Oregon Holidays • Crater Lake, Columbia River & The Pacific Coast
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Oregon Holidays 2026 & 2027 Discover Crater Lake, Columbia River Gorge and the Pacific Coast

Oregon Holidays

From the urban colours of Portland, renowned for its craft breweries and culinary excellence, to the pristine wilderness of Crater Lake National Park, with its impossibly blue volcanic lake, Oregon captivates visitors at every turn.

The dramatic Columbia River Gorge showcases cascading waterfalls and scenic cruises, whilst the rugged Pacific Coast presents charming seaside towns and spectacular ocean panoramas.

Additional treasures include the painted hills of Eastern Oregon and the alpine beauty of the Wallowa Mountains, making Oregon America’s most scenically diverse state.

Browse the itineraries below to start planning your Oregon holiday today.

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How Will You Explore Oregon?

Choose from the holiday options below to start planning your Oregon holiday.

Popular Oregon Holidays

Choose from fly drives, escorted tours, motorhome and cruise holidays.

Ultimate Oregon Motorhome Itinerary Ultimate Oregon Motorhome Itinerary

Ultimate Oregon Motorhome Itinerary

Portland | Astoria | Newport | Bandon | Crater Lake | Ochoco | Baker City | Joseph | Columbia River

Oregon Coast & Columbia River Cruise Oregon Coast & Columbia River Cruise

Oregon Coast & Columbia River Cruise

Portland | Columbia River | Astoria | Klamath Falls | Crater Lake National Park

Seattle, Portland & Oregon Coast Seattle, Portland & Oregon Coast

Seattle, Portland & Oregon Coast

Seattle | Bainbridge Island | Port Angeles | Olympic National Park | Astoria | Willamette Valley | Newport | Columbia River Gorge | Portland

SAVE ON 2025 & 2026 TOURS
Pacific Northwest Explorer Pacific Northwest Explorer

Pacific Northwest Explorer

Seattle | Olympic National Park | Forks | Astoria | Crater Lake National Park | Columbia River Gorge | Mt. Rainier National Park

Seattle to San Francisco Road Trip Seattle to San Francisco Road Trip

Seattle to San Francisco Road Trip

Seattle | Olympic National Park | Astoria | Portland | Redwoods National Park | Napa Valley | San Francisco

Pacific Northwest & Alaska Cruise Pacific Northwest & Alaska Cruise

Pacific Northwest & Alaska Cruise

Seattle | Olympia | Mt Rainier | Columbia River Gorge | Crater Lake | Astoria | Forks | Hurricane Ridge | Juneau | Glacier Bay | Sitka | Ketchikan | Victoria

Pacific Northwest & Northern California Pacific Northwest & Northern California

Pacific Northwest & Northern California

Seattle | Portland | North Bend | Redwood National Park | Eureka | San Francisco

SAVE ON 2025 & 2026 TOURS
America’s West & Canada’s Rockies America’s West & Canada’s Rockies

America’s West & Canada’s Rockies

San Francisco | Napa Valley | Portland | Seattle | Vancouver | Rocky Mountaineer | Jasper | Lake Louise | Banff

Rocky Mountaineer
West Coast Ride West Coast Ride

West Coast Ride

Seattle | Ocean Shores | Newport | Crescent City | Fort Bragg | San Francisco | Monterey | Pismo Beach | Los Angeles

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    Your Oregon Travel Guide

    When planning a holiday to the USA, the state of Oregon can be overshadowed by its neighbours, California and Washington State. However, the knowledgeable traveller will know that Oregon can be the ideal holiday destination.

    Is Oregon a good destination for a holiday?

    With a quirky and cosmopolitan city in Portland, numerous unique natural wonders, and great domestic and international transport links, Oregon has a lot to offer visitors. That Oregon doesn’t get the same visitor numbers as its neighbour in California is only a positive thing, as there is less traffic, uncrowded coasts and better value to be had in a holiday to Oregon.

    When is the best time to visit Oregon?

    Although it is possible to visit Oregon throughout the year, the best time to visit Oregon is undoubtedly from May to October. During this time the weather is pleasant with warm temperatures and minimal rainfall, perfect for touring and exploring.

    The summer months (from mid-June to the end of August) sees the warmest and direst conditions, but is also peak holiday season, so to see the best of Oregon’s wilderness travelling in May and June or September and October can be recommended.

    What are the ‘must-see’ places in Oregon?

    • Crater Lake National Park – An ancient volcanic caldera with sky-blue waters surrounded by 2,000-foot lava cliffs, accessible via the spectacular Rim Drive
    • Columbia River Gorge – On its way to the Pacific Ocean, the Columbia River has carved a steep-sided gorge, featuring some of America’s most spectacular waterfalls
    • Oregon’s Pacific Coast – 362 miles of rugged coastline, featuring dramatic sea stacks, pristine beaches, sand dunes and charming seaside towns
    • Portland – Oregon’s cultural capital is renowned for craft breweries, innovative dining, and attractions like Powell’s Books and the Japanese Garden
    • Mount Hood – Oregon’s tallest peak at 11,250 feet, overlooks the Columbia River and offers year-round activities from hiking to skiing
    • The Painted Hills – Ancient geological formations displaying vibrant red, gold, and black striped hillsides near the town of Mitchell in Eastern Oregon
    • Wallowa Mountains – These northeastern peaks offer alpine scenery, high desert, lush forests, and the sparkling Wallowa Lake
    • Smith Rock State Park – Towering volcanic spires that rise out of the desert near the town of Bend in central Oregon

    Do I need a car to get around Oregon?

    Oregon can be best explored independently on a fly-drive holiday, but this could be by car or motorhome. By definition hotels can be few and far between in Oregon’s most spectacular wilderness areas, but RV parking and camping are well provided for.

    Alternatively, it is possible to join a group escorted tour through the region or cruise the Columbia River to see the waterfalls.

    To plan the perfect Oregon itinerary for you, please speak to one of FREEDOM’s America Travel Specialists, who can create a bespoke Oregon holiday just for you.

    Plan your holiday

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