Oregon Winter Wonderloop

Book Now

All-Inclusive | Private Multi-Day Tour

8 Day/ 7 Night | Winter

This is the ultimate escape to experience Oregon’s most acclaimed destinations for skiing and snowboarding.  Before and after hitting the slopes of Mt. Hood and Mt. Bachelor you’ll experience unique and exclusive activities,  from snowmobiling at Crater Lake National Park to wine tasting in Willamette Valley, to chasing waterfalls in the Columbia River Gorge.  Mix that with indulgent accommodations, exquisite dining and luxury transportation and you have all the ingredients for an ultimate EverGreen Escape!

Day 1 | Columbia River Gorge

  • Pick up from PDX and tour Columbia Gorge Waterfalls
  • Wine Tasting at Cathedral Ridge in Hood River
  • Dinner at Cooper Spur (included)
  • Stay | Cooper Spur Resort, Mt Hood, Oregon

Day 2 | Mt Hood

  • Ski Mt Hood Meadows Resort
  • Dinner at Cooper Spur (included)
  • Stay | Cooper Spur Resort, Mt Hood, Oregon

Day 3 | Mt Hood

  • Ski Timberline Resort
  • Smith Rock State Park
  • Lunch and wine tasting at Maragas Winery (included)
  • Dinner while exploring downtown Bend (at own expense)
  • Stay | Phoenix Inn, Bend, Oregon

Day 4 | Mt Bachelor

  • Ski Mt Bachelor Resort
  • Dinner while exploring downtown Bend (at own expense)
  • Stay | Phoenix Inn, Bend, Oregon

Day 5 | Mt Bachelor

  • Ski Mt Bachelor Resort
  • Dinner while exploring downtown Bend (at own expense)
  • Stay | Phoenix Inn, Bend, Oregon

Day 6 | Crater Lake Encounter

  • Option 1 | Ski Mt Bachelor
  • Option 2 | Snowmobile at Crater Lake National Park
  • Happy Hour hors d’ oeuvres at Zydeco Restaurant (included)
  • Stay | Phoenix Inn, Bend, Oregon

Day 7 | Willamette Valleywine-glass-barrell-room

Day 8 | Portland (Departure)

  • Portland City Tour
  • Neighborhoods, parks, view points and iconic Portland treasures

Book Now

Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact Us

Day 1 Columbia Gorge

The Columbia Gorge is among the most rare and fascinating destinations on the planet.  On its way to the Pacific Ocean the mighty Columbia River has cut a deep canyon over 80 miles long through the heart of the Cascade Mountains, at points reaching depths of up to 4,000 feet (1,200 m) deep.  This magical place is home to majestic waterfalls, abundant wildlife, picturesque towns and breathtaking vistas. On the Historic Columbia River Hwy one leaves the present behind and travels back to a time when driving was about the journey, and not the destination.  See the landscape transform before your eyes as you travel from lush wet forests to high desert plains.

 Day 2 to 3 Mt Hood

is the highest point in Oregon, a dormant volcano, and the most climbed mountain in the US. The trip from Portland through the Columbia River Gorge and around Mt. Hood offers views of spectacular waterfalls, walks in pristine wine country, historic sites, and breathtaking mountain vistas.   No trip to the Mountain is complete without a visit to the historic Timberline Lodge, Oregon’s most treasured landmark.

Day 4 to 6 Bend

EverGreen Escapes van heading to Mt. Hood, OregonSituated on the scenic Deschutes River in the geographic center of the state, Bend is the most populated city in Central Oregon. To the east is high desert vegetation and to the west, Bend is surrounded by U.S. Forest Service land. The city is noted for its picturesque setting, mild climate, year-round recreation opportunities and growing economy. At an elevation of 3,625 feet, Bend enjoys the predominately dry climate of the Great Basin. Sunny days, cool nights and low humidity characterize the weather. Over the last century Bend has grown from a simple lumber settlement, to the thriving and vibrant urban center it is today with a rich cultural life.

Day 7 Willamette Valley LGBT group wine Sonoma County sml

The wondrous Willamette Valley was once known as the ‘promised land’ for the thousands of pioneers traveling west on the perilous Oregon Trail in the 1840s–1880s.  Today the Valley is a massively productive agricultural area that has become famous throughout the world for it’s pastoral farmland and delicious produce; most notably berries, hazelnuts and of course, world-class Pinot Noir!

Day 8 Portland

Also known as The City of Roses, Stumptown, Bridgetown, Beervana or Beertown, Portland is Oregon’s most populous city, and the third most populous city in the Pacific Northwest. Whether in the Cultural District downtown or a transfigured warehouse in the trendy Pearl District, it is easy to see why Money magazine has called Portland the “Best Big City” in North America. Portland is known for its large number of microbreweries and micro distilleries, as well as its coffee enthusiasm. Rich in Northwest arts and heritage, the city and region are also noted for strong land-use planning, excellent public transportation and a progressive regional-government.

Book Now

Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact Us

ALL INCLUSIVE

      • Hotel pick up & drop off each day
      • Highly qualified “Escape Artist” naturalist guide
      • Travel in adventure-outfitted Mercedes Vans and luxury SUVs
      • Scrumptious morning tea with pastries
      • Afternoon snacks, refreshments & fresh fruit
      • Locally &/or organic gourmet Cascadian Safari fare
      • On-board select Oregon wine
      • All overnight accommodations in select lodges & hotels
      • All tasting fees
      • All activities & equipment
      • All park entry fees
      • Comprehensive naturalist commentary throughout
Available as a private charter.  Please inquire for your personally crafted Escape Plan.

TOUR COST

Starting from $2,625.00 per person based on double occupancy

Subject to change until confirmation.

RESERVATIONS

Book Now

Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact Us

How to Pack and Prepare   |   FAQs   |   Terms & Conditions

Please Note

  • It’s harvest season so exact farms, wineries and restaurants are subject to change based on accessibility
  • Subject to availability; single rates available upon request; price is subject to change until confirmed;

EverGreen Escapes is Cascadia’s premier sustainable adventure travel company based in Seattle and Portland. Providing private and small group naturalist-led adventures in bio-fueled Mercedes vans. Specializing in crafting upscale and authentic nature, epicurean and education based experiences for the responsible, curious and discerning traveler.

We’re happy to answer your questions by phone or email 7 days a week.
Toll Free | 866-203-7603

Contact Private Travel

Please contact us to start planning your escape! We will respond as quickly as possible.


Thank you for Exploring Cascadia with EverGreen Escapes!