Best Holiday events in Litchfield December 2025

Q: What are the upcoming Holiday events in Litchfield, CT?

Here are the upcoming events in Litchfield, CT: Paint & Sip Holiday Edition, After Hours Holiday Sip & Shop, Holiday Mingle in Litchfield, Holiday Jewelry & Luxury, A Holiday Stroll Up Apple Hill with Gerri Griswold , Member-Only Holiday Stroll

Holiday events in Litchfield in December

Sun, 07 Dec, 2025 - 04:00 PM

Paint & Sip Holiday Edition

Sage and Salt

USD 55
Fri, 05 Dec, 2025 - 05:00 PM

After Hours Holiday Sip & Shop

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759

541+ Interested
Wed, 03 Dec, 2025 - 05:00 PM

Holiday Mingle in Litchfield

3 West St, Litchfield, CT 06759-3501, United States
Sun, 07 Dec, 2025 - 12:00 PM

Holiday Jewelry & Luxury

425 Bantam Rd (Rte 202), Litchfield, CT, United States, Connecticut 06759

5+ Interested
Sat, 20 Dec, 2025 - 10:00 AM

A Holiday Stroll Up Apple Hill with Gerri Griswold

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759

105+ Interested
Sat, 06 Dec, 2025 - 12:00 PM

Member-Only Holiday Stroll

55 Duck Pond Rd, PO Box 30, Litchfield, CT, United States, Connecticut 06759

7+ Interested
Sat, 06 Dec, 2025 - 10:00 AM

Make Your Own Holiday Wreath

Litchfield , Connecticut
Thu, 11 Dec, 2025 - 05:00 PM

Holiday Sip & Shop

465 Bantam Rd, Litchfield, CT

100+ Interested
Sat, 06 Dec, 2025 - 11:00 AM

Holiday Pet Gifts by Pet Acoustics — Milton Market

Milton Market CT

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Holiday events from nearby cities

Fri, 05 Dec • 07:00 PM

Sound and Soul- A deeply restorative sound healing experience

MaMA, Marbletown Multi-Arts, Main Street, Stone Ridge, NY, USA

USD 33
Sun, 14 Dec • 10:00 AM

Mirracle at The Art Monster Holiday Extravaganza

The Art Monster Studio

14+ Interested

|

Free
Sat, 06 Dec • 10:00 PM

❤️ Annual Holiday Craft & Gift Fair ❤️

Torrington Armory Building

7+ Interested

|

Free
Sat, 29 Nov • 09:00 AM

The Moonlit Forrest Yuletide Market

The Moonlit Forrest

10769+ Interested
Sat, 29 Nov • 10:30 AM

Annual Holiday Craft and Vendor Event- Nov 2025

Shaker Farms Country Club

4978+ Interested
Sat, 29 Nov • 06:00 PM

Magical Winter Lights

2 Jabish St, Belchertown, MA 01007-9840, United States

2192+ Interested
Sat, 29 Nov • 05:00 PM

Simsbury Celebrates

Hopmeadow St, Simsbury, CT 06070, United States

4401+ Interested
Fri, 05 Dec • 05:00 PM

OUTDOOR Italian Christmas Market

13 Winthrop Street, Springfield, MA, United States, Massachusetts 01105

691+ Interested
Sat, 20 Dec • 07:00 PM

Santa's Circus

Stamford Center For The Arts - Palace Theatre

9+ Interested

Frequently Asked Questions

What are the upcoming Holiday events in Litchfield, CT?

Here are the upcoming Holiday events in Litchfield, CT:

Paint & Sip Holiday Edition is happening on Sun 07 Dec 2025 from 4:00 PM onwards at Sage and Salt, Litchfield, CT
After Hours Holiday Sip & Shop is happening on Fri 05 Dec 2025 from 5:00 PM onwards at 80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759
Holiday Mingle in Litchfield is happening on Wed 03 Dec 2025 from 5:00 PM onwards at 3 West St, Litchfield, CT 06759-3501, United States
Holiday Jewelry & Luxury is happening on Sun 07 Dec 2025 from 12:00 PM onwards at 425 Bantam Rd (Rte 202), Litchfield, CT, United States, Connecticut 06759
A Holiday Stroll Up Apple Hill with Gerri Griswold is happening on Sat 20 Dec 2025 from 10:00 AM onwards at 80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759
Member-Only Holiday Stroll is happening on Sat 06 Dec 2025 from 12:00 PM onwards at 55 Duck Pond Rd, PO Box 30, Litchfield, CT, United States, Connecticut 06759