Allow about 45–75 minutes for the pickup, traffic and drive; check-in timing may depend on room availability, so leave bags and take a breather if the room isn’t ready.
  • 2:15–3:15 p.m. — Orenco Woods Nature Park: Head to this quiet Hillsboro park for an easy loop along its trails and boardwalks. It’s free and a nice low-effort way to stretch after traveling; go while there’s plenty of daylight, as trails are less pleasant after dusk.

Easy neighborhood evening

  • 3:30–4:15 p.m. — Orenco Station: Drive a few minutes to this compact, walkable neighborhood. Browse around Orenco Station and grab a coffee or snack if you like; shops and cafés vary in hours, so treat this as a relaxed wander rather than a planned shopping stop.
  • 4:45–6:30 p.m. — McMenamins Cornelius Pass Roadhouse: Drive roughly 15–25 minutes north for dinner in a historic farmhouse setting. Budget about $20–35 per person before drinks and tip; check current restaurant hours and consider booking ahead, especially if you’d like a particular seating time. Head back to the hotel afterward and call it an early night before tomorrow’s coast drive.
Day 2 · Thu, Oct 15
Cannon Beach, Oregon

Cannon Beach day trip

Getting there from Hillsboro, Oregon
Drive the rental car via US-26 W (about 1 hr 45 min–2 hr; roughly $10–18 in fuel, excluding rental). Leave around 7:30 a.m. as planned; allow extra time for traffic and parking. No practical direct public-transport alternative for this day trip.
  1. Hillsboro to Cannon Beach — Drive via US-26, allowing about 1 hour 45 minutes to 2 hours each way, plus time for traffic and parking; leave around 7:30 a.m.
  2. Ecola State Park — North of Cannon Beach; take in coastal forest and viewpoint scenery, about 1.5 hours. Check current park access and fees before setting out.
  3. Haystack Rock — Cannon Beach; explore the shoreline and tide pools if conditions allow, about 1–1.5 hours; check tide times and keep a safe distance from wildlife.
  4. Sleepy Monk Coffee Roasters — Downtown Cannon Beach; pause for coffee and a light breakfast or snack, approximately $5–15 per person.
  5. Cannon Beach downtown and galleries — Hemlock Street area; browse local shops and galleries at an easy pace, about 1 hour.
  6. Wayfarer Restaurant & Lounge — Near the beach; enjoy a seafood dinner with ocean views, approximately $25–45 per person, then drive back to Hillsboro.

Morning

  • 7:30–9:30 a.m. — Drive from Hillsboro to Cannon Beach: Take US-26 W and allow extra time for traffic and parking. Bring a warm, waterproof layer; the coast can be breezy and wet even when it’s mild inland.
  • 9:30–11:00 a.m. — Ecola State Park: Enjoy the forested viewpoints and coastal scenery. Check current road access and any day-use fee before leaving; fog or rain can limit views, and park roads may be affected by conditions.

Midday and afternoon

  • 11:15 a.m.–12:30 p.m. — Haystack Rock: Walk the beach and look for tide pools if the tide is suitable. Check tide times beforehand, watch for sneaker waves, and keep your distance from wildlife.
  • 12:40–1:20 p.m. — Sleepy Monk Coffee Roasters: Take a coffee and light bite downtown; budget about $5–15 per person. Check the day’s hours before heading over.
  • 1:20–2:30 p.m. — Cannon Beach downtown and galleries: Browse the shops and galleries around Hemlock Street, then leave some unstructured time to wander or warm up between stops.

Evening

  • 4:30–6:00 p.m. — Wayfarer Restaurant & Lounge: Settle in for seafood near the beach and ocean views; expect roughly $25–45 per person, before drinks and tip. This is the day’s biggest meal expense, so a lighter order can help keep the overall trip budget in check.
  • 6:00–8:00 p.m. — Drive back to Hillsboro: Allow about 1 hour 45 minutes to 2 hours via US-26, plus a little extra for traffic. If you’d rather avoid driving the coastal highway after dark, leave Cannon Beach earlier and have dinner closer to Hillsboro instead.
Day 3 · Fri, Oct 16
Hillsboro, Oregon

Hillsboro and the west Portland area

Getting there from Cannon Beach, Oregon
Drive via US-26 E (about 1 hr 45 min–2 hr; roughly $10–18 in fuel, excluding rental). Note: this conflicts with the day’s planned early Carver Cafe breakfast, which is a 45–60-minute drive from Hillsboro; return to Hillsboro the evening of day 2 if that breakfast is a priority.
  1. Carver Cafe — Carver; have breakfast at this Twilight-famous cafe, approximately $15–25 per person. Allow about 45–60 minutes to drive from Hillsboro, depending on traffic.
  2. Rice Northwest Museum of Rocks and Minerals — Hillsboro; explore the mineral and meteorite collections, about 1–1.5 hours; check opening days and hours before driving over.
  3. International Rose Test Garden — Washington Park, Portland; stroll the garden and enjoy city views, about 1 hour. Rose blooms are seasonal, so the garden may be past peak in October.
  4. Pittock Mansion — West Hills, Portland; visit the historic home and its viewpoint, about 1–1.5 hours; confirm admission availability and hours in advance.
  5. Hillsboro Downtown — Main Street area; finish with a casual dinner at a local spot of your choice, approximately $15–30 per person.

Morning

  • 7:30–8:30 a.m. — Breakfast at Carver Cafe: Drive about 45–60 minutes from Hillsboro to Carver Cafe in Carver; allow a little extra for the winding final stretch. It’s a casual, Twilight-famous stop, with breakfast typically around $15–25 per person. Check the day’s hours before setting out.
  • 9:30–11:00 a.m. — Rice Northwest Museum of Rocks and Minerals: Drive back to Hillsboro for the museum’s impressive mineral, fossil, and meteorite collections. Plan on 1–1½ hours; confirm Friday hours and admission before you go, since opening days can vary.

Afternoon

  • 11:00 a.m.–12:00 p.m. — Drive to Washington Park; 12:00–1:00 p.m. — International Rose Test Garden: Head into Portland and stroll the International Rose Test Garden. October is well past the main bloom, but the paths and city views are still lovely; the garden is generally open during daylight, and entry is free. Parking in Washington Park can be busy, so leave time to find a space.
  • 1:00–1:20 p.m. — Drive to Pittock Mansion; 1:20–3:00 p.m. — Pittock Mansion: Visit the historic house and take in the sweeping view over Portland. Check the mansion’s Friday hours and ticket availability in advance; admission is paid, and the house typically closes earlier than the grounds.

Evening

  • 3:00–3:45 p.m. — Drive back to Hillsboro; 5:00–6:30 p.m. — Dinner in downtown Hillsboro: Keep dinner casual around Main Street, where you’ll find local restaurants and an easy post-meal wander. Budget roughly $15–30 per person. This is a full day with considerable driving—if you don’t want to return to Carver after the coast the previous day, consider moving that breakfast to another morning rather than rushing the Portland stops.
Day 4 · Sat, Oct 17
Hillsboro, Oregon

Wedding day in Hillsboro

  1. Insomnia Coffee Co. — Hillsboro; start with coffee and a light breakfast, approximately $8–15 per person.
  2. Jackson Bottom Wetlands Preserve — South Hillsboro; take a short, peaceful walk through the wetland trails, about 1–1.5 hours; check trail conditions.
  3. Hillsboro Downtown — Main Street area; have an early lunch before getting ready, approximately $12–20 per person.
  4. Hidden Creek Community Center — Hillsboro; attend the wedding from 1–9 p.m. Allow time to park and arrive before the ceremony; confirm whether food is provided.

Morning

  • 8:30–9:15 a.m. — Coffee and a light breakfast at Insomnia Coffee Co. Keep it easy before the wedding day gets busy; budget about $8–15 per person. Check the nearest Hillsboro location’s hours before heading out.
  • 9:30–11:00 a.m. — Jackson Bottom Wetlands Preserve. Take a quiet loop on the trails and look for herons and other wildlife; trail conditions can be muddy, so wear shoes you don’t mind getting dirty. It’s a short drive from central Hillsboro, and the trails are generally a better bet than relying on visitor-center hours.

Lunch and wedding

  • 11:15 a.m.–12:00 p.m. — Early lunch in Downtown Hillsboro. Stick near Main Street for a casual meal before the wedding; plan on about $12–20 per person. Then leave time to return to the hotel, change, and drive to the venue.
  • 12:30–1:00 p.m. — Drive to Hidden Creek Community Center and park. Leave a buffer for getting ready and finding your way in; confirm the ceremony arrival instructions with the couple.
  • 1:00–9:00 p.m. — Wedding at Hidden Creek Community Center. Check whether food and drinks are provided so you can plan around the day’s meal costs.
Day 5 · Sun, Oct 18
Portland, Oregon

Portland before departure

Getting there from Hillsboro, Oregon
Drive the rental car via US-26 E (about 30–45 min to central Portland; roughly $4–8 in fuel, excluding rental). Start in the morning for the day’s city plans, then drive to PDX for the rental return; allow about 30–45 minutes from central Portland and aim to reach the airport around 7 p.m. for the 10 p.m. flight.
  1. Powell’s City of Books — Pearl District, Portland; browse the famous independent bookstore, about 1.5–2 hours.
  2. Lan Su Chinese Garden — Old Town Chinatown; enjoy a quiet garden visit, about 1 hour; check admission and hours before arrival.
  3. Screen Door — Eastside, Portland; have a Southern-style brunch or early meal, approximately $20–35 per person; allow extra time if there’s a wait.
  4. Portland International Airport — Return the rental car and allow roughly 30–45 minutes to drive from central Portland, plus time for refueling and the rental return. For a 10 p.m. flight, aim to reach the airport around 7 p.m.; adjust earlier if your airline recommends it.

Morning

  • 8:30–10:00 a.m. — Drive from Hillsboro to downtown Portland: Take US-26 E; allow 30–45 minutes of driving, plus time for traffic and parking. A downtown garage is easiest for the first two stops—check its daily rate before leaving the car.
  • 10:00–11:45 a.m. — Powell’s City of Books: Browse the flagship bookstore in the Pearl District; Sunday hours are typically 10 a.m.–6 p.m., but confirm before you go. It’s easy to lose track of time among the color-coded rooms, so pick a meeting point if you’re browsing separately.

Midday and afternoon

  • 12:00–1:00 p.m. — Lan Su Chinese Garden: Walk or take a short drive to Old Town Chinatown for a peaceful change of pace. Check Sunday hours and admission in advance; allow extra time if you need to buy tickets on arrival.
  • 1:15–2:45 p.m. — Screen Door: Head to the Eastside location for Southern-style brunch or an early meal; budget roughly $20–35 per person, before drinks and tip. Sunday waits can be substantial, so check current wait times and keep the schedule flexible.

Evening and departure

  • 2:45–7:00 p.m. — Easy buffer before your flight: Leave time for a relaxed wander or coffee nearby, then retrieve the car and refuel. Drive to Portland International Airport and aim to arrive around 7 p.m. for your 10 p.m. flight; allow 30–45 minutes from central Portland, plus time for the rental-car return and airport check-in. The day’s planned stops should be fairly manageable on a low-to-medium budget, though parking, bookstore purchases, and the meal can add up.
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