Discover Sip N Stroll Events & Activities in Middleboro, MA

Just added
Walk, Talk, Empower - Free Meet-up Event
Friday at 5:30 PM
Lowell Holly Reservation
Just added
Walk, Talk, Empower - Free Meet-up Event
Friday at 5:30 PM
Lowell Holly Reservation
Sales end soon
Draft Picks Comedy at Winter Hill Brewing Company!
Tuesday at 7:30 PM
Winter Hill Brewing Company
Sales end soon
Draft Picks Comedy at Winter Hill Brewing Company!
Tuesday at 7:30 PM
Winter Hill Brewing Company
Public Cupping (Riverside)
Thu, Jul 10, 4:00 PM
Borealis Coffee Company
Public Cupping (Riverside)
Thu, Jul 10, 4:00 PM
Borealis Coffee Company
The Barber.josh.o.p 5 Day Barber Bootcamp BOSTON
Sun, May 3, 10:00 AM
Parlor On Tremont Hair Salon
The Barber.josh.o.p 5 Day Barber Bootcamp BOSTON
Sun, May 3, 10:00 AM
Parlor On Tremont Hair Salon
Springtime Meadow - Paint and Sip by Classpop!™
Tue, Jul 1, 7:00 PM
Pinot's Palette - Lexington Center
Springtime Meadow - Paint and Sip by Classpop!™
Tue, Jul 1, 7:00 PM
Pinot's Palette - Lexington Center
Almost full
Plan Well. Live Fully. Leave a Legacy.
Sat, Jun 21, 9:00 AM
201 Jones Rd
Almost full
Plan Well. Live Fully. Leave a Legacy.
Sat, Jun 21, 9:00 AM
201 Jones Rd
Nurtured Naturally: Private Natural Beauty & Wellness Experience
Sun, Jun 22, 10:00 AM
Warren
Nurtured Naturally: Private Natural Beauty & Wellness Experience
Sun, Jun 22, 10:00 AM
Warren
Boston Fenway Day of The Dead Bar Crawl - Dia De Muertos
Sat, Nov 1, 4:00 PM
Cheeky Monkey Brewing Company
Boston Fenway Day of The Dead Bar Crawl - Dia De Muertos
Sat, Nov 1, 4:00 PM
Cheeky Monkey Brewing Company
Summer Solstice Celebration
Sat, Jun 21, 10:00 AM
Hanover Street & John F Fitzgerald Surface Road
Summer Solstice Celebration
Sat, Jun 21, 10:00 AM
Hanover Street & John F Fitzgerald Surface Road
Almost full
JUNETEENTH BRUNCH. Presented by THE BREAKFAST NINJAS & VIA GUATEMALA COFFEE
Thursday at 12:00 PM
Fete
Almost full
JUNETEENTH BRUNCH. Presented by THE BREAKFAST NINJAS & VIA GUATEMALA COFFEE
Thursday at 12:00 PM
Fete
2nd Saturday (Long) Stroll up Powisset and Noanet Peaks
Sat, Jul 12, 10:30 AM
Noanet Woodlands
2nd Saturday (Long) Stroll up Powisset and Noanet Peaks
Sat, Jul 12, 10:30 AM
Noanet Woodlands
Lovely Hydrangeas - Paint and Sip by Classpop!™
Sun, Jun 22, 5:00 PM
Pinot's Palette - Lexington Center
Lovely Hydrangeas - Paint and Sip by Classpop!™
Sun, Jun 22, 5:00 PM
Pinot's Palette - Lexington Center
CTRL+click: Design For Middle Schoolers (4-Day Summer Workshop)
Mon, Aug 4, 10:00 AM
Brookline Interactive Group
CTRL+click: Design For Middle Schoolers (4-Day Summer Workshop)
Mon, Aug 4, 10:00 AM
Brookline Interactive Group
Sales end soon
Babes in the Woods Hike
Tuesday at 10:00 AM
Botume House Visitor Center
Sales end soon
Babes in the Woods Hike
Tuesday at 10:00 AM
Botume House Visitor Center
Sales end soon
Chair Reiki with Heather Lescault
Wednesday at 4:15 PM + 16 more
AliCat Jewels
Sales end soon
Chair Reiki with Heather Lescault
Wednesday at 4:15 PM + 16 more
AliCat Jewels
2025 Official Halloween Bar Crawl Boston Bar Crawl LIVE Friday and Saturday
Fri, Oct 31, 6:00 PM + 1 more
Wild Rover
2025 Official Halloween Bar Crawl Boston Bar Crawl LIVE Friday and Saturday
Fri, Oct 31, 6:00 PM + 1 more
Wild Rover
Cambridge Halloween Bar Crawl
Sat, Oct 25, 4:00 PM
730 Tavern, Kitchen & Patio
Cambridge Halloween Bar Crawl
Sat, Oct 25, 4:00 PM
730 Tavern, Kitchen & Patio
Almost full
Teens Scoop & Dream on the Vineyard-Aug 4th, Aug 11th & Aug 18th
Mon, Aug 4, 3:00 PM + 2 more
Location announced upon RSVP
Almost full
Teens Scoop & Dream on the Vineyard-Aug 4th, Aug 11th & Aug 18th
Mon, Aug 4, 3:00 PM + 2 more
Location announced upon RSVP
Drip Cafe - Grand Opening Celebration
Wed, Jun 25, 8:00 AM
2 Drydock Ave
Drip Cafe - Grand Opening Celebration
Wed, Jun 25, 8:00 AM
2 Drydock Ave

Walk, Talk, Empower - Free Meet-up Event

Walk, Talk, Empower - Free Meet-up Event

Draft Picks Comedy at Winter Hill Brewing Company!

Draft Picks Comedy at Winter Hill Brewing Company!

Public Cupping (Riverside)

Public Cupping (Riverside)

The Barber.josh.o.p 5 Day Barber Bootcamp BOSTON

The Barber.josh.o.p 5 Day Barber Bootcamp BOSTON

Springtime Meadow - Paint and Sip by Classpop!™

Springtime Meadow - Paint and Sip by Classpop!™

Plan Well. Live Fully. Leave a Legacy.

Plan Well. Live Fully. Leave a Legacy.

Nurtured Naturally: Private Natural Beauty & Wellness Experience

Nurtured Naturally: Private Natural Beauty & Wellness Experience

Boston Fenway Day of The Dead Bar Crawl - Dia De Muertos

Boston Fenway Day of The Dead Bar Crawl - Dia De Muertos

Summer Solstice Celebration

Summer Solstice Celebration

JUNETEENTH BRUNCH. Presented by THE BREAKFAST NINJAS & VIA GUATEMALA COFFEE

JUNETEENTH BRUNCH. Presented by THE BREAKFAST NINJAS & VIA GUATEMALA COFFEE

2nd Saturday (Long) Stroll up Powisset and Noanet Peaks

2nd Saturday (Long) Stroll up Powisset and Noanet Peaks

Lovely Hydrangeas - Paint and Sip by Classpop!™

Lovely Hydrangeas - Paint and Sip by Classpop!™

CTRL+click: Design For Middle Schoolers (4-Day Summer Workshop)

CTRL+click: Design For Middle Schoolers (4-Day Summer Workshop)

Babes in the Woods Hike

Babes in the Woods Hike

Chair Reiki with Heather Lescault

Chair Reiki with Heather Lescault

2025 Official Halloween Bar Crawl Boston Bar Crawl LIVE Friday and Saturday

2025 Official Halloween Bar Crawl Boston Bar Crawl LIVE Friday and Saturday

Cambridge Halloween Bar Crawl

Cambridge Halloween Bar Crawl

Teens Scoop & Dream on the Vineyard-Aug 4th, Aug 11th & Aug 18th

Teens Scoop & Dream on the Vineyard-Aug 4th, Aug 11th & Aug 18th

Drip Cafe - Grand Opening Celebration

Drip Cafe - Grand Opening Celebration

Things to do around Middleboro

Trends in Middleboro

1. Car show

2. Craft fairs

3. Kids

4. Craft fairs today

5. Soap making

6. Paint and sip

7. Drag show

8. Pride fest

9. Pride

10. 4th of july

11. Writing book workshops

12. Trivia