Hillside Inn

My husband and I just left the Hillside Inn. The previous reviews are point on… immaculate, warm and inviting, great breakfast, probably the best eggs Benedict I have ever had, and Annie the owner is a delight. A must if anyone is looking for a B&B in Bend!

The Hillside Inn is a treasured find, tucked away on Bend’s west side. We stayed in the studio suite, which was charming and exceeded my expectations. The décor is peaceful and calming, thoughtful down to the last detail. An extra wonderful touch were the radiant heated floors and warming towel bar. Annie is a gracious hostess, and our breakfast of fresh fruit and omelettes with sautéed vegetables and fresh cheese bread was the perfect blend of sweet and savory.
The suite was well appointed with lovely lotions and soaps, and a coffee/​espresso maker as well as a juice bar in the small refrigerator. There is even a small gas range in the kitchenette. I wish we had time to take advantage of the hot tub and Turkish robes.
We toured the balcony suite as well, and although the bathroom is bigger and there is a king sized bed and the view from the balcony is scenic, I felt our suite had much more character. The small kitchen and seating areas in the studio suite are an extra special bonus. The rate of $ 150/​night (during ski season!) was very reasonable.
I loved our visit and highly recommend this bed and breakfast. *My husband would like me to add he was grateful that there were no cats or potpourri.

The best place to stay in Bend. Annie makes it so. Immaculate rooms (we’ve always stayed in the studio downstairs), delicious breakfasts, secluded hot tub, unexpected amenities (towel warmer, bevs in the fridge, espresso unit, some sort of goat lotion that makes my hands so supple) and a truly delightful inn keeper. Truly. Delightful. We love Annie.
All this, AND it is walking distance to Newport Market and some reasonably delicious restaurants.
I easily give Annie and her inn Pfeff stars.

We had an incredible experience with hostess, Annie, and we didn’t even get to stay at Hillside Inn!
We had to cancel last minute, on a holiday weekend, due to a family emergency. We just couldn’t go, and because it was an emergency, we were really beside ourselves.
Annie was incredible. Though we knew the 14-​day cancellation policy, and we didn’t want her to lose a profit, and had intended to pay, Annie offered to see if she could find someone before charging us. She even advertised the free suite by adding it to her voicemail!
Honestly, when you’re stretched to the max because something has really gone wrong and you’re feeling out of control, I can’t tell you how moving it is when someone you don’t even know offers something extraordinarily kind.
Thank you, Annie!
The upshot: she was able to find someone for the suite, and she didn’t charge us! And, our family emergency is less intense. A relief for everyone.
What I want you all to know is that Hillside Inn owner, Annie Goldner puts in the extra 100 miles. And, for those of you who love B&Bs, you know that most of the B&B experience is created by the owner.
We can’t wait to stay at Hillside Inn — for real — next time! ;)

Beautiful home and gardens! Annie is a wonderful cook and super helpful when it comes to sightseeing in Bend. I was traveling by myself and she was kind enough to provide a list of places I should visit and also invite me and the other guests to a Norah Jones concert one night. Bend is an awesome town and I would highly recommend staying here when you visit. I’m looking forward to returning in the winter and checking out the skiing at Mt. Bachelor.

Hillside Inn really feels like a home away from home. Our room was immaculate and equipped with everything we could possibly wish for. We were welcomed with a bowl of fresh –still cold– fruit on the table (cherries, plums and bananas) and a jar of irresistible chocolates. Tucked away in a quiet residential part of Bend, it has a sweet outdoor garden which is great for bird watching and an outdoor hot tub.
Annie was a great hostess (let me borrow her umbrella). She cooked for us a great breakfast (again lots of fresh fruit!) and when I left my shoes behind, she mailed them back to us free of charge. I opened the package and my shoes are nicely stuffed with paper towels to keep their shape and surrounded with bubble wrap — way beyond the call of duty but so appreciated! When back in Bend, we’ll be staying in Hillside Inn.

Great place to stay, very quiet, owner very friendly and helpful.

I’m writing this review while lounging on the comfy king-​sized bed in the balcony suite. I came here for a weekend away and Annie truly babied me. There isn’t an amenity or detail she hasn’t thought of (toiletries, snacks, drinks in the fridge, robes). The house is modern and beautifully decorated (not your stereotypical creaky-​floored overly-​lace and floral decorated b&b). Breakfasts are nutritious, healthy, and filling. The pics on the website don’t do it justice.

The Hillside Inn is truly a home away from home. Actually it’s better! My boyfriend and I stayed in the Balcony Suite which is more beautiful and inviting than the website pictures. We were welcomed by Annie, the innkeeper, who is friendly, polite, thoughtful, and even asked us what time and what we would like for breakfast. This is better than mom’s house!
Every detail has been taken into account from the beautiful furnishings to the beverage stocked personal fridge and fruit (and yummy cookies!) bowl to the lush bathrobes and slippers for a trip down the stairs to the hot tub. Stepping onto the balcony transported me to my treehouse days and I smiled as the sun shone down on my face. Annie recommended we walk to the restaraunts a few streets away for dinner so we explored the area.
After dinner, we stared up at the stars from the hot tub, and later fell asleep to the sound of crickets. I can’t remember the last time i heard anything, but cable cars, tourist, and motorcycles outside my bedroom window.
We awoke to the luscious aroma of croissants, vegetarian omelets, and fresh squeezed juice. As we padded out to the kitchen in our slippers, refreshed and rejuvenated, we chatted to Annie about the history of the home and the amount of love and work that has gone into it. She is a wealth of information for the surrounding area.
Annie has truly turned this house into a little piece of heaven in Bend. I can hardly wait to return to the sleepy alcove in the trees.