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Portland and The Oregon Cascades (Self Drive)

7 to 10+ Nights from $779*
* This sample price: Priced within the past 7 days for check-in on 10/1/2024. Choose your own arrival dates.

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This 7 night sample itinerary includes:

  • Rental Car for 8 days
  • Hotel for 2 nights in Portland
  • Hotel for 2 nights in Three Sisters Country
  • Hotel for 2 nights in Eugene
  • Driving Time
    Portland - Three Sisters Country: 2 hrs. 50 mins. approx.
    Three Sisters Country- Eugene: 2 hrs. approx.

Enjoy a perfect combination of charming cities across Oregon with this unique opportunity to explore on your own with a rental. Combine Portland (Oregon’s largest city, sitting on the Columbia and Willamette rivers), Three Sisters (named for the nearby trio of volcanic mountains where there is an abundance of outdoor activity), and Eugene (known as -Tracktown-, famous for its track and field champions also the birthplace of Nike). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Flexible Itinerary

  • Portland, OR

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  • Three Sisters, OR

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  • Eugene, OR

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USA

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!

  • Three Sisters, OR
    Three Sisters, OR

    Three Sisters is a city named for the towering trio of peaks (all over 10,000 ft.) to the west, and is a wonderful place to live, work, play and stay, as those who call it home have discovered. Comprising Sisters, Bend and Redmond, it`s a place where it`s common to see someone you know nearly everywhere you go. The recreational opportunities are nearly endless and the setting is simply stunning. A small Western-themed town with a slow pace of life is overlaid with an ever-expanding creative culture and a long-standing outdoor recreation tradition. In the shadow of the Three Sisters mountains, western-themed buildings are host to a blend of restaurants and more than fourteen galleries in the Hood Avenue Art District, a live music scene (Sisters Folk Festival) and crafters (Sisters Outdoor Quilt Show).

    Explore the Peterson Ridge Mountain Bike Trails, Three Creeks Lake Road, Village Green City Park, Indian Ford Meadow, Henkle Butte, Whychus Creek Trail, National Volcanic Monument, Pilot Butte, Redmond Caves, Smith Rock State Park and so much more!

  • Eugene, OR
    Eugene, OR

    Eugene is a city in Oregon, on the Willamette River. The University of Oregon is home to the Northwest-focused Museum of Natural and Cultural History and the Jordan Schnitzer Museum of Art, known for its Asian collections. The Fifth Street Public Market has cafes and locally owned stores. Green spaces include riverside Alton Baker Park, with extensive trails, and Hendricks Park, featuring a rhododendron garden. Eugene is full of artists, innovators and visionaries. This destination strives to be welcoming by designing accessibility into growth plans and taking leaps towards a more sustainable future.

    Explore the Hendricks Park, Alton Baker Park, Skinner Butte Park, Ridgeline Trail, Delta Ponds City Park, Oregon Space and Air Museum, Dorris Ranch, and so much more!

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