Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Visiting the Charming Draper Girls Country Farm

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

Explore Mount Hood, Columbia River Gorge, and local orchards on this private, full-day tour from Portland, featuring waterfalls, historic sites, and scenic vistas.

Discover Oregon’s Natural Beauty on a Private Portland Tour

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Discover Oregons Natural Beauty on a Private Portland Tour

This private tour at The Hood-Columbia Loop offers an intimate, detailed exploration of some of Oregon’s most stunning landscapes. Priced at $1,719 per group for up to 14 people, it delivers a personalized experience with flexible timing and personal attention. The tour lasts approximately 8 to 10 hours, making it ideal for those who want a comprehensive day of sightseeing without the crowds.

Starting from Portland, the tour includes round-trip transportation, snacks, bottled water, and parking fees—everything designed for comfort and convenience. With pickup offered from your hotel, this private experience ensures a smooth, stress-free day. The guide leads you through notable stops such as Mount Hood, Timberline Lodge, historic waterfalls, and charming orchards, showcasing Oregon’s diverse natural and cultural highlights.

Key Points

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Key Points

  • Private, customizable day tour from Portland for up to 14 guests
  • Includes transportation, snacks, water, and parking for a hassle-free experience
  • Visits Mount Hood and Timberline Lodge, the only ski resort open year-round
  • Explores Columbia River Gorge’s waterfalls, viewpoints, and historic sites
  • Stops at local orchards and country stores for fresh fruit, preserves, and treats
  • Most stops are free of admission fees, with a focus on scenic spots and landmarks

Mount Hood and Timberline Lodge: The Iconic Peaks and Historic Lodge

The tour begins with a visit to Mount Hood, Oregon’s tallest mountain and a prominent volcanic peak. As a potentially active stratovolcano, Mount Hood is visible across northern Oregon and southern Washington. The spotlight is on Timberline Lodge, perched just below the Palmer Glacier. This historic lodge, built during the Works Progress Administration era and dedicated in 1937, is a National Historic Landmark.

You’ll spend 1-2 hours at Timberline, where you can explore interpretive displays, enjoy the views, and possibly take a short walk or snowplay in winter. The lodge’s expansive architecture and spectacular mountain vistas make it a highlight, especially as the only ski resort open every month of the year.

Visiting the Charming Draper Girls Country Farm

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Visiting the Charming Draper Girls Country Farm

Depending on the season, the tour makes a 20-minute stop at Draper Girls Country Farm. This quaint orchard store offers fresh fruit, preserves, and the chance to pet friendly animals like cats and goats. Weather permitting, you’ll also get a spectacular vista of Mount Hood from this location, perfect for photos.

This stop adds a rural charm to the day, highlighting Oregon’s agricultural side. The farm’s relaxed atmosphere makes it easy to enjoy some local produce and snap memorable pictures.

Sampling Local Flavors at Apple Valley Country Store

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Sampling Local Flavors at Apple Valley Country Store

Next, a brief 20-minute stop at Apple Valley Country Store features a homey setting where you can browse seasonal fruit, preserves, and homemade pies. If you’re craving a sweet treat, their huckleberry milkshakes are a delightful addition. This spot offers a taste of Oregon’s farm-fresh produce and homemade specialties, making it an enjoyable break from sightseeing.

Exploring Hood River and the Port of Hood River

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Exploring Hood River and the Port of Hood River

The tour’s lunch stop is at the Port of Hood River, a lively town renowned as the windsurfing capital of the world. Here, you can observe windsurfers gliding across the Columbia River and explore a variety of breweries, galleries, boutiques, and cafes.

This one-hour stop provides an opportunity to stroll along the waterfront, enjoy local craft beers, or simply soak in the vibrant atmosphere of this small but dynamic river town.

The Scenic Columbia River Gorge: Waterfalls, Viewpoints, and Historic Routes

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - The Scenic Columbia River Gorge: Waterfalls, Viewpoints, and Historic Routes

A major highlight of the tour is the 3-hour exploration of the Columbia River Gorge, a designated National Scenic Area stretching 85 miles. This section showcases a diverse landscape featuring waterfalls, monoliths, terraces, and lush plant communities.

Visitors will see notable waterfalls like Multnomah Falls, the tallest in Oregon with a combined height of 620 feet, Wahkeena Falls, and the quirky Horsetail Falls. The tour also includes stops at Crown Point State Park, with its dramatic views and iconic architecture, and Rooster Rock, famous for inspiring North America’s oldest continuous nudist beach.

Travelers can enjoy photo opportunities at Rowena Crest and drive portions of the historic Columbia River Highway, often compared to Swiss engineering, past basalt terraces and waterfalls. The Bridge of the Gods provides a striking crossing over the Columbia River, steeped in native legend, and the Bonneville Lock & Dam offers insights into regional engineering and history.

Hidden and Noteworthy Waterfalls: Elowah Falls and Horsetail

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Hidden and Noteworthy Waterfalls: Elowah Falls and Horsetail

Two lesser-known but captivating stops include Elowah Falls, a quick but stunning cascade that might be missed if not careful, and Horsetail Falls, known for its quirky appearance as it cascades beside the highway. These waterfalls add variety and charm to the gorge experience, showcasing Oregon’s waterfall richness.

Volcanic Monoliths and Unique Geological Features

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls - Volcanic Monoliths and Unique Geological Features

The tour highlights Beacon Rock, a massive volcanic plug standing 848 feet tall. Composed of columnar basalt, similar to Devil’s Tower, Beacon Rock is a striking natural monument. This stop offers a short walk and memorable views, emphasizing Oregon’s volcanic history.

The Historic and Cultural Landmarks: Bonneville Hatchery and Lock & Dam

The Bonneville Hatchery, the largest of its kind in Oregon, provides an overview of the state’s fish conservation efforts. The Bonneville Lock & Dam, completed in 1938 as a Public Works Administration project, is a National Historic Landmark and a vital part of regional infrastructure, offering insight into the area’s development.

Scenic Crossings and Natural Landmarks: Crown Point and Sandy River

The Crown Point State Park features a crown-shaped building atop a geological formation once called “Thor’s Hammer.” The Sandy River, fed by glacial waters from Mount Hood, is known for Steelhead and Chinook runs and has had dams removed for ecological restoration since 2007, making it a significant natural feature.

The Sum Up: A Rich Day of Scenic and Cultural Discovery

This private tour from Portland offers an immersive and flexible experience of Oregon’s most iconic landscapes. With professional transportation, a knowledgeable guide, and a carefully curated itinerary, it balances nature, history, and local flavor.

Ideal for those seeking a comprehensive day trip that covers mountains, waterfalls, historic sites, and charming towns, the tour provides excellent value for its group size and inclusions. It suits visitors who value personalized attention and scenic variety, though the full-day pace may be physically demanding for some.

The tour’s high praise for the guide’s expertise and the inclusion of free entry to most stops make it a compelling choice for anyone aiming to explore the Columbia Gorge and Mount Hood in depth.

✨ Book This Experience

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls



5.0

100% 5-star

“Very knowledgeable tour guide (Cher). Took her time, showed us a lot, Was good, safe driver, explained a lot of things on the tour, wonderful phot…”

— A Tripadvisor Reviewer, May 2024

Frequently Asked Questions

Is lunch included in this tour?
No, lunch is not included. The tour stops at a scenic riverside location where you can enjoy local dining options.

How many people can join this private tour?
Up to 14 guests can participate, making it suitable for small groups or family outings.

What is the duration of the tour?
The tour lasts approximately 8 to 10 hours, depending on timing and group preferences.

What are the main highlights of the tour?
Major highlights include Mount Hood, Timberline Lodge, waterfalls like Multnomah and Wahkeena, and stops at historic landmarks and scenic viewpoints.

Is transportation provided?
Yes, round-trip transportation from Portland hotel is included in the price.

Are there any physical requirements?
Most stops involve walking or short hikes, suitable for most travelers, but those with mobility concerns should consider this.

What makes this tour different from other Columbia Gorge trips?
Its private, customizable nature and inclusion of timed visits to key landmarks, plus the focus on local orchards and historic sites, set it apart.

Can service animals join the tour?
Yes, service animals are allowed.

How far in advance should I book?
On average, this tour is booked 5 days in advance, but early booking is advisable, especially during peak seasons.

What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour, receiving a full refund.