Penny's Wine Shop

Penny's Wine Shop A brick and mortar concept of natural wine, small plates, and seasonal menu offerings.

07/01/2026

Literally, still thinking about Lyon.

Great wine. Incredible food. Wonderful people. A week full of moments we’ll remember for a long time.

One thing this trip reminded us is why we love to travel. It’s about slowing down, sharing meals, meeting the people who make a place special, and creating memories that stay with you long after you get home.

Until next Spring, Lyon. 🇫🇷✨

Lyon exceeded every expectation 🇫🇷Six days. Countless unforgettable meals. Historic bouchons. Family-owned wineries. Lon...
06/21/2026

Lyon exceeded every expectation 🇫🇷

Six days. Countless unforgettable meals. Historic bouchons. Family-owned wineries. Long lunches in Beaujolais. Cellar tastings. Endless laughter.

This wasn’t just a wine trip—it was an experience built around discovering a place through its people, food, and culture.

To everyone who joined us: thank you for trusting us with your vacation. You made our very first international residency something truly special.

The best part?

We didn’t just visit Lyon— we lived it.

Lyon returns next June, and there are more destinations on the horizon.

Stay tuned ✈️

Alright feel us out. It’s been raining 5 days straight - gas prices are high as hell & travel is expensive! So tonight w...
05/28/2026

Alright feel us out. It’s been raining 5 days straight - gas prices are high as hell & travel is expensive! So tonight we’re bringing vacation to you. Join us for a curated wine flight featuring four wines from destinations that embody the feeling of spring. crisp coastal breezes, blooming countryside escapes & sun-soaked terrace. Each pour is designed to transport you somewhere you’ll want to be this time of year. Think spring travel… in a glass. 4 wines. 4 destinations. Nothing too serious, just a little spring vacation for your imagination. Super casual, just pull up. $15 gets you 4 wines to taste.

The sun is back out out 🌞 See you in JW this weekend ✌🏾🧡

A Tuesday night to Slowdowwwn.Eat tacos. Sip wine. Browse books. Let the jazz hold you. No agenda. No tickets. Walk up, ...
05/17/2026

A Tuesday night to Slowdowwwn.

Eat tacos. Sip wine. Browse books. Let the jazz hold you. No agenda. No tickets. Walk up, stay as long as you want. Come read. Eat. Sit with a friend. Finish a little work. Or just be.

This popup event is a Slowdowwwn collaboration pilot to bring to life what an evening third space could feel like in Richmond—open past 5p, in a way that doesn’t ask anything of you.

Tuesday, May 19 · 6–10pm
Penny’s Wine Bar · 405 Brook Rd, Richmond, VA 23220

Free to attend (spend what you want with the vendors)
Musicians with Three’s A Crowd — tipping encouraged
— tacos
— wine + venue
— books
Three’s a Crowd — live music
Organizer —

Wednesdays = we’re back at it in Jackson Ward 🧡Make the resi or just pull up and kick it with us during this beautiful M...
05/13/2026

Wednesdays = we’re back at it in Jackson Ward 🧡
Make the resi or just pull up and kick it with us during this beautiful May week.

Wed – Fri: 5 PM – 10 PM
Sat: 2 PM – 10 PM

✌🏾 🍷

A few lovely specials for this weekend and next week 💛🥬 Kale Rangoon, Old Bay Sweet & Sour 🦀 Crab Cakes, Apple Cabbage S...
04/24/2026

A few lovely specials for this weekend and next week 💛

🥬 Kale Rangoon, Old Bay Sweet & Sour

🦀 Crab Cakes, Apple Cabbage Slaw, Carrot Vinaigrette

🍋 Double Stack Lemon Bar, Jam Grape Compote, Candied Lemon Whip Cream

See you in JW soon ✌🏾

This Wednesday is Earth Day 🌍 and we’re celebrating Mother Nature the best way we know how, with some beautiful biodynam...
04/20/2026

This Wednesday is Earth Day 🌍 and we’re celebrating Mother Nature the best way we know how, with some beautiful biodynamic wines! And of course, we’re making it fun… blind tasting style $15 gets you 4 wines to taste blind (all single varietal wines— we won’t trick you too hard 😜).

Guess 2 out of the 4 correctly, and your tasting is on the house. A little midweek fun to get you out and about!

Plus, the patio is officially back open. even better if you want to sip outside! We’re back at it Wednesday! Make your reservation (link in bio!)and or just pull up and come hang. Cheers to a beautiful week ✌🏾🍷

A little March photo dump + a little reflection 🍋 here, it’s been a minute (I seem to say that a lot nowadays 🤷🏾‍♂️… hey...
04/01/2026

A little March photo dump + a little reflection

🍋 here, it’s been a minute (I seem to say that a lot nowadays 🤷🏾‍♂️… hey, life be lifing). It’s hard to believe Penny’s turned 3 in February. As usual, we forgot to celebrate (raise a glass for us when you can 😉). After 3 years, Kristen and I are still learning so much. It really feels like we just started, not physically, but mentally. We’re finally starting to understand the full picture of what the f* it takes to operate a restaurant!

We’re trusting our instincts and doing what we can, when we can, how we can - to the best of our ability. S**t hasn’t been easy, but we are truly blessed.
Like we’ve said before, Penny’s is small but mighty and it takes a village. Not just our staff, but you as patrons help us build this thing, and we’re grateful. We know Jackson Ward isn’t the “hottest” spot in Richmond, but we appreciate everyone who makes their way over to JW, stepping outside the usual spots to kick it with us.
We’re also super excited about the new establishments coming to the block (hey and few other fun others 😉 ). We’re just happy to exist in a space dedicated to our ancestors, in a neighborhood rooted in Black culture, and in a city that feels like it’s right on the verge of taking flight. Like Michael B. Jordan said: when he won his Oscar: “Thank you for betting on us. We’re going to keep stepping up and keep being the best version of ourselves.”

Shout out to my man Donnie for inviting me to host a x Penny’s dinner at Gallery.
Shout out to for coming through for a private dinner. Shout out to my guy Chris from Winery in Asheville — go support his dope project!
Shout out to our wine fridge for putting in work and BOH team for beautiful artwork in the kitchen. Shout out to my apron for keeping me clean while I’m on the line.

We’re back at it today! The first First Friday is this week. and will be popping. The patio will finally be open 🥳 make a resi!

New spring menu drops April 15th

💛✌🏾🍋

Address

405 Brook Road
Richmond, VA
23220

Opening Hours

Wednesday 2pm - 9pm
Thursday 2pm - 9pm
Friday 2pm - 10pm
Saturday 12pm - 10pm

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