19th Anniversary Grand Tasting is on October 24!

Winestone wine shop interior, 1160 Boylston Street, Chestnut Hill MA

Brookline's Favorite Neighborhood Wine Shop

"We have been buying wines and enjoying tastings with Patrick since he opened. There is simply no better experience than visiting Winestone for wines and spirits at every price level.The expertise and friendly advice from this boutique store is beyond exceptional."

Ann Spencer

"Incredible local wine shop! Patrick and his team of experts are always on hand to suggest pairings with food and share their enthusiasm and knowledge of wine. Prices are super reasonable so there is inherent value in a tightly curated selection compared to the big stores. Highly recommend."

Jason Yoon

★★★★★

"I've been a dedicated (and delighted) follower of Patrick and his team since Winestone opened. He always has a great selection and often suggests something I would not have come across on my own that becomes a staple in our repertoire. Winestone is a neighborhood gem with global reach. Patrick and his team are knowledgeable, but have an approachable perspective that keeps me coming back for more. Better than any big box shop!"

★★★★★

"We have been buying most of our wines from Winestone, often choosing wines with his advice. We have never been disappointed. By chance, I ordered a case from winestone today. Patrick is quite friendly and is very knowledgeable about the wines of many countries and many producers."

Kristi Wivagg

Sheldon Glashow

Rated 5.0 on Google

The Winestone Difference

Wine bottle selection at Winestone, Chestnut Hill neighborhood wine shop

At Winestone, we want buying wine to feel easy, not intimidating. Our shop is designed differently, but the idea is simple: good wine, thoughtfully chosen, at fair prices. You may not see the same big-name bottles you find everywhere else, and that is intentional. We look for wines with character, balance, and value, and we taste what we buy so we can stand behind what is on the shelf.

What matters most is helping you find the right bottle. Maybe it is for dinner, a gift, a party, or just week night pizza. We are happy to talk through what you like, what you are eating, and what you want to spend. Our team brings years of restaurant and wine experience, but we keep the conversation practical and friendly. We also carry a small, carefully chosen selection of spirits and sake, and if there is something you are looking for, just ask and we'll try to special order it.

Expert Staff at Winestone, Chestnut Hill neighborhood wine shop

The Shop

Saturday Wine Tastings

Expert Advice

At Winestone, every bottle earns its place on the shelf. We look for wines with character, balance, and a sense of where they come from, whether it’s a longtime favorite or something new to discover. The result is a shop filled with bottles we genuinely believe in and are excited to recommend.

Join us for our weekly Saturday tastings, where we open a thoughtful lineup of wines and give you a chance to discover something new before you bring it home. It’s casual, welcoming, and a great way to taste through different regions, grapes, and styles with guidance from people who know and love the wines.

Whether you know exactly what you like or have no idea where to start, we’re here to help. Our team knows the bottles on our shelves and loves matching people with wines that fit the moment, the meal, and the budget. No snobbery, no pressure. Just thoughtful guidance and a good bottle to take home.

Free Saturday wine tasting at Winestone, Chestnut Hill MA, 12-5 PM

Join us Every Saturday for Wine Tastings from 12-5 pm

October 24, 2026: 19th Anniversary Grand Wine Tasting

Nineteen years in business is no small feat for any independent wine shop, and we know we couldn’t have done it without you.

So this Saturday, we’re throwing a party.

Join us as we celebrate Winestone’s 19th Anniversary with 19 wines from around the world. We’ll be pouring sparkling wines, white and red Burgundy, Bordeaux Assyrtiko, Chianti Classico Reserva, California Cabernet, Syrah, and plenty more.

And because every anniversay deserves a toast, we’ll finish with a glass of Canadian Icewine. So, raise a glass to Patrick, the Winestone crew, and most importantly, all of you who have supported us over the years.

There will be wine, finger food, good company and plenty to celebrate!

Table 2: Mat Dorment, M.S.Walker

N.V. Champagne Monmarthe Brut Premier Cru

2025 Hofstatter Pinot Bianco

2025 Lagler Gruner Veltliner “Ried Burgberg”

2022 Chateau Montmirail Vacqueyras “Deux Freres”

2023 Vietti Nebbiolo Langhe “Perbacco”

2019 Long Meadow Ranch Cabernet Sauvignon

Table 1: Charles Oliver, Ideal Wine

2020 Tamelini Extra Brut

2024 Bourgeois Menetou-Salon

2024 Chavy-Chouet Maranges “Les Meurees”

2024 Chavy-Chouet Bourgogne Rouge “La Taupe

2021 Castello La Leccia Chianti Classico Riserva

2019 Chateau La Bastienne Montagne Saint-Emilion

Table 3: David Turcan & Noel Stephen, Martignetti

2024 Pere Ventura Cava Reserva Brut

2023 Techni Alipias Sauvignon Blanc/Assyrtiko

2025 Pieropan Soave Classico

2022 Giovanni Rosso Etna Rosso “Contrade Nuove”

2022 The Language Of Yes Syrah “En Passerillage”

2023 Ridge “Three Valleys” Zinfandel Blend

2023 Jackson-Triggs Vidal Icewine

Conveniently located at 1160 Boylston Street in Chestnut Hill, just off Route 9 near the Chestnut Hill Mall, Winestone is your neighborhood wine shop serving the Boston area - from Brookline and Newton to Needham and beyond. Stop in Tuesday through Saturday from 10 AM to 7 PM, or Sunday from 12 to 6 PM. Free parking available.