Holiday Events & Parties Near Webster, MA 2025

Q: What are the upcoming Holiday events in Webster, MA?

Here are the upcoming events in Webster, MA: Holiday Sip & Shop @ The Mill, Holiday Shop Hop on Small Business Saturday, Big-Little Holiday Party Sponsored by the Charlton Business Alliance, Small Business Saturday/Holiday Market, Performance by the Very Merry Dickens Carolers

Holiday events in Webster

Sat, 29 Nov, 2025 - 10:00 AM

Holiday Sip & Shop @ The Mill

9 Frederick St , Webster, MA, United States, Massachusetts 01570

1457+ Interested
Sat, 29 Nov, 2025 - 10:00 AM

Holiday Shop Hop on Small Business Saturday

72 E Main St, Webster, MA

50+ Interested
Wed, 03 Dec, 2025 - 06:30 PM

Big-Little Holiday Party Sponsored by the Charlton Business Alliance

The Mill at French River

29+ Interested
Sat, 29 Nov, 2025 - 09:00 AM

Small Business Saturday/Holiday Market

The Rose Room

14+ Interested
Sun, 14 Dec, 2025 - 05:00 PM

Performance by the Very Merry Dickens Carolers

31 Ray Street, Webster, MA, United States, Massachusetts 01570

9+ Interested

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Holiday events from nearby cities

Sun, 07 Dec • 03:00 PM

HO HO OH NURSE KIM HOLIDAY EVENT

Quincy

50+ Interested

|

USD 80
Sat, 20 Dec • 07:00 PM

Holiday Magic with Lori & Fred with special guests, Anelise & Music Includes

Meetinghouse Arts Center of First Parish Northboro

6+ Interested

|

USD 20
Sat, 13 Dec • 11:00 AM

Holiday Gnome Cake Decorating Class

Pakachoag Center

Newly Added

|

USD 95
Tue, 09 Dec • 06:00 PM

Holiday Cupcake Decorating @SSB Clinton Location

Sterling Street Brewery, Sterling Street, Clinton, MA, USA

Newly Added

|

USD 60
Wed, 24 Dec • 09:00 PM

MATZOBALL® BOSTON XMAS EVE ages 21-49 December 24, 2025

The Grand Boston

Newly Added

|

USD 50
Sat, 29 Nov • 11:00 AM

Waltham 3rd Annual Holiday Fair

American Legion

17+ Interested

|

Free
Sat, 06 Dec • 11:00 AM

The 4th annual Christmas Fair & Toy Drive

Chelmsford Elks

8+ Interested

|

Free
Sat, 20 Dec • 10:00 AM

BOSTON HOLIDAY MUSIC AND CRAFT FESTIVAL

1250 Massachusetts Ave

Newly Added

|

Free
Sat, 29 Nov • 09:00 AM

VFW AUXILIARY HOLIDAY BAZAAR 2025

Veterans of Foreign Wars

Free

Frequently Asked Questions

Which Holiday events can I attend in Webster, MA this weekend?

Here are the best Holiday events happening in Webster, MA this weekend:

Holiday Sip & Shop @ The Mill is happening on Sat 29 Nov 2025 from 10:00 AM onwards at 9 Frederick St , Webster, MA, United States, Massachusetts 01570
Holiday Shop Hop on Small Business Saturday is happening on Sat 29 Nov 2025 from 10:00 AM onwards at 72 E Main St, Webster, MA
Small Business Saturday/Holiday Market is happening on Sat 29 Nov 2025 from 9:00 AM onwards at The Rose Room, Webster, MA

What are the upcoming Holiday events in Webster, MA?

Here are the upcoming Holiday events in Webster, MA:

Holiday Sip & Shop @ The Mill is happening on Sat 29 Nov 2025 from 10:00 AM onwards at 9 Frederick St , Webster, MA, United States, Massachusetts 01570
Holiday Shop Hop on Small Business Saturday is happening on Sat 29 Nov 2025 from 10:00 AM onwards at 72 E Main St, Webster, MA
Big-Little Holiday Party Sponsored by the Charlton Business Alliance is happening on Wed 03 Dec 2025 from 6:30 PM onwards at The Mill at French River , Webster, MA
Small Business Saturday/Holiday Market is happening on Sat 29 Nov 2025 from 9:00 AM onwards at The Rose Room, Webster, MA
Performance by the Very Merry Dickens Carolers is happening on Sun 14 Dec 2025 from 5:00 PM onwards at 31 Ray Street, Webster, MA, United States, Massachusetts 01570