Live Music & Events

Jazz on Wednesdays, a $10 lounge menu on Thursdays, and live piano throughout the week — reasons to come back beyond the menu.

Seafood Nights at The Sycamore

*A special seafood tasting menu and seafood dishes available alongside most of our regular menu

Summer Seafood Tasting Menu - Dinner for Two ($175++)

Amuse - Bouche

Grilled Tiger Shrimp

Wilted Arugula · Spicy Mango Coulis

First Course

Crab & Avocado Cucumber Salad
Chive Vinaigrette

Grilled Octopus & Peruvian Potato Salad

Second Course

Pineapple Gazpacho
Blackfin Shark

Shrimp & Jicama Ceviche
Red Leaf Lettuce · Purple Tortilla Crisps

Third Course — Choice of Entrée

Lobster & Monkfish
Couscous · Wilted Spinach · Sauce Vierge

Summer Cioppino
Mussels · Clams · Shrimp · Yellowtail Jack
Roasted Fennel · Saffron Broth · Crab Rouille

Diver Scallops
Cauliflower Purée · Charred Romanesco · Kaluga Caviar · Lemongrass Consommé

Miso-Glazed Halibut
Black Rice Risotto · Baby Bok Choy · Ginger-Scallion Oil

Dessert Medley

Cherry Olive Oil Cake

Butterscotch Pot de Crème

Lemon Sorbet

Wild Game Dinner

Start in the lounge for a bite and a glass of Champagne, and then move to the dining room for a beautifully crafted and carefully sourced meal filled with delicious and unique ingredients.

$100/person++ includes choice of bourbon, wines, or N/A beverage tasting with each course.

*Limited accommodations can be made for dietary needs or allergies, with advance notice. Please note, we are open only for this event on 9/27 and no other menu will be available.

View Menu

Amuse in Lounge w/ Champagne (5pm – 5:45pm)

Blackened Alligator Bite
- W/ Lettuce Cup, Crispy Caper & Lemon Beurre Blanc

2nd Course Seated (6pm)

Brown Butter Seared Kangaroo
- w/ Citrus Tossed Greens, Mango & Jalapeno Pico, Lime Zest

3rd Course

Cajun Rice Stuffed Quail (house ground alligator sausage & pilaf)
- W/ Roasted Garlic & Parsnip Puree, Breaded Okra & Spiced Pomegranate Coulis

4th Course

Rustic Elk Bourguignon
- w/ Chanterelle Mushrooms, Pearl Onions, Roasted Fennel & Crostini

5th Course

Prosciutto Wrapped Wild Boar Tenderloin
- W/ Confit Fingerling Potatoes, Crispy Kale & Morello Cherry Reduction

Dessert Course

Pumpkin Cheesecake Bars w/ Caramel Drizzle, Chantilly, Butterscotch Brittle Crumb & Gelato

Wine and Bourbon Flight

Poema Brut Cava Rose with Amuse

Bourbon Flight:

Second course (E.H Taylor Small batch)
Third course (Kentucky Owl 10yr Rye)
Fourth course (Four roses Small Batch)
Fifth course (Woodford Reserve)

Wine Flight:

Second course (Gundog Malbec ’22)
Third course (Eroica Riesling ’24)
Fourth course (Flanagan “The Beauty of Three” Cabernet Sauvignon ’22)
Fifth Course (Wandering Stone Pinot Noir ’23)

Non-Alcoholic Flight: will be available as well

Jazz Night Wednesdays

Every Wednesday, we feature live jazz from a rotating lineup of musicians, along with the lounge menu available in the dining room in addition to the full dinner menu. Reservations highly recommended.

2nd

Combo Platter

9th

Dave Quick Jazz

16th

Tony Galiani Jazz Quartet

23rd

Kevin Golden Trio

30th

Lauren Meehan

7th

Dave Quick Jazz

14th

Combo Platter

21st

Lauren Meehan

28th

Kevin Golden Trio

$10 Lounge Menu Thursdays

Join us every Thursday in the lounge and enjoy most of our plates for just $10. The lounge features comfortable, cozy seating, a flat-screen TV, a pool table, and board games — first come, first served.

Live Piano Music

Dine to the relaxing ambiance of live piano, featured in the dining room Tuesday and Thursday through Saturday (Wednesdays are reserved for Jazz Night). Our current rotating performers:

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Stay informed of our live music schedule, special events, new menu items and more!

Tiana Thurber

The food was absolutely delicious, and the service was top-notch! One of the best Old Fashioneds I’ve ever had. Thank you for creating such an amazing space and experience!

The Mod Pittsboro

We regularly dine at Sycamore, enjoying a nice bottle of wine, bourbon or craft cocktail. One of our favorite seasonal dishes is the Beef Tartar, so good!!! We look forward to the friendly service of our favorite bartenders Tallie and Cory while admiring the beautiful decor. We stopped by last night forgetting that they were featuring items that will be served at their new Italian restaurant, A Tavalo. What a wonderful surprise! We ordered the Duck pasta and a side of broccolini and asparagus. They were both EXCELLENT! All of the food we saw go out to other customers looked incredible. We are thrilled for the Lewis family and their new venture, serving what we believe will be the best Italian dining experience in Chatham county and this side of the Triangle area. We will continue to dine at Sycamore and look forward to dining at A Tavalo when it opens. Great job to all of the team that makes our dining experience at Sycamore relaxing and enjoyable. A+

Tumani Sissoko

The fish was so good that I switched to being a fishing dad.

fluxxy Japan

We had such a wonderful experience at The Sycamore at Chatham Mills! From the moment we walked in, we were impressed by the beautiful atmosphere and the warm, welcoming service. The setting is absolutely charming — the historic Chatham Mills location gives it a unique character that feels special while still being comfortable and inviting. Our entire evening was fantastic. The staff was friendly, knowledgeable, and attentive without being overbearing. Everyone we interacted with genuinely seemed to care about making sure we had a great experience, and that really stood out. The food was excellent! Every dish was thoughtfully prepared, beautifully presented, and full of flavor. You can tell there is a lot of care and creativity that goes into the menu. The ingredients were fresh, the portions were just right, and every bite felt like it was made with attention to detail. It was the kind of meal where you take your time and enjoy the experience instead of just having dinner. The atmosphere is what really makes The Sycamore special. It has an upscale feel but doesn’t feel stuffy at all. It’s a perfect spot for a date night, anniversary, special celebration, or even just a night out when you want to treat yourself. The combination of the historic building, beautiful décor, great food, and wonderful service creates a truly memorable experience. We are so happy to have a restaurant like this in the Chatham Mills area. It’s clear that the team takes pride in what they do, and it shows in every part of the visit. We left already talking about when we could come back! Highly recommend The Sycamore at Chatham Mills — a true 5-star experience!

Minty Fresh

yummy food🤤

dani borelly

The Sycamore is our go to date night spot!! The service, the staff, and the ambiance is all 10/10!

Tony

Two words … Mouth orgasm 🤤🤤😜😛

Tommy Daniel

Had a phenomenal dinner in the lounge. Ariana was our server. She was professional, kind, and extremely knowledgeable about food/Bev options. We will be back because of her and her service.