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
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
Expert Staff at Winestone, Chestnut Hill neighborhood wine shop
Wine bottle selection at Winestone, Chestnut Hill neighborhood wine shop
Wine bottle selection 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

November 7, 2026 American Wine: Breaking with Convention

When you think of American wine, what comes to mind? Cabernet Sauvignon, Chardonnay, maybe a big California red? This Saturday, we're pouring four wines that offer a very different perspective. Think a Rhône-inspired white from Washington State, an orange wine made from Italian grapes in Paso Robles, a nearly forgotten French variety finding new life in Mendocino, and a Merlot that refuses to be defined by Sideways.

What connects these wines? Their makers aren't trying to reinvent wine from scratch. They're drawing on centuries-old traditions, exploring unexpected grape varieties and challenging assumptions about familiar ones. Two of our wines even come from the same winemaker, Rosalind Reynolds, who demonstrates that innovation can mean both rediscovering an overlooked grape and rethinking one everybody knows. Four wines, four stories, and a fresh perspective on what's happening in American winemaking.

Join us Saturday for a tasting that's anything but predictable!

2025 Giornata Orangotango | $25

At Giornata in Paso Robles, Brian and Stephanie Terrizzi bring Italian winemaking traditions to California. Their Orangotango blends six Italian varieties into an approachable orange wine, using skin contact to develop color and texture. Expect ripe mango, orange marmalade, tart green apple and savory herbs, with a lively, tangy finish.

2024 Emme Wines “It's Not a Phase” Merlot | $35

Remember Sideways? Reynolds challenges Merlot's reputation with a fresh interpretation of this grape. From organically farmed in Sonoma's Russian River Valley, she uses whole-cluster fermentation, native yeasts and neutral oak aging. The warmer 2024 vintage delivers a darker, richer, more structured Merlot with firm tannins and appealing freshness.

2022 Tranche Pape Blanc Blue Mountain Vineyard | $32

From Washington's Walla Walla Valley, Tranche combines six traditional Rhône varieties grown at elevations reaching 1,265 feet. Fermented in French oak barrels and concrete eggs, this beautifully textured white offers vibrant lemon, lime, grapefruit and tangerine flavors, balanced by lively acidity and a refreshing finish.

2025 Emme Wines “Violet Sky” Valdiguié | $35

Meet Valdiguié, a little-known French grape once mistakenly called "Napa Gamay" in California. Rosalind Reynolds revives this overlooked variety using organically grown Mendocino fruit. Light-bodied and fragrant, with raspberry, violet, pomegranate and black pepper, it offers silky tannins and bright acidity. Think Beaujolais in spirit, served slightly chilled.

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.