Things To Do and See In Portland

Things To Do and See In Portland
Portland Travel Guide
Portland Travel Guide
I have to be honest, Portland really surprised me! It's such a lively city and wine country is SO close. Here's a breakdown of the sights we saw and our day trip to Willamette Valley.


Portland is good for walking. Many of the sights and restaurants we visited were in the downtown area that we could walk to. Portland has a great brunch and coffee scene. For info on the restaurants, coffee shops, and hotel we stayed at downtown, read this post.

Portland Signs

My favorite is the marquee sign at the Arlene Schnitzer Concert Hall. The minty color gets me!

White Stagg

This is located on the west side of the Willamette River at the Burnside Bridge.

Things to do in Portland

Portland Sightseeing

Mississippi Avenue

A local suggested we visit Mississippi avenue and we're glad we did! It's a cute street with tons of restaurants, bars and shopping. Be sure to have a drink at Prost. This area isn't in walking distance from downtown, so catch an Uber.

Portland Travel Itinerary

Things to do in Portland

This taqueria was packed. We had already eaten but a crowd is a good sign it's good!

Best areas of Portland

There's a Blue Star Donuts on Mississippi Avenue, so treat yourself to a donut and coffee.

Best Shopping Area Portland

Day Trip to Willamette Valley

will · am · ette

So this is the whole reason we chose to visit Portland. Where there is wine, I will be there! But in all seriousness, Oregon pinots are spectacular and I was dying to visit the region.

We chose to book our trip over my birthday so we splurged and booked a private wine tour with Dirty Radish Travel Company.


This tour was not a collaboration and we paid full price. I'm mentioning it here because I truly want everyone to experience the day Chevonne provided for us. I'll definitely remember it forever!

It was a full day, private tour so Chevonne picked us up at 9am at our hotel in a super nice Mercedes van with captain's chairs in the back and bottled water waiting for us.

Willamette Valley is about 45 minutes from Portland so we got to know Chevonne and enjoyed the scenic drive. She asked us beforehand if we had any wineries in particular we wanted to visit, but because she is a sommelier, we let her choose and I'm so glad we did. We visited four wineries and they were all spectacular from the wine to the sweeping views and ambiance. We may have ended up with a case of wine to check on the airplane. So worth it. Chevonne helped us with packing the wine in a shipping box to ensure none of the bottles were harmed in transit. That would have been a travesty.

J.K. Carriere

The flower game at this vineyard was so up my alley.

We purchased bottles of the Chardonnay, Pinot Rosé, and Vespidae Pinot Noir.

Best wineries Willamette Valley

Wine tour Portland

Things to do Portland

 Portland wall art prints

 Beckham Vineyards

This tiny vineyard stole my heart. We met the owners - a husband and wife. She gave us a wine tasting, explained the wine and notes. He worked in the vineyard harvesting grapes for future wine. We then got to walk through the vineyard, taste grapes right off the vine and see how the harvesting process works.

This winery is unique in that they age all of their wine in giant terracotta pots that the husband hand makes! It provides an interesting taste to the wine that we had never experienced and it was delicious.

We purchased multiple bottles of the 50/50 Noir/Gris and the Creta Pinot Noir.

Best wineries in Willamette Valley

Things to do in Portland - Wine Country

I loved every second of this winery!

Wineries with a view Willamette Valley

Wine tour Oregon

Wine tour Oregon

Wine tour Oregon

September is the best time of year to visit Willamette Valley

Most scenic wineries in Willamette Valley


The third winery we visited provided a picnic lunch during our wine tasting that we got to choose beforehand. It was a very small estate winery also run by a husband and wife. They live in the vineyard at the property we visited. Their backyard and tasting area is their home! They were so kind to let us go in their home for the restroom and we got to meet their Bernese Mountain Dog, Four. I almost took him home with me.

We purchased a couple bottles of their Pinot Rosé.

 Best wineries in Willamette Valley

Wine tour Oregon

Can you believe this little winery had gluten free bread?! And it was DELICIOUS.

Things to do in Portland

Wineries with scenic views Willamette Valley

Domaine Roy & fils

This was the last stop of the day for the setting sun and it was the perfect place to end our tour. This winery was the most high-end we visited but the sweeping terrace of the vineyard was breathtaking. We also got a tour of the winery's underbelly where grapes were being harvested and met the owner, a young man that took over for his dad. So talented!

We couldn't fit anymore bottles in our case (of 12!) we were taking on the plane so we ordered a half case and had them ship them to us.

We purchased the Chardonnay (maybe the best I've ever had) and the Dundee Hills Incline Pinot Noir.

Luxury winery Oregon

Oregon wine country

Best Winery in Oregon

Best wine tour guide Willamette Valley

Chevonne made this trip to Oregon extra special for us and I can't wait to go back. There are more wineries to visit and sights to see!

I hope you put Portland on your list. We had the most fun!

Portland Itinerary


Portland Blogger Travel Guide

Portland Travel Guide

 Oregon travel guide