LPA & Milton Music Present Albert Rivera Quartet ft. Ricki Rizzo on vocals

Milton Congregational Church 8 Nov 2026

Walking the Cranberry Pond Trail with Gerri Griswold

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759 28 Nov 2026

Litchfield Performing Arts & Milton Music Present The Conn Artists

Milton Congregational Church 6 Dec 2026

Owl Prowl with Fran Zygmont

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759 14 Nov 2026

Jerrod Cattey Trio Presents: A Charlie Brown Christmas: Benefit for F. I. S. H. of Northwestern CT

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759 5 Dec 2026

🕊️ Find Meaning. Find Joy. Find Herring. This Shabbat at Chabad 🍷🐟

69 West St, Litchfield, CT, United States, Connecticut 06759 7 Nov 2026

PRIME FINDS Home for the Holidays Pop-Up Store

50 Montfort Rd, Litchfield, CT 06759-3618, United States 21 Nov 2026

Cocktails, Canapes & Mahjong

40 West St 8 Nov 2026

STAR PARTY! Annual Astro-Imaging Showcase

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759 20 Nov 2026

🕊️ Find Meaning. Find Joy. Find Herring. This Shabbat at Chabad 🍷🐟

69 West St, Litchfield, CT, United States, Connecticut 06759 12 Sep 2026

Hillacious Half Marathon/4 Mile Walk

American Legion Post 27 Litchfield, CT 14 Nov 2026

Stories to Tell-Art Exhibit Opening

Alofft Gallery 7 Nov 2026

Mahjong & Lunch

40 West St 9 Nov 2026

Jeff Summa and the Roasters featuring Mark Mercier Thanksgiving Show @ Litchfield American Legion.

American Legion Post 27 Litchfield, CT 21 Nov 2026

Break of Dawn at Little Pond with Kelly Orr

80 Whitehall Road, Litchfield, CT, United States, Connecticut 06759 21 Nov 2026

Gather with Dr. Katherine Saunders

40 North St 3 Dec 2026

5th Annual Thomas C. Clark Young Artist Chamber Concert

Litchfield Community Center 24 Jan 2027

Kids Markets at the Litchfield Christmas Market

Town of Litchfield 6 Dec 2026

Flying Geese Four Ways

355 Goshen Rd, Litchfield, CT 06759-2404, United States 4 Nov 2026

Wedding Planners Dinner

Lost Fox Inn 7 Dec 2026