Holiday Events & Parties Near Gloucester, MA 2025

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

Here are the upcoming events in Gloucester, MA: HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music, Deck the Halls at Hammond Castle Museum, Holiday Celebration & Illumination, Ladies Pre-Chanukah Resin Menorah, Holiday Sip and Shop, Holiday Wreath Making

Q: Which kind of events are trending in Gloucester, MA?

Here are the top trending events in Gloucester, MAFestivals, Christmas Lights, Christmas Markets, Christmas Wreath Workshops, 🎄 Christmas

Holiday events in Gloucester

Sat, 13 Dec, 2025 - 08:00 PM

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

The Cut Live

29+ Interested
Fri, 21 Nov, 2025 - 09:00 AM

Deck the Halls at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

65+ Interested
Sat, 22 Nov, 2025 - 05:00 PM

Holiday Celebration & Illumination

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

33+ Interested
Sat, 06 Dec, 2025 - 07:00 PM

Ladies Pre-Chanukah Resin Menorah

37 Main Street, Gloucester, MA, United States, Massachusetts 01930
Sat, 29 Nov, 2025 - 10:00 AM

Holiday Sip and Shop

Cruiseport Gloucester

639+ Interested
Sat, 22 Nov, 2025 - 06:00 PM

Holiday Wreath Making

232 Main Street, Gloucester, MA, United States, Massachusetts 01930

17+ Interested
Thu, 04 Dec, 2025 - 03:00 PM

Grand Banks 4th Annual Holiday Market

7 Crafts Rd, Gloucester, MA, United States, Massachusetts 01930

68+ Interested
Sat, 06 Dec, 2025 - 07:00 PM

A Holiday Evening with Chelsea Berry

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

44+ Interested
Sat, 20 Dec, 2025 - 08:30 PM

It's The 3rd Annual Very Mixtape Christmas @ The Rhumb Line!

The Rhumb Line
Sat, 22 Nov, 2025 - 04:00 PM

Bordellos At The Blue Collar Lobster Co. Cafe!!

Blue Collar Lobster Co.

13+ Interested
Thu, 04 Dec, 2025 - 05:30 PM

Deck the Halls by Candlelight at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

87+ Interested
Thu, 11 Dec, 2025 - 07:00 PM

Holiday Wreath Making Class with Meredith McCarthy

Beauport Hotel Gloucester

USD 93
Mon, 24 Nov, 2025 - 06:00 PM

Holiday Mocktail Night

232 Main Street, Gloucester, MA, United States, Massachusetts 01930

17+ Interested
Sat, 20 Dec, 2025 - 01:00 PM

A Very Jack Favazza Christmas - Fundraiser for Veterans' Holiday Meals

Capt. Lester S. Wass American Legion Post 3

38+ Interested
Sun, 30 Nov, 2025 - 10:30 AM

Deck the Halls of Hammond Castle Museum: Self-Guided Exploration from Boston

Hammond Castle

6+ Interested

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Upcoming Holiday events in Gloucester, MA

Date	Event	Venue
13 Dec 2025	HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music	The Cut Live, Gloucester, MA
29 Nov 2025	Holiday Sip and Shop	Cruiseport Gloucester
20 Dec 2025	Its The 3rd Annual Very Mixtape Christmas The Rhumb Line	The Rhumb Line, Gloucester, MA
22 Nov 2025	Bordellos At The Blue Collar Lobster Co. Cafe	Blue Collar Lobster Co., Gloucester, MA
11 Dec 2025	Holiday Wreath Making Class with Meredith McCarthy	Beauport Hotel Gloucester
30 Nov 2025	Deck the Halls of Hammond Castle Museum Self-Guided Exploration from Boston	Hammond Castle, Gloucester, MA

Date

Event

Venue

13 Dec 2025

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

The Cut Live, Gloucester, MA

29 Nov 2025

Holiday Sip and Shop

Cruiseport Gloucester

20 Dec 2025

Its The 3rd Annual Very Mixtape Christmas The Rhumb Line

The Rhumb Line, Gloucester, MA

22 Nov 2025

Bordellos At The Blue Collar Lobster Co. Cafe

Blue Collar Lobster Co., Gloucester, MA

11 Dec 2025

Holiday Wreath Making Class with Meredith McCarthy

Beauport Hotel Gloucester

30 Nov 2025

Deck the Halls of Hammond Castle Museum Self-Guided Exploration from Boston

Hammond Castle, Gloucester, MA

Frequently Asked Questions

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

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

Holiday Celebration & Illumination is happening on Sat 22 Nov 2025 from 5:00 PM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
Holiday Wreath Making is happening on Sat 22 Nov 2025 from 6:00 PM onwards at 232 Main Street, Gloucester, MA, United States, Massachusetts 01930
Bordellos At The Blue Collar Lobster Co. Cafe!! is happening on Sat 22 Nov 2025 from 4:00 PM onwards at Blue Collar Lobster Co., Gloucester, MA

What are the upcoming Holiday events in Gloucester, MA?

Here are the upcoming Holiday events in Gloucester, MA:

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music is happening on Sat 13 Dec 2025 from 8:00 PM onwards at The Cut Live, Gloucester, MA
Deck the Halls at Hammond Castle Museum is happening on Fri 21 Nov 2025 from 9:00 AM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
Holiday Celebration & Illumination is happening on Sat 22 Nov 2025 from 5:00 PM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
Ladies Pre-Chanukah Resin Menorah is happening on Sat 06 Dec 2025 from 7:00 PM onwards at 37 Main Street, Gloucester, MA, United States, Massachusetts 01930
Holiday Sip and Shop is happening on Sat 29 Nov 2025 from 10:00 AM onwards at Cruiseport Gloucester, Gloucester, MA
Holiday Wreath Making is happening on Sat 22 Nov 2025 from 6:00 PM onwards at 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Which kind of events are trending in Gloucester, MA?