Early Access,
Reserved for You
Be first to know about rare allocations, private tastings, and members-only events.
Free Local Delivery
Available in Westport and surrounding areas. Select "FREE LOCAL DELIVERY" at checkout.
“A boutique that reads like a private cellar — every bottle on the shelf has been considered, tasted, and chosen.”
— DECANTER
A boutique, told by the bottle.
Lush blackberry, cocoa, and toasted oak with the signature Caymus richness. Full-bodied, velvety, and built for the table.
Wagner family estate, Rutherford bench, Napa Valley. One of America's most beloved Cabernets.
Dry-aged ribeye, short ribs, aged cheddar, Saturday night.
Bright passionfruit, lime zest, and crushed stone. The benchmark New Zealand Sauvignon Blanc, crisp and electric.
Wairau Valley, Marlborough. The wine that put New Zealand on the global map.
Oysters, goat cheese, grilled fish, summer porches.
Pale salmon hue with delicate red fruit, white peach, and a dry, mineral finish. The world's most coveted Provençal rosé.
Château d'Esclans, Côtes de Provence. The rosé that started a global craze.
Charcuterie, grilled shrimp, long lunches, the porch in July.
Six chapters of a Westport wine boutique.
The Shop
A warm, low-lit boutique on Post Road West. Wood shelves, soft music, and a wall of bottles that changes with the season.
The Selection
Curated reds, whites, rosé, sparkling, and a deep rare & reserve bench. Globally sourced, locally edited for the way Westport actually drinks.
Expert Picks
Tell us the meal, the moment, or the budget. Our team has tasted everything on the shelf, and they'll find the right bottle in under a minute.
In-Store Tastings
Weekly tastings featuring importers, winemakers, and seasonal flights. A relaxed way to learn. No jacket, no jargon.
Seasonal Collections
Holiday cases, summer rosé flights, gift sets, and weekly arrival shelves curated by our buyers. Always something new to bring home.
Your Neighborhood Shop
Local delivery, gift wrapping, corporate gifting, and event planning. Black Bear is Westport's wine shop, built for the people who live here.
Every bottle earns the next.
A quiet, generous program for the regulars. No app to download, no card to carry. Just a name at the register.
- 1 point earned per $1 spent
- Birthday bottle on the house
- Members-only weekly newsletter
- 1.25× points on every order
- Early access to allocated arrivals
- Complimentary local delivery in Westport
- 2× points + quarterly reward bottle
- Private tastings with the buying team
- Concierge sourcing for rare verticals
Every dollar spent in store or online earns points automatically.
Hit a threshold, unlock the tier. Perks apply on your next visit.
Trade points for bottles, tastings, or a year of complimentary delivery.
Visit Black Bear Wines & Spirits
in Westport, CT.
Curated wines from around the world, hand-selected for every occasion. Stop by 221 Post Road West, or explore the collection online.