Shepherd & Sims

Finally reviewing one of our favorite places in Los Gatos. We’ve come for both Happy Hour and Dinner. We love the HH menu, portions and prices. Dinner visits have been off. The Pork Chop looks impressive, and the reduction is great, but most of the meat was overcooked while meat near the bone was okay. The HH chips are fresh and crispy - they’re stale for dinner, so skip them. The portions at dinner are probably smaller than you expect. The Burger never disappoints.

We had a party of eight, and I felt like we ordered the entire menu and sampled each other's plates. The medium rare steak looked like it was cooked correctly. However, it was a little tough. Others in our party ordered each of the oysters and said they were all delicious except for one flavor. The best dish we had was surprisingly the octopus. It was cooked perfectly, which is hard to do. The staff was the absolute best part of this entire experience. My bartender was attentive, friendly, and was able to make a Vesper martini without even flinching. Our waitress was very friendly, bubbly, timely with her attentiveness, and knew her menu. Whenever we encountered any of the staff, they were genuinely attentive and responsive Including the runners. The food prices we're about what we expected and the prices of the cocktails, we're very reasonable. Any of us in the group will be returning, and the local family that was watching all of our kids will also.

I enjoy going here for the people. The wait staff is always kind, welcoming and helpful. The food. Certain foods. Like the original version of the Bucatini was amazing. The burger is always solid. Some do not always hit the mark but with a rotating menu it's expected. Good whiskey selection, beer needs work but sometimes they surprise you.