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

Follow the Columbia River Gorge to discover cascading waterfalls, or the rugged Pacific Coast for spectacular ocean panoramas and charming seaside towns. Journey east and you’ll find the other-worldly Painted Hills, before you reach the alpine beauty of the Wallowa Mountains.

Browse the itineraries below to start planning your Oregon holiday.

Plan your holiday

How Will You Explore Oregon?

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

Popular Oregon Holidays

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

Ultimate Oregon Ultimate Oregon

Ultimate Oregon

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 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 2026 & 2027 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.

    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 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) see 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 – a steep-sided gorge, featuring some of America’s most spectacular waterfalls, carved by the Columbia River en route to the Pacific Ocean
    • 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, renowned for its craft breweries, innovative dining, and attractions like Powell’s Books and the Japanese Garden
    • Mount Hood – Oregon’s tallest peak at 11,250 feet, overlooking the Columbia River and offering year-round activities from hiking to skiing
    • The Painted Hills – ancient geological formations displaying vibrant red, gold, and black striped hillsides near the small town of Mitchell in central 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?

    Whilst hiring a car or motorhome is probably the easiest way to explore Oregon, it is also possible to join a group tour of Oregon and Washington State, or enjoy the scenery from a different perspective on a Columbia River cruise.

    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.

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

    Plan your holiday

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