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Los Gatos, CA

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Shepherd & Sims

4.1 (469 reviews)
Open • 11:30 am - 9:00 pm
Updated 2 months ago

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Services - Shepherd & Sims

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SHEPHERD & SIMS ATMOSPHERE

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Recommended Reviews - Shepherd & Sims

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Fries
Amber L.

Went in for happy hour and then got treated for Thursday music night. Food is very good and flavorful. Started with oysters which were very fresh and diverse. Then the mussels with the thai sauce. Very nice. Went to the beef burger and the chicken slider which were both really nice. I preferred the chicken. Then Thursday music started. It was excellent and find while there. Service was great. Anna made recommendations as we were seated. Our waiter was timely and watchful. We will come back.

Espresso martini for the win.
Ran D.

Excellent bar and food in Uptown LG. It's a neighborhood spot where you see friends, get served by good people, and unwind close to home.

Oysters
Rick K.

We had a great visit to Shepherd and Sims Monday afternoon for Happy Hour. I was pleasantly surprised to see the amount of items offered during this time. Three of us were in the mood for Oysters on the Half Shell and they were so tasty. My wife mentioned that her Hummus was terrific and the Coconut Prawns that we had also were enjoyed. Courtney, (sp?) was excellent and very warm to us. Service was a bit slow during such a slow period. I will revisit the restaurant when in the area.

Sue S.

IMHO Beautiful restaurant, epic customer service from Patty and bartender extraordinaire, Sal, and yummy food. Our party of 7 enjoyed delicious cocktails crafted by Sal for our specific tastes. Sal's suggestion for me was the Chi-Chi (vodka, trader Vic's macadamia nut, pineapple, coco lopez), $12!! The ladies all loved it; we had to order another round of Chi-Chis! We arrived early enough to enjoy Happy Hour appetizers. We ordered a dozen oysters, $2.50 each, New England Clam Chowder bowls, $7, Fried Chicken bites, $15, Coconut Shrimp, $14, Beer Battered Fish Sticks, $12, Patatas Bravas (Yukon gold potatoes, salsa brava, aioli), $12, and a Focaccia bread service, $7. I wish I had thought to order the empanadas! Next time! Entrees ordered included Shepherd & Sims salad, $18, special Wedge salad, $18, The Only Burger That Belongs On The Table, $21, Market Fish, $36, HH Fried Chicken Sandwich Slider, $6.50, HH Beer Battered Fish Sticks, $12, HH Fried Chicken bites, $15, Wagyu steak special, $46. The bun-to-chicken ratio on my HH chicken slider was wanting. There was more bun than chicken and the bun was overly toasted. I simply removed the bun and ate the sweet chicken bite. The menfolk expected their Wagyu steaks to be more tender but thought they were chewy. If it's Wagyu, it should melt in your mouth, IMHO. Patty was concerned that the meat entrees were lacking for one friend and offered to bring him something else. Her concern for his happiness showed and was greatly appreciated. Desserts were divine and beautiful to look at. I love me an Affogato, $12, and it did not disappoint! Delish! Friends ordered the Passionfruit Sorbet, $5, Bread Pudding, $14, Lemon Cheesecake, $14. The restaurant ambiance was bright and clean. I appreciated that I could actually see my menu without having to squint for lack of good lighting. Service was exceptional from everyone, especially Patty who kept us laughing and informed. Our plates were efficiently removed and water refilled often without being obtrusive. We all look forward to returning to Shepherd & Sims again soon! Perhaps during the summer, we could dine outside on their lovely patio!

Michelle H.

Date of Visit: 4/26/2026 We visited Shepherd & Sims with our friends and babies on the last weekend in April. Both of us brought our babies with us so I checked online and found this kids-friendly restaurant. Shepherd & Sims was opened by Jim & Angelique Stump, and they also own Lamella Tavern and The Table in Willow Glen. I made a reservation beforehand and was sit right away. Mermaid's Kiss $16 I got the blue cocktail made with Barcardi rum, blue curacao, Cointreau, lemon, pineapple, and simple syrup. Really like Blue Hawaiian cocktail. Fortune Teller $16 One of our friend ordered the cute cocktail made with Gordon's gin, luxardo maraschino, gifford violette, lime, and sage decorated on top. Hibiscus Arnold Palmer $6 My husband got the hibiscus lemon iced tea. Denver Omelet $20 For the food, I ordered from the brunch special menu. The Denver omelet has ham, bell peppers, onion, and cheddar on top. With crispy golden hash browns on the side. Mushroom Omelet $20 Our friend got another flavor of the omelet, with bacon, gruyere and also hash browns on the side. Spaghetti & Manila Clams $26 Husband picked the spaghetti and Manila clams, made with squid ink noodles, white wine, shallots, garlic, Calabrian chili, and butter.

Ahi Poke Bowl
Carol S.

Great experience overall! This was my first time visiting Shepherd & Sims, and I was really impressed. The host was incredibly gracious and friendly, making us feel welcome from the moment we arrived. I visited on a Sunday afternoon with my friend. I asked for an iced coffee, even though it wasn't on the menu, and they happily made one for me. I also ordered the Ahi Poke Bowl with the dressing on the side, and they got everything exactly as requested. The food was fresh, the service was attentive, and the overall experience was excellent. I'll definitely be back!

Baby Back Ribs
Phong T.

Shepherd & Sims has been on my list to try for over a year now. I finally made reservations and had a fantastic dinner with my partner and friends. My overall score for the food is 4 stars, but the outstanding customer service deserved a full 5-star rating. I can't recall our waitress's name, but we all appreciated her friendly service and warm attitude. It truly enhanced our first visit. The other staff members were also very kind. We were even bid farewell as we left, with a staff member holding the door open. Impressive! APPS * Oysters: we ordered a variety for apps. Delicious! Enjoyed the sauces: sangrita, cucumber mignonette, smoked cocktail sauce. * Heirloom Tomatoes: melons, burrata, mint, orange zest, pomegranate syrup, lemon oil. It was refreshing and light. * Ceviche*: local catch (scallops), lime, onion, tomato, cucumber, pico de gallo, salsa macha, blue corn tostada. This appetizer was delish! Well balanced. The blue chips paired well. MAINS * Baby Back Ribs: Korean BBQ sauce, sesame, pickled cucumber salad, cilantro. I ordered this and absolutely enjoyed every bite. The meat was tender and slid off the ribs. However, they were slightly over. * The Only Burger That Belongs On The Table: American cheese, bacon jam, crispy onion string, awesome sauce, pickles, lettuce. My partner ordered this, and I had a bite. It was tasty. A good old burger. Can't go wrong with it. * Flannery Dry Aged Chopped Steak: garlic mashed potatoes, mustard, pickled ramp sauce. My friend ordered this and devoured it. I can safely say it was tasty. * Mafaldine: Jim's Bolognese family recipe of ground beef and pork, Grana Padano. My friend ordered this and ate half since we had quite a few apps. She enjoyed it and only had positive feedback. She boxed the other half for lunch the next day. Overall, a great restaurant in Los Gatos to savor a tasty meal.

Storefront
Lloyd C.

This is a long overdue review of Shepherd & Sims. They are located in the Cornerstone of Los Gatos Plaza and has ample parking available. The decor is nice, modern, and bright and cheery. Inside and outisde dining options to choose from. They have a nice full bar. We stopped in with friends for a bite to eat. *Cauliflower: cardamom tea infused, vadouvan curry lentils & chickpeas (no pic, 3/5). The flavors were good but not as tender as we had hoped. Also, the portion size was small, it was a quarter of a head of Cauliflower. *The Only Burger That Belongs On The Table: American cheese, bacon jam, crispy onion string, awesome sauce, pickles, lettuce, French fries (no pic, 3.5/5). Pretty good, seasoned well, decent burger. *Empanadas (no pic, 4/5) - various fillings like chicken, mushroom, cheese & jalapeño.

Empanada
J S.

Wife and I are here and we both loved this placed. We ordered empanadas, fried chicken, the burger, and beet burrata salad. All there were delicious. Fried chicken and empanada were both seasoned well and flavorful. Burger was amazing and would order everything again. The beet salad was one of the better ones I've had. I loved the lemon "coulis", which added the perfect acidity and pop of flavor. Perhaps a couple more slices of pear, but that's nitpicking - this was a perfect beet salad. We will definitely be back.

Birria empanadas
Juwan T.

I came here for bottomless mimosas w my girls and was pleasantly surprised that it was premixed in a pitcher they kept regilli. I had the empanadas of the day which was birria and I enjoyed it so much. Shoutout to our server Vicente because he saw my birthday on my ID was in a few days and threw in a sweet dessert for me.

Kay G.

Second visit to Shepherd & Sims, this time for dinner. Service - since we had a reservation, the host seated us right away -- initially in the noisier bar area but I asked if we could sit on the other side which was much quieter, and he seated us over there. Waiter was also attentive and explained the specials, checked on us several times. Food - I was disappointed that they were out of their delish empanadas (which I had at HH last month) but the Coconut Shrimp were really good. For dinner my husband had one of the specials, a rabbit ragu on fettuccine. He really enjoyed it, I'm not such a fan of rabbit but I had a taste too. I had the Cauliflower gratin which was really good with cheese, good spices and sauce. My Cosmo was also as good as I remembered from HH. For dessert we had the pear tart with Caramel gelato which was a delicious finish to the meal. We'll be back. For quieter seating, ask to be seated on the other side of the restaurant from the bar.

Absolutely BEST dining experience I've ever had! The ambiance was good, not too loud, not too quiet. The food was AMAZING and there were a good variety of choices to choose from. The red wine we got was also smooth (great suggestion from one of the workers). The dishes had a lot of flavor and were perfectly cooked. The staff were very nice as well. They made sure to check up on us and took our old dishes away and gave us clean and new dishes. Thank you so much Shepard & Sims! I highly recommended this place for big group events, date nights, one on ones, and any friend get togethers.

Steamed curry mussels

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Reviews are largely positive. People highlight the fresh flavorful food, creative cocktails, and a welcoming atmosphere. Most praise the service, though some report mixed service.

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Ask the Community - Shepherd & Sims

Do you allow dogs in the outdoor eating section?

Yes! They do allow pups outside.

Can some vegetarian dishes be modified into vegan?

Do they have happy hour? If so what are the hours?

2:00p - 5:30p every day they're open. However, seating for HH is restricted to the bar, the inside lounge area and the front patio

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Shepherd & Sims - bars - Updated October 2026

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