It’s Holiday Stroll & Tree Lighting Weekend in Litchfield
Litchfield’s annual Holiday Stroll & Tree Lighting usually takes place on the Sunday after Thanksgiving, but this year it’s happening this Sunday, Dec. 3, in Litchfield center and on the Green.
Festivities begin at 2:30 p.m. and the tree lighting on the Green takes place at approximately 5:15 p.m. (See the flier at the bottom of this post.)
The Holiday Stroll is a perfect hometown holiday experience for everyone, especially families with children – and especially with Santa and Mrs. Claus as the star guests.
The festive Holiday Stroll afternoon also features holiday music with Traveling Vin, as well as caroling with Litchfield High School musicians at 4 p.m.
There will be a story time event at Litchfield Volunteer Ambulance’s special “Who-ville,” as well as the popular ornament making workshop at the Litchfield Historical Society.
At the First Congregational Church, you can enjoy cookie decorating with the Girl Scouts, and the Boy Scouts will be serving hot chocolate to Holiday Stroll guests in the center of town.
Get an Early Start on the Festivities Saturday
Add the Milton Congregational Church Christmas Bazaar to your holiday shopping list.
It’s Saturday (12/2) from 10 a.m. to 4 p.m. and will feature Christmas items, gift items, and baked goods for sale. Milton Congregational Church is located at 548 Milton Rd. in the Milton section of Litchfield.
Make It an Even More Festive Weekend
Don’t forget it’s a special holiday weekend at The White Memorial Conservation Center, with the After-Hours Holiday Sip & Shop taking place in the gift shop at the Nature Museum from 5 to 7 p.m. Friday (Dec. 1) … and the “Snow Queen” afternoon of programming on Saturday (Dec. 2). All the details are in our blog post.
White Memorial’s 
Thanksgiving is the holiday of families and feasting, but popular culture loves plotlines where things go wrong, from family feuds erupting over the dinner table to travel nightmares, and much, much worse things that lead to online headlines like this one: Feast on Fright: 10 Essential Thanksgiving Horror Movies. To jinx all of that and set you up for a delightful long Thanksgiving weekend, here are 5 great things to do in Litchfield.
Walking in the woods after a big Thanksgiving meal is a tradition for many families, and while you can walk in thousands of acres of preserved land in Litchfield any day of the week, there’s a special guided hike taking place over Thanksgiving weekend.
The Oliver Wolcott Library’s annual 
Sunset Meadows Vineyards
Shopping at participating retail shops in Litchfield from Black Friday through Cyber Monday means you can collect stamps on a special Shop Small® Passport for a chance to win a gift basket full of local goods.
Ace Hardware is holding a two-part Ladies Event Dec. 1, an early session from 8 – 10 a.m., and “the main event” from 5 – 8, when the store will be reserved for ladies night shoppers only.
This holiday season will be the last one for Litchfield’s hometown toy shop, 
The 
The Litchfield Hills Farm-Fresh Market, now in its indoor season at Litchfield Community Center, is the place to go for everything you need for holiday tables – and for edible holiday gifts. After all, local honey, maple syrup, granola, and coffee beans make great stocking-stuffers.
The fall foliage remains resplendent in Litchfield and it’s a call to action to get out on our trails to enjoy the vibrant colors and scenic beauty all around, especially amid the amazing weather we’re having at the moment.
Point Folly’s fall foliage is especially vibrant, and the trail offers long views across Bantam Lake.
On Oct. 17, the Connecticut Restaurant Association (CRA) announced finalists for the 2023 CRAZIES Awards, which recognize the exceptional ability and talent of Connecticut’s hospitality community, and Litchfield is well represented.
Voting for the 
Litchfield’s most frightening and gruesome true stories. The tour starts at the Tapping Reeve Meadow, where guests will enjoy historically inspired cocktails and treats before grabbing lanterns and heading into the darkness to learn about the violent and scandalous side of Litchfield’s history. 
The Litchfield Hills Audubon Society Nature Explorers invite those who dare to join them for a family-oriented guided walk at the Boyd Woods Audubon Sanctuary on Route 254 and encounter spooky spots with spiders, crows, owls, and more. There will be an activity at each stop, and participants are encouraged to wear a costume.
Join White Memorial for an evening of Autumn fun. Environmental Educator Colleen Harrak will lead a twilight hike through the woods, and participants will then gather around a campfire to eat S’mores and tell spooky stories. Guests are advised to dress for the weather and wear good hiking shoes. The event is recommended for those 8 and older and participants should meet in the A.B. Ceder Room at the White Memorial Conservation Center. Space is limited and the cost is $5 per person. Pre-registration and pre-payment are required. Visit 
Everything that makes Litchfield a great town to visit and wonderful place to live – wide, tree-lined streets, rich history, notable architecture, charming character, a cohesive town center with a landmark green, nature preserves crisscrossed by trails – also sets it up to be the perfect Halloween season town.
Join the Oliver Wolcott Library for an enchanting evening (live or on Zoom) with actress Michèle LaRue in a one-woman show: Halloween Hauntings: Two American Tales of Suspense from the Victorian Age, The Shadows on the Wall and The House That Was Not. LaRue portrays eight characters in the two tales.
The Litchfield Community Center is also hosting a pumpkin carving contest Oct. 20. It’s a BYOB event (alcoholic or non-alcoholic) featuring Spooky Icebreakers and light refreshments. Guests are advised to bring any extra tools, props, or accessories to enhance their pumpkins, and costumes are encouraged to get into the Halloween spirit. The cost is $10, with pre-registration and pre-payment required.
Join the Litchfield Historical Society for a special spooky night of Litchfield’s most frightening and gruesome true stories. The tour starts at the Tapping Reeve Meadow, where guests will enjoy historically inspired cocktails and treats before grabbing lanterns and heading into the darkness to learn about the violent and scandalous side of Litchfield’s history. 
Bantam Cinema & Arts Center is presenting “Rob Zombie Fest“ this Halloween season, featuring five nights of films beginning Oct. 20,
The Litchfield Arts Council, an official 
Join Brandywine Living at Litchfield for a fun day of costumes, games, and treats Oct. 30 in a special Trunk or Treat event. Those who wish to host a trunk, or have questions about the event, are asked to contact Sydney Krewson at