Penny's Wine Shop

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

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

💛✌🏾🍋

Tomorrow’s the move! 🇵🇹 We’re flipping the lights on for a special Tuesday 11.11 Bar Takeover with winemaker Hugo Mendes...
11/10/2025

Tomorrow’s the move! 🇵🇹 We’re flipping the lights on for a special Tuesday 11.11 Bar Takeover with winemaker Hugo Mendes straight from Lisbon! Normally we’re closed on Tuesdays, but we’re opening the doors 5–8PM for a chill evening of Portuguese pours and good vibes.

$15 gets you a taste through the lineup. Wines will be flowing by the glass and ready to take home🍷
No reservations needed just pull up with a friend and hang for a bit 🧡

See you in Jackson Ward this week! ✌🏾

It’s spooky week 🎃  and the fun kicks off tonight! Join us for Mystery Wine Night! Here’s the deal: we’ll be pouring 3 m...
10/30/2025

It’s spooky week 🎃 and the fun kicks off tonight! Join us for Mystery Wine Night! Here’s the deal: we’ll be pouring 3 mystery wines, each a single varietal. Guess the grape right, and your glass is on us. Miss it… and you’re paying for it (no tricks, just treats)👻

Then tomorrow, it’s Halloween! Come dressed in your best costume and enjoy all wines by the glass for just $9 while we keep the spooky vibes rolling.

Make your reservation now for tonight or Halloween night, or just swing by Jackson Ward to get festive with us before your party plans kick in💀

House note we will open at 5PM on Saturday after we wear off all the Halloween Candy 🍫 😉

See you this weekend in JW ✌🏾

Join us in welcoming author Polina Chesnakova for a Georgian feast straight out of her new cookbook, ‘Chesnok: Cooking f...
10/24/2025

Join us in welcoming author Polina Chesnakova for a Georgian feast straight out of her new cookbook, ‘Chesnok: Cooking from My Corner of the Diaspora: Recipes from Eastern Europe, the Caucasus, and Central Asia.’

Born in Ukraine to Russian and Armenian parents from Georgia, Polina will prepare a family-style dinner that will showcase some of her favorite foods from the region: everything from khachapuri (cheese bread) and khinkali (soup dumplings) to chakapuli (braised lamb with tarragon, white wine, and sour plums) and a honey cake so good it’s called “Ideal.”

She’ll talk about her book and the inspiration behind it, as well as walk us through each of the 5 courses as they come out. Wine from the region, selected by Penny’s will be poured all evening. So come join us for a night of toasts, good home cooking, and even better company!

Saturday November 8th
Two seatings, 5:00pm and 7:30pm

Peep the ticket link in our bio and we will see you soon!

Date Night Weather is here 😘 See you in Jackson Ward this week ✌🏾
10/22/2025

Date Night Weather is here 😘

See you in Jackson Ward this week ✌🏾

Address

405 Brook Road
Richmond, VA
23220

Opening Hours

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

Website

https://www.exploretock.com/pennyswineshop

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