Holiday Events & Parties Near Litchfield, CT 2025

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

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

Holiday events in Litchfield

Fri, 05 Dec, 2025 - 05:00 PM

After Hours Holiday Sip & Shop

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

541+ Interested
Sun, 07 Dec, 2025 - 04:00 PM

Paint & Sip Holiday Edition

Sage and Salt

USD 55
Wed, 03 Dec, 2025 - 05:00 PM

Holiday Mingle in Litchfield

3 West St, Litchfield, CT 06759-3501, United States
Thu, 04 Dec, 2025 - 10:00 AM

Holiday Accessories & Luxury Gifts

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

19+ 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
Thu, 11 Dec, 2025 - 05:00 PM

Holiday Sip & Shop

465 Bantam Rd, Litchfield, CT

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

Holiday Pet Gifts by Pet Acoustics — Milton Market

Milton Market CT

Explore events by date

Custom Date

Pick Range

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

5+ Interested

|

USD 33
Sun, 14 Dec • 10:00 AM

Mirracle at The Art Monster Holiday Extravaganza

The Art Monster Studio

15+ Interested

|

Free
Sat, 06 Dec • 10:00 PM

❤️ Annual Holiday Craft & Gift Fair ❤️

Torrington Armory Building

9+ Interested

|

Free
Fri, 05 Dec • 05:00 PM

OUTDOOR Italian Christmas Market

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

694+ Interested
Sat, 13 Dec • 11:00 AM

5th Annual Toy Giveaway

The 224 Ecospace

13+ Interested

|

Free
Sat, 20 Dec • 07:00 PM

Santa's Circus

Stamford Center For The Arts - Palace Theatre

10+ Interested
Fri, 05 Dec • 05:00 PM

Lamplight Stroll

Downtown Milford Connecticut

5528+ Interested
Sat, 13 Dec • 06:00 PM

Fourth Annual Holiday Night Market!

504 Hazard Ave, Enfield, CT, United States, Connecticut 06082

3484+ Interested
Sat, 06 Dec • 10:00 AM

Holiday Vendor and Craft Fair 2025

Holiday Inn Norwich

880+ Interested

Frequently Asked Questions

Which Holiday events can I attend in Litchfield, CT this weekend?

Here are the best Holiday events happening in Litchfield, CT this weekend:

Paint & Sip Holiday Edition is happening on Sun 07 Dec 2025 from 4:00 PM onwards at Sage and Salt, Litchfield, CT
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
Make Your Own Holiday Wreath is happening on Sat 06 Dec 2025 from 10:00 AM onwards at Litchfield , Connecticut, Litchfield, CT
Holiday Pet Gifts by Pet Acoustics — Milton Market is happening on Sat 06 Dec 2025 from 11:00 AM onwards at Milton Market CT, Litchfield, CT

What are the upcoming Holiday events in Litchfield, CT?

Here are the upcoming Holiday events in 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
Paint & Sip Holiday Edition is happening on Sun 07 Dec 2025 from 4:00 PM onwards at Sage and Salt, Litchfield, CT
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 Accessories & Luxury Gifts is happening on Thu 04 Dec 2025 from 10:00 AM 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
Holiday Sip & Shop is happening on Thu 11 Dec 2025 from 5:00 PM onwards at 465 Bantam Rd, Litchfield, CT