Destinations

Main Menu

My Booking

Main Menu

About Us

Main Menu

Portland and The Oregon Cascades (Self Drive)

7 to 10+ Nigths from $1,359*
This sample price: priced within the past 7 days for arrival on 9/3/2023, departure from Miami International MIA (FL), US. Choose your own departure city and dates.

This sample price: priced within the past 7 days for arrival on 9/3/2023, departure from Miami International MIA (FL), US. Choose your own departure city and dates.

This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.

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.

This 7 night sample itinerary includes:

  • Flight into Portland and out of Eugene Airport
  • 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
Customize and Book
Destination
Arrival date
Stay
1.
(41 hotels)
2.
(23 hotels)
3.
(13 hotels)
Guest:

Please contact us for any special arrangements such as more than three rooms and partial stays.

Change cabin, booking without flight, returning to a different city/airport, Reorder city, or design your own Itinerary

Flexible Itinerary

  • Portland, OR

  • Three Sisters, OR

  • Eugene, OR

Customer Reviews

Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more

Customize and Book
Going To:
Staying For:
1 Portland, OR
2 Three Sisters, OR
3 Eugene, OR
Advanced

Change cabin, booking without flight, returning to a different city/airport, Reorder city, or design your own Itinerary

Price history for this itinerary (past 7 days):

  • You can now

    Stagger

    your payment!

Trip Summary

  • 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.

    Recommended Stay: At least 2 nights
    Must See`s:
    Portland Japanese Garden, Oregon Zoo, International Rose Test Garden, Washington Park, Portland Art Museum, and so much more!

  • 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).

    Recommended Stay: At least 2 nights
    Must See`s:
    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 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.

    Recommended Stay: At least 2 nights
    Must See`s:
    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!