Oregon road trip: Portland, Crater Lake National Park & Oregon coast

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    Cannon Beach at sunset
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    Heceta Head lighthouse Florence | Oregon road trip: Portland, Crater Lake National Park & Oregon coast

    Heceta Head lighthouse Florence | Oregon road trip: Portland, Crater Lake National Park & Oregon coast

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    Admire the sunsets over Portland, Oregon

    Admire the sunsets over Portland, Oregon

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    Tumalo Falls, Bend

    Tumalo Falls, Bend

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    Cannon Beach is famed for its appearance in the cult film ‘The Goonies’
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    City of Portland, OR

    Portland, Oregon

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    Hiking trail near Portland

    Hiking trail near Portland

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    Sparks Lake, Bend

    Sparks Lake, Bend

Tailor-made holidays

Duration(in days): 15

From: UK




Inc. International flights (Per person, based on 2 sharing)

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See more ideas for: USA

    Explore Portland, the hipster city that offers everything for the discerning palette, including craft beer and farm-to-table dining. Next, drive out to the Hood Valley to hike along the Columbia River Gorge and kayak along the Cascade Lakes in Bend before driving south to Crater Lake National Park. Visit the quaint theatres of Ashland and the lush vineyards of Grant’s Pass before taking the coastal road to discover the scenic Oregon coast, where dunes and sea stacks at sunrise make for an atmospheric end to your road trip.

    This itinerary can be tailored to suit your requirements; please contact one of our consultants to start planning your dream American road trip.

    This holiday includes

    • International flights
    • All transfers
    • All accommodation in the USA
    • Excursions as mentioned in the itinerary
    • Meals as mentioned in the itinerary
    • Car hire


    • Enjoy the perfectly-crafted coffee in one of Portland’s independent coffeehouses
    • Sample locally-brewed craft beer
    • Hike along the Columbia River Gorge
    • Kayak in the pristine Cascade Lakes
    • Enjoy panoramic views over Crater Lake National Park
    • Taste Oregon’s finest pinot noir in the wineries in Grant’s Pass
    • Drive along the rugged coastline in Florence
    • Watch the sunset over Cannon Beach


    Itinerary in brief:

    • 3 nights Portland
    • 1 night Mount Hood
    • 2 nights Bend
    • 1 night Crater Lake
    • 2 nights Ashland
    • 1 night Coo’s Bay
    • 1 night Newport
    • 2 nights Cannon Beach


    Day 1: Depart UK

    Depart the UK from your chosen airport. On arrival in Portland, you will make your own way into the city and check into your hotel for three nights.

    Included: International flight, hotel

    Days 2 & 3: Portland

    You have two days to explore Portland so why not start with breakfast! Portland is a city that loves to eat – the best way to spend your time here is to hop between cafes, breweries and restaurants, tasting the delicious fare on offer. Portland champions ‘farm-to-fork’ food, grown in the lush farmland of Oregon and served up beautifully in restaurants like Clyde Common so why not enjoy lunch before taking a walk through the Hoyt Arboretum and stopping in at the popular Portland Zoo.

    On your second day, you could grab a snack from Voodoo Doughnuts before enjoying a tour of Portland’s many craft breweries that make their home in here, tasting and learning about beer! If you’re more of a wine aficionado, Oregon is famous for its pinot noir so sit back and settle into one of Portland’s slick wine bars to try them out.

    Included: Hotel, craft beer tour

    Day 4: Drive to Mount Hood

    This morning you’ll pick up your rental car and drive out of Portland towards the Hood River Valley, in the lush countryside of rural Oregon. It’ll only take you a couple of hours of easy driving along the river to get to the valley, where you will check into your hotel for one night. Make sure you stop off to view the majestic Multnomah Falls, before spending the afternoon hiking in the Columbia River Gorge. Heading closer to the mountain, try the Tom, Dick and Harry Mountain hike where you should get spectacular views of Mount Hood reflecting in Mirror Lake. If you want even more views of the mountain, get out on the water and rent a canoe on Trillium Lake. There are plenty of vineyards in the area, so try and find a local wine to enjoy tonight, you could even rent a bike go for a cycle through the vineyards if all that hiking hasn’t tired you out!

    Included: Hotel, hire car

    Day 5: Drive to Bend

    Spend the morning enjoying the small town of Hood River – why not grab breakfast and walk along the riverfront, where you’ll often see windsurfers and kiteboarders taking advantage of windy conditions and strong currents. Later on, you’ll drive south to Bend, where you’ll check into your hotel for two nights.

    Included: Hotel, hire car

    Day 6: Bend

    Take in the tiny town of Bend where you’ll spend most of your time in the great outdoors – we’ve included a kayaking tour for you to take in the best of the Cascade Lakes. Make sure you wear your swimwear so you can jump in for a dip in the clear water, all the while looking out for otters in frolicking in the lake and eagles overhead. After a morning of paddling in the coves and bays of this mountainous landscape head back into town and spend the afternoon exploring. You could follow the Bend Ale Trail to get an introduction into the local tipples or wander through the small town - you’ll find independent record and bookshops that sit alongside light strung bars twinkling in the dark mountain evenings.

    Included: Hotel, hire car, kayaking tour

    Day 7: Drive to Crater Lake National Park

    Today you’ll head south towards Crater Lake National Park. It’s a winding road of forest passes for two hours before you arrive at the lake. Once you arrive, you could go for a long hike around the lakeshore before enjoying a scenic drive that will take you to a higher elevation with views down to the blue water below. On arrival, you’ll check into your hotel for one night so make sure you take in as much of the park as possible before driving onwards tomorrow.

    Included: Hotel, hire car

    Day 8: Drive to Ashland

    This morning you’ll drive down to the pretty town of Ashland, home to the world-famous Shakespeare Festival and a hub of culture and arts in Oregon. Surrounded by endless forests and mountains, this small town is well known for staging the plays of the bard between February and November so make sure you catch a performance if you can, before exploring the historic railroad district where new art galleries and restaurants are popping up each day. Rafting on the Rogue River is also a very popular way to spend the afternoon – make sure you finish your day with a glass of local Applegate Valley wine, all good preparation for tomorrow.

    Included: Hotel, hire car

    Day 9: Wine Tour

    Get stuck into this lush wine region - today we’ve included a Wine Hopper tour that will take you on a through a local Southern Oregon vineyard – from exploring the barrel room to walking amongst the vines, learning about the grapes and soil – today you will take you behind the scenes of an active winery. In the evening, you can relax at your hotel, perhaps with a glass of wine you’ve bought today!

    Included: Hotel, hire car, wine tour

    Day 10: Drive to Coo’s Bay

    Today you’ll drive to the ocean and start your journey along the Pacific Coast Highway and the Oregon coast. You might think you can only find Redwoods in northern California, but a few small groves can be found in the Rogue River National Forest – perfect for those who want to see these enormous trees. Once you hit the coast though, you’re in for a few days of windswept beaches, lonely lighthouses and beachside towns. You’ll check into your hotel in Coo’s Bay for one night but make sure you get out and explore as much of the southern coast as possible – Harris Beach, Cape Blanco and Sunset Bay are just a few examples of rugged beaches just waiting to be discovered.

    Included: Hotel, hire car

    Day 11: Drive to Newport

    Heading north today, it’s all about the drive. Stop in at the Umpqua Dunes for otherworldly views before enjoying a delicious lunch of crab cakes in Florence. Take a wander through the small town – if you want to get out and explore we can book a horse riding tour along the beach, a great way to unwind and soak in the views. Once you reach Newport, why not head to the Oregon Coast Aquarium to learn about life on the rocky shore and spot otters, sea stars and moon jellies. Check into your hotel for one night and head to the beach to watch the sunset into the ocean.

    Included: Hotel, hire car

    Day 12: Drive to Cannon Beach

    Slowly drive north on the leisurely drive to Cannon Beach. We recommend you go grocery shopping in Newport and make up a delicious pack lunch – there will be so many spectacular viewpoints along the way that you’ll want to stop and take it all in throughout the day. The otter crest viewpoint at Cape Foulweather is an especially lovely one. Once you reach Cannon Beach, you’ll check into your hotel for two nights, but you could always head up to the unique town of Seaside for dinner and an evening of fun o the traditional arcade, complete with bumper cars and carousel!

    Included: Hotel, hire car

    Day 13: Cannon Beach

    Spend your day here enjoying this beautiful beach. Made famous by an iconic scene in the Goonies movie, this long stretch of sand is perfect to try to stand up paddle boarding or kayaking. At low tide, you can walk right out to Haystack Rock, where pink and purple starfish cling to the sides usually hidden under the water. You could also take a stroll through this tiny beach town, past picturesque shops and cafes before taking a picnic to the beach and watch the sun set into the sea.

    Included: Hotel, hire car

    Day 14: Depart Portland

    Take one last walk along super-scenic Cannon Beach as the sun rises before making your way back to Portland in time to catch your flight home.

    Included: Hire car, international flight

    Day 15: Arrive UK

    Why not add in a stopover in Iceland, where you can explore Reykjavik & the Golden Circle

    The Pacific Northwest is famously rainy but, in reality, this area has cold, snowy winters and mild, pleasant summers. The coastline can get foggy out of nowhere, but when the sun shines, you’ll be hard-pressed to find a nicer climate in the USA. There’s no need to plan for a constant deluge but keep an umbrella handy.

    This itinerary is purely a suggestion and can be tailor-made to your requirements, so please contact us with your dates and requests, and we’ll put together a bespoke quotation for you.

    What's included
    • International flights
    • Return airport transfers
    • Accommodation as mentioned in the itinerary
    • Meals as mentioned in the itinerary
    • Excursions as mentioned in the itinerary
    • Car hire
    Not included
    • Any meals not mentioned
    • Personal expenses
    • Tips & gratuities
    • Fuel