
Arriving to the Chehalem Guesthouse (book online here) which is located directly on their home vineyard. It’s beyond historic and also has 4 bedrooms and can sleep 8. Perfect for a large group getaway to wine country!
One of my favorite aspects of the house was the views from every room including the front porch and the back deck. You’re looking at vineyards wherever you are which is so special to be living in San Francisco where I don’t get such stunning views of nature daily.
The living room. Perfect for hanging out, game nights and once again taking in the beautiful views of the Chehalem Vineyards surrounding the house literally at every angle.
The check-in was touchless so I arrived with a key code and then had this lovely welcome with masks, purely, even Lysol wipes welcoming me. They also have a fully stocked wine fridge (shown here) where guests can help themselves to the lovely Chehalam Wines! I absolutely love little touches like this.
I decided to welcome myself with some Sparkling Rose from Chehalem’s sister brand Chemistry. Cheers to making it to Oregon after a 10-hour drive from San Francisco. I was so excited for this trip and to finally get to experience this winemaking region.


I carried out dinner so enjoyed dinner on the patio with the delicious Chemistry Rose. What a fabulous start to my first night in Oregon!
The Sunset views from the front deck during my stay. Absolutely gorgeous.
There are two full bathrooms in the house which are both recently remodeled. They really have thought of everything for guests visiting.
The first guest bedroom on the first floor which is where I slept.
Second guest bedroom on the first floor.
The second floor recently renovated bathroom. It has all the products you can need, plenty of towels and like the first-floor bathroom is beautiful.
The larger family room/tv room on the second floor. This is great for kids or adults wanting to watch tv night or just hang out, read and relax.
Morning views from the yard of the beautiful vineyards.
Views of the back deck which is great for eating, hanging out, and relaxing. I had my dinner out here taking in views of the vineyards and also morning coffee. This house really has it all!
If you’re looking to book the Chehlam House, book online here. Be sure to mention you read about it on The JetSetting Fashionista so they know I recommended you! Read more about Chehalem Winery’s Tasting Room on the blog here.
Thanks to Chehalem Winery for hosting me to your lovely guest house and sharing your winery with me.
What do you think?