Tasting events in Winchester, MA

Pre-Holiday Grand Tasting with Life Love Cheese
Sun, Nov 8, 1:00 PM + 5 more
Wakefield · Life Love Cheese
Pre-Holiday Grand Tasting with Life Love Cheese
Sun, Nov 8, 1:00 PM + 5 more
Wakefield · Life Love Cheese
Sensuous Living: Tasting the Sweet Life
Fri, Mar 20, 6:00 PM
East Bridgewater · Little Of Everything
Sensuous Living: Tasting the Sweet Life
Fri, Mar 20, 6:00 PM
East Bridgewater · Little Of Everything
Taste Iconic Boston Eats - Food Tours by Cozymeal™
Tomorrow at 11:00 AM + 101 more
Boston · Location provided after booking
Taste Iconic Boston Eats - Food Tours by Cozymeal™
Tomorrow at 11:00 AM + 101 more
Boston · Location provided after booking
Just added
Get Memorial Day Ready! Cheese tasting with wine samples for a long weekend
Thu, May 21, 6:30 PM
Wakefield · 184 Water St
Just added
Get Memorial Day Ready! Cheese tasting with wine samples for a long weekend
Thu, May 21, 6:30 PM
Wakefield · 184 Water St
Wine Wednesday Class @ Book Ends: The Pacific Northwest
Wed, Mar 25, 7:00 PM
Winchester · Book Ends
Wine Wednesday Class @ Book Ends: The Pacific Northwest
Wed, Mar 25, 7:00 PM
Winchester · Book Ends
Intro to Rosé Wine
Fri, Apr 10, 6:30 PM
Cambridge · Commonwealth Wine School
Intro to Rosé Wine
Fri, Apr 10, 6:30 PM
Cambridge · Commonwealth Wine School
Going fast
A Taste of Two Legends - Morton's Boston (Seaport)
Sat, Mar 7, 6:30 PM
Boston · Morton's The Steakhouse
Going fast
A Taste of Two Legends - Morton's Boston (Seaport)
Sat, Mar 7, 6:30 PM
Boston · Morton's The Steakhouse
April Wine Tasting & Dinner
Tue, Apr 14, 7:00 PM
Plymouth · Uva Wine Bar
April Wine Tasting & Dinner
Tue, Apr 14, 7:00 PM
Plymouth · Uva Wine Bar
Date Night Wine & Dessert Pairing & Barrel Tasting at Broken Creek Vineyard
Sat, Mar 14, 7:00 PM
Shrewsbury · Broken Creek Vineyard and Winery
Date Night Wine & Dessert Pairing & Barrel Tasting at Broken Creek Vineyard
Sat, Mar 14, 7:00 PM
Shrewsbury · Broken Creek Vineyard and Winery
The Best New Wines You've Never Heard Of @ The Diana Stelin Gallery
Thu, Mar 12, 6:30 PM
Brookline · Diana Stelin Gallery
The Best New Wines You've Never Heard Of @ The Diana Stelin Gallery
Thu, Mar 12, 6:30 PM
Brookline · Diana Stelin Gallery
Almost full
Spring Wine Preview—$50
Sat, Mar 21, 7:30 PM
Cambridge · Formaggio Kitchen Kendall
Almost full
Spring Wine Preview—$50
Sat, Mar 21, 7:30 PM
Cambridge · Formaggio Kitchen Kendall
Going fast
Spring Wine Preview-$50
Sat, Mar 14, 7:15 PM
Boston · Formaggio Kitchen - South End
Going fast
Spring Wine Preview-$50
Sat, Mar 14, 7:15 PM
Boston · Formaggio Kitchen - South End
Going fast
Boston Wine Expo 2026
Boston · Hilton Boston Park Plaza
Going fast
Boston Wine Expo 2026
Boston · Hilton Boston Park Plaza
Sales end soon
Taste of Boston Sampler
Saturday at 3:00 PM + 17 more
Boston · Boston Harbor Distillery
Sales end soon
Taste of Boston Sampler
Saturday at 3:00 PM + 17 more
Boston · Boston Harbor Distillery
Excel Spirits Mini Grand Tasting - Worcester
Tue, Mar 10, 5:00 PM
Worcester · Vivienne Coastal Mediterranean
Excel Spirits Mini Grand Tasting - Worcester
Tue, Mar 10, 5:00 PM
Worcester · Vivienne Coastal Mediterranean
Curated Cuisine: Boston’s booming coffee culture
Mon, Mar 9, 6:30 PM
Boston · WBUR CitySpace
Curated Cuisine: Boston’s booming coffee culture
Mon, Mar 9, 6:30 PM
Boston · WBUR CitySpace
13th Annual Taste of MetroWest
Mon, Apr 27, 5:00 PM
Framingham · Renaissance Framingham Hotel & Conference Center
13th Annual Taste of MetroWest
Mon, Apr 27, 5:00 PM
Framingham · Renaissance Framingham Hotel & Conference Center
Spring Wine Preview—$50
Sat, Mar 28, 7:15 PM
Cambridge · Formaggio Kitchen - Cambridge
Spring Wine Preview—$50
Sat, Mar 28, 7:15 PM
Cambridge · Formaggio Kitchen - Cambridge
Ooh La La! Tasting French Wine & Cheese
Sat, Mar 21, 6:30 PM
Cambridge · Commonwealth Wine School
Ooh La La! Tasting French Wine & Cheese
Sat, Mar 21, 6:30 PM
Cambridge · Commonwealth Wine School
Sales end soon
Wine Cheese and Dessert
Friday at 5:30 PM
Salem · 9 Via Toscana
Sales end soon
Wine Cheese and Dessert
Friday at 5:30 PM
Salem · 9 Via Toscana

Trends in Winchester

Explore more trends

Pre-Holiday Grand Tasting with Life Love Cheese

Pre-Holiday Grand Tasting with Life Love Cheese

Sensuous Living: Tasting the Sweet Life

Sensuous Living: Tasting the Sweet Life

Taste Iconic Boston Eats - Food Tours by Cozymeal™

Taste Iconic Boston Eats - Food Tours by Cozymeal™

Get Memorial Day Ready! Cheese tasting with wine samples for a long weekend

Get Memorial Day Ready! Cheese tasting with wine samples for a long weekend

Wine Wednesday Class @ Book Ends: The Pacific Northwest

Wine Wednesday Class @ Book Ends: The Pacific Northwest

Intro to Rosé Wine

Intro to Rosé Wine

A Taste of Two Legends - Morton's Boston (Seaport)

A Taste of Two Legends - Morton's Boston (Seaport)

April Wine Tasting & Dinner

April Wine Tasting & Dinner

Date Night Wine & Dessert Pairing & Barrel Tasting at Broken Creek Vineyard

Date Night Wine & Dessert Pairing & Barrel Tasting at Broken Creek Vineyard

The Best New Wines You've Never Heard Of @ The Diana Stelin Gallery

The Best New Wines You've Never Heard Of @ The Diana Stelin Gallery

Spring Wine Preview—$50

Spring Wine Preview—$50

Spring Wine Preview-$50

Spring Wine Preview-$50

Boston Wine Expo 2026

Boston Wine Expo 2026

Taste of Boston Sampler

Taste of Boston Sampler

Excel Spirits Mini Grand Tasting - Worcester

Excel Spirits Mini Grand Tasting - Worcester

Curated Cuisine: Boston’s booming coffee culture

Curated Cuisine: Boston’s booming coffee culture

13th Annual Taste of MetroWest

13th Annual Taste of MetroWest

Spring Wine Preview—$50

Spring Wine Preview—$50

Ooh La La! Tasting French Wine & Cheese

Ooh La La! Tasting French Wine & Cheese

Wine Cheese and Dessert

Wine Cheese and Dessert

Things to do around Winchester

Trends in Winchester

1. Kids

2. Mahoneys

3. Boston

4. Terrarium

5. Swirls

6. Superbowl watch party

7. Rufus wainwright

8. Oldies concert

9. Galentines

10. Trampoline

11. Project_management

12. Lunar new year