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Help with Mt Hood and Oregon Coast?

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In Portland for a week with friends and we wanted to do short 2 day trips to Mt Hood and also 2 days on the Coast. I'm a little frustrated with myself as I didn't do adequate research before booking a cabin for 2 nights near Rhododendron. Now that I've read more, I think we would have been much happier in Hood River or staying near Columbia River Gorge but we are now locked into this location and so I'm trying to salvage this by at least looking into the best trails in that area.

We'd like to do fairly easy 2-3 hour max hikes ( a couple a day) as we have our 5 month old with us but we can do something longer if the payoff is worth it. Any suggested must-see trails? Should we hit Coumbia River Gorge on the way back to Portland from Mt. Hood or just do a day trip during the week from Portland? It sounds like it's worth seeing even though it involves yet another day of driving.

For the Coastal part, we are considering driving from Portland to Cannon Beach, driving South and staying in Yachats. The husband really dislikes driving for extended periods so I think we ought to stay overnight somewhere within a 2 hr drive from Portland and then continue South the next day to break the drive up. Would that be Tillamook? We like history, easy to moderate hikes, and most importantly, good food. We would prefer to be able to walk to places rather than to keep jumping in the rental car every time we wanted to get coffee, walk on the beach, or get a bite to eat (we did this in Mendocino) but that seems difficult to do.

thanks for any suggested tips or itineraries.

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