Member Winery Events
August 2026
Sangria Weekends
Sat. Aug 01 to Sun. Aug 02
Mazza Vineyards
Enjoy a sangria prepared with fruits, berries, and citrus at Mazza Vineyards every weekend in Summer and early Fall!
Mazzmosa Weekends
Sat. Aug 01 to Sun. Aug 02
South Shore Wine Company
Enjoy mimosas or fizzy faux mimosas by the glass or flight
Trivia Night @ Flight
Sat. Aug 01 @ 6:00 pm - 8:00 pm
Johnson Estate Winery
Come enjoy a glass of wine, local craft beer, fresh charcuterie, and a relaxing fun atmosphere
Cellar Jams
Sat. Aug 01 @ 6:00 pm - 9:00 pm
Cellar '54
Live music with The Funky Mule
Slushie Sundays
Sun. Aug 02 - All Day
South Shore Wine Company
Wine slushies available Fri-Sun, specially priced all day Sunday
Sunday Sesh with Living Room Jam Band
Sun. Aug 02 @ 1:00 pm - 4:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Join us for a relaxed Sunday afternoon at our winery/distillery/brewery feat. Living Room Jam Band
Sippin' Sundays--Live Music
Sun. Aug 02 @ 1:00 pm - 4:00 pm
21 Brix Winery
Join us every Sunday in August from 1-4 PM for live music, great wine, and relaxing summer afternoons at 21 Brix.
Sparkling Hours
Thu. Aug 06 to Fri. Aug 07
South Shore Wine Company
All sparkling wines by the glass $1 off.
Mug Club Day
Thu. Aug 06 @ 10:00 am - 8:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Mug club members $3 off first draft beer and 16 oz. pours
Summer Outdoor Concert Series
Fri. Aug 07 @ 6:00 pm - 9:00 pm
Arundel Cellars & Brewing Co.
Live performances in the summer air.
Mazzmosa Weekends
Sat. Aug 08 to Sun. Aug 09
South Shore Wine Company
Enjoy mimosas or fizzy faux mimosas by the glass or flight
Sangria Weekends
Sat. Aug 08 to Sun. Aug 09
Mazza Vineyards
Enjoy a sangria prepared with fruits, berries, and citrus at Mazza Vineyards every weekend in Summer and early Fall!
Slushie Sundays
Sun. Aug 09 - All Day
South Shore Wine Company
Wine slushies available Fri-Sun, specially priced all day Sunday
Sunday Sesh with 50 Miles to Empty
Sun. Aug 09 @ 9:00 am - 10:00 am
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Join us for a relaxed Sunday afternoon at our winery/distillery/brewery feat. 50 Miles to Empty
Sippin' Sundays--Live Music
Sun. Aug 09 @ 1:00 pm - 4:00 pm
21 Brix Winery
Join us every Sunday in August from 1-4 PM for live music, great wine, and relaxing summer afternoons at 21 Brix.
Sparkling Hours
Thu. Aug 13 to Fri. Aug 14
South Shore Wine Company
All sparkling wines by the glass $1 off.
Mug Club Day
Thu. Aug 13 @ 10:00 am - 8:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Mug club members $3 off first draft beer and 16 oz. pours
Westfield Happy Hour
Fri. Aug 14 @ 5:00 pm - 8:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Live music continues every Friday at Westfield Happy Hours here at Five & 20!
Summer Outdoor Concert Series
Fri. Aug 14 @ 6:00 pm - 9:00 pm
Arundel Cellars & Brewing Co.
Live performances in the summer air.
Cellar Jams
Fri. Aug 14 @ 6:00 pm - 9:00 pm
Cellar '54
Live music with Jack Stevenson & The Buried Treasure Band
Mazzmosa Weekends
Sat. Aug 15 to Sun. Aug 16
South Shore Wine Company
Enjoy mimosas or fizzy faux mimosas by the glass or flight
Sangria Weekends
Sat. Aug 15 to Sun. Aug 16
Mazza Vineyards
Enjoy a sangria prepared with fruits, berries, and citrus at Mazza Vineyards every weekend in Summer and early Fall!
Cellar Jams
Sat. Aug 15 @ 6:00 pm - 9:00 pm
Cellar '54
Live music with We The Duo
Slushie Sundays
Sun. Aug 16 - All Day
South Shore Wine Company
Wine slushies available Fri-Sun, specially priced all day Sunday
Wine Glass Candles
Sun. Aug 16 @ 1:00 pm - 4:00 pm
Cellar '54
Join us for a fun, unique DIY project while enjoying a complementary wine flight.
Sippin' Sundays--Live Music
Sun. Aug 16 @ 1:00 pm - 4:00 pm
21 Brix Winery
Join us every Sunday in August from 1-4 PM for live music, great wine, and relaxing summer afternoons at 21 Brix.
Sunday Sesh at Five and 20
Sun. Aug 16 @ 1:00 pm - 4:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Live music with Chris & Julie Moore (Tennessee Backporch Duo)
Cellar Jams
Sun. Aug 16 @ 1:00 pm - 3:00 pm
Cellar '54
Live music with Abbi Elwell
Sparkling Hours
Thu. Aug 20 to Fri. Aug 21
South Shore Wine Company
All sparkling wines by the glass $1 off.
Mug Club Day
Thu. Aug 20 @ 10:00 am - 8:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Mug club members $3 off first draft beer and 16 oz. pours
Westfield Happy Hour
Fri. Aug 21 @ 5:00 pm - 8:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Live music with Miranda Wilcox
Summer Outdoor Concert Series
Fri. Aug 21 @ 6:00 pm - 9:00 pm
Arundel Cellars & Brewing Co.
Live performances in the summer air.
Mazzmosa Weekends
Sat. Aug 22 to Sun. Aug 23
South Shore Wine Company
Enjoy mimosas or fizzy faux mimosas by the glass or flight
Sangria Weekends
Sat. Aug 22 to Sun. Aug 23
Mazza Vineyards
Enjoy a sangria prepared with fruits, berries, and citrus at Mazza Vineyards every weekend in Summer and early Fall!
Live at Liberty Vineyards--Josh Roy
Sat. Aug 22 @ 6:00 pm - 8:00 pm
Liberty Vineyards & Winery
Free Show! Live music with Josh Roy
Slushie Sundays
Sun. Aug 23 - All Day
South Shore Wine Company
Wine slushies available Fri-Sun, specially priced all day Sunday
Sip, Stroll, and Shop
Sun. Aug 23 @ 11:00 am - 5:00 pm
Sparkling Ponds Winery
Garage sale and flea market
Sunday Sesh at Five and 20
Sun. Aug 23 @ 1:00 pm - 4:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Live music with Allegheny Trail Blazers
Sip & Paint
Sun. Aug 23 @ 1:00 pm - 4:00 pm
Cellar '54
Tickets include all supplies to paint 17x30 door mat.
Sippin' Sundays--Live Music
Sun. Aug 23 @ 1:00 pm - 4:00 pm
21 Brix Winery
Join us every Sunday in August from 1-4 PM for live music, great wine, and relaxing summer afternoons at 21 Brix.
Sparkling Hours
Thu. Aug 27 to Fri. Aug 28
South Shore Wine Company
All sparkling wines by the glass $1 off.
Mug Club Day
Thu. Aug 27 @ 10:00 am - 8:00 pm
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Mug club members $3 off first draft beer and 16 oz. pours
Meet the Winemakers at Mazza
Fri. Aug 28 @ 5:00 pm - 7:00 pm
Mazza Vineyards
Join us for an informal meet the winemaker session at Mazza Vineyards, along with guided tastings by request.
Summer Outdoor Concert Series
Fri. Aug 28 @ 6:00 pm - 9:00 pm
Arundel Cellars & Brewing Co.
Live performances in the summer air.
Mazzmosa Weekends
Sat. Aug 29 to Sun. Aug 30
South Shore Wine Company
Enjoy mimosas or fizzy faux mimosas by the glass or flight
Sangria Weekends
Sat. Aug 29 to Sun. Aug 30
Mazza Vineyards
Enjoy a sangria prepared with fruits, berries, and citrus at Mazza Vineyards every weekend in Summer and early Fall!
Cellar Jams
Sat. Aug 29 @ 6:00 pm - 9:00 pm
Cellar '54
Live music with Breakawaze Band
Dine in the Vines
Sat. Aug 29 @ 6:30 pm - 8:30 pm
Liberty Vineyards & Winery
Join us for our annual prime rib dinner in the vineyards.
Slushie Sundays
Sun. Aug 30 - All Day
South Shore Wine Company
Wine slushies available Fri-Sun, specially priced all day Sunday
Patio Yoga with Deb
Sun. Aug 30 @ 10:00 am - 11:00 am
Mazza Chautauqua Cellars / Five & 20 Spirits & Brewing
Start your morning off right with a gentle, easy flow yoga class led by Deb Phillips paired with a post-class libation & fresh veggie wrap.
Sippin' Sundays--Live Music
Sun. Aug 30 @ 1:00 pm - 4:00 pm
21 Brix Winery
Join us every Sunday in August from 1-4 PM for live music, great wine, and relaxing summer afternoons at 21 Brix.