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Portland Getaway for Outdoor Enthusiasts

5 to 7+ Nights from $1,385*
* Sample price: priced within the past 7 days for a 9/26/2025 arrival, departing Denver DEN (CO), US. Choose departure city, cabin and dates.

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Add Outbound & Return Flights

This 5 night sample itinerary includes:

  • Flight into and out of Portland
  • Hotel for 5 nights in Portland

    Sample of Included Tours:
  • Guided City Tour around Portland
  • Day Trip to The Oregon Coast from Portland
  • Willamette Valley Wine Experience
  • Day Trip to Mt. Hood and Columbia Gorge from Portland

    Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.

This package is special for outdoor enthusiast in Portland. Adventure through the City of Roses before exploring a little further out, discovering the incomparable Oregon Coast, Willamette Valley, impressive Mt. Hood, and the captivating Columbia Gorge. If you like combining a fun city with plenty of outdoor time, this flexible vacation package is for you!.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Flexible Itinerary

  • Portland, OR

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Customer Reviews

Trip Summary

  • Portland, OR
    Portland, OR

    Portland has a wide variety of parks, bridges and bicycle paths as well as art, theaters and a vivid music scene. Its eco-friendliness, its microbreweries and coffeehouses are enchanting and the Iconic Washington Park encompasses sites from the formal Japanese Garden to Oregon Zoo and its railway. A little bit creative, a little bit counter-culture, Portland is a year-round, always-evolving city that`s home to a mindful community dedicated to keeping its city sustainable, innovative and accessible.

    Visit and discover the Portland Japanese Garden, Oregon Zoo, International Rose Test Garden, Washington Park, Portland Art Museum, and so much more!

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