October 1, 2025
Celebrate Halloween at one of these fun events happening in Litchfield County this October!
Bethlehem
Fall Fest and Ben March Scholarship Day, October 19, 10am-4:30pm
Stop by March Farm for the 5th annual cornhole tournament, live music, vendors, food and many fall activities.
160 Munger Lane, Bethlehem
Bridgewater
Bridgewater’s Trunk or Treat, October 31, 5:30-7:30pm
Fun family night to receive and hand out candy! Prizes will be awarded for best decorated trunks.
Bridgewater Town Center
Canaan
Falls Village Recreation Halloween, October 31, 5-7pm
Families are invited to the costume parade on Main Street and trick or treating around the village.
The Center on Main (103 Main Street), Canaan
Colebrook
Halloween on the Farm, October 26, 1-3pm
Celebrate Halloween at Pinney Stables with trunk or treat, a costume contest, photo booth, and more.
3 Pinney Street, Colebrook
Halloween Night 3D Archery Shoot, November 1, 4-8pm
Come out and celebrate Halloween with the Northwestern Connecticut Sportsmen’s Association ! Shoot, have fun, and show off a Spooktacular costume, if you dare.
177 Winsted Norfolk Road, Colebrook
Falls Village
Falls Village Fall Festival, October 18, 2-5pm
The Falls Village Recreation Commission and D.M. Hunt Library are excited to host the 3rd annual fall festival. The community event features food, live music, hayrides, a pie baking contest, and more!
Town Farm Property, Route 63, Falls Village
Goshen
The Forsaken Lands Outdoor Haunted Attraction, September 27-Nov 1, 7pm-10pm
Connecticut’s latest and most cutting edge haunted attraction, opens its very creaky barn doors for the first season of fears at Action Wildlife! The inhabitants of this long forgotten farm village unleash their wrath on, and consume all who dare step foot onto their forbidden grounds. Recommended for ages 13+
54 Bare Hill Rd., Goshen (Great Acres Farm)
Free parking, General admission is $30, Fast Pass is $40
Harwinton
The Pumpkin Run 5K and Fall Festival, October 11, 8am-3:30pm
Run or walk the Harwinton Pumpkin Run 5K with festive pumpkins, kids dash, food trucks, and community fun.
100 Bentley Drive, Harwinton
$30 fee for the run
Kent
49th Kent Pumpkin Run, October 26, 12pm
The 47th annual running of the Kent Pumpkin run and Kids fun race!
Kent Green
Kids Fun Race takes place 11:15am on race day.
Litchfield
Scarecrows in the Meadow, October 18-November 2
A community event celebrating the end of the harvest season.
82nd South Street, Litchfield (Tapping Reeve Meadow)
Camp Mohawk Pumpkin Fest, October 18, 11am-4pm
A wide variety of activities such as boating, archery, pumpkin painting, and delicious seasonal treats.
YMCA Camp Mohawk – 246 Great Hill Road, Litchfield
$10 admission
Glowin Ghouls & Goblins Funday, October 24, 4-8pm
Enjoy a free Halloween celebration with games, music, crafts, snacks, costumes, and spooky fun at Tapping Reeve Meadows.
82nd South Street, Litchfield (Tapping Reeve Meadow)
For grades 4th-5th ~ 4:00pm – 6:00pm
For grades 6th-9th ~ 6:00pm – 8:00pm
Morris
Morris Does Halloween, October 31, 5-6pm
Wear your costumes and participate in the costume contest for many prizes, enjoy a catered lunch, and more fun entertainment!
Center of Town (James Morris School), Morris
Free
New Hartford
Kids Halloween Party and Parade , October 25, 1-3pm
Wear your costumes to the library for some Halloween fun!
Beekley Community Library, 10 Central Avenue, New Hartford
New Milford
Scarrybrooke Park Haunted Trail, October 11, 17, 18, 24, 25
Enjoy this haunted trail through Harrybrooke Park. 12 and up.
100 Still River Drive, New Milford
New Milford Trunk or Treat, October 26 4:30-6:30pm
New Milford Parks and Recreation is excited to offer Trunk or Treat on the Town Green
New Milford Town Green (25 Main Street)
Salisbury
Salisbury Fall Festival, October 10-12,
Explore Salisbury and Lakeville’s weekend festival with artisan booths, live music, family fun, food, and special local events.Congregational Main St, Salisbury
Plymouth
Lantern Tours of the Plymouth Burying Ground and the Underground Railroad, November 1, 7pm and 8pm
Discover how the symbols and inscriptions on the gravestones provide clues to life in colonial Connecticut.
Congregational Church, 10 Park St., Plymouth
Torrington
Teen Halloween Party, October 29, 5;30-7:30pm
Teens can come in costumes! There will be karaoke, Hocus Pocus will be playing in the background! Games! Snacks! And a costume contest
Torrington Library, 12 Daycoeton Place Torrington
Annual Wine and Food Tasting, October 25, 7-9pm
Join the Warner Theatre’s biggest fundraising event, enjoy a night of tasting local foods, craft beers, spirits and wines.
Nancy Marine Studio Theatre, 84 Main Street, Torrington
$30 General Admision tickets, $100 VIP tickets
Torrington’s Ford Trunk or Treat, October 25 , 3:30-6:30pm, October 26, 10am-2pm
Come dress in your spookiest and most creative costumes to check out the decorated cars. Free candy will be provided!
Torrington Ford, 1350 East Main St, Torrington
Warren
Octoberfest & Cider Run 5K, October 18, 10:30am – 4pm
Come out to Warren Woods and enjoy Family Fun, paired with the 5K Cider Run!
Warren Woods, 255 Brick School Road, Warren
Washington
Jack-O-Lantern Contest, October 25, 10am-12pm
Wear your costume (pets too!), showoff your carving skills with the annual Jack O Lantern contest, trick or treat and more!
The Judy Black Memorial park and Gardens, One Green Hill Road, Washington Depot
Watertown
Zombie Escape Race, October 11, 8:30am
Come run in your favorite Halloween costumes!
Veterans’ Memorial Park, 570 Nova Scotia Hill Road, Watertown
$15 for kids race (11&under), $30 for zombie escape
46th Annual Fall Festival, October 4, 10am- 5pm
Veterans’ Memorial Park, 570 Nova Scotia Hill Road, Watertown
Trunk or Treat, October 25, 3pm-4pm.
Watertown High hosts a free Trunk-or-Treat with decorated vehicles, candy, Halloween prizes, and a safe family environment.
Watertown High School parking lot, 324 French Street, Watertown
Tricks for Treats, October 26, 2-3:30pm
Celebrate Halloween with your dog at Watertown’s Pawesome Halloween Pawty! Costume contests, fun activities, and spooky excitement for all.
Watertown dog park, 1365 Main Street, Watertown
Halloween Night Celebration of Mischief and Merriment, October 31, 6-8pm
Halloween treats and games, free admission!
Watertown Fire House (935 Main Street) and Oakville Fire House (532 Buckingham Street)
Winchester (Winsted)
Trunk or Treat, October 25, 5:30-7:30pm
Enjoy a safe & fun Halloween alternative for families! Children under the age of 13 must be accompanied by an adult.
Winsted Playground, 75 Rowley Street, Winsted
The entry fee is $5 per family.
3rd Annual Halloween Spooktacular, October 18-19, 10am-4pm
Whiting Mills transforms for a Halloween weekend with vendors, live demos, treats, raffles, interactive exhibits, and family-friendly activities.
Whiting Mills, 100 Whiting St, Winsted
Halloween Sip & Shop, October 24, 6-9pm
Whiting Mills hosts a Halloween Sip & Shop After Dark with spooky décor, drinks, resident artists, and handcrafted gifts.
Whiting Mills, 100 Whiting St, Winsted
Woodbury
Flanders Haunted Hikes, October 17-18, October 24-25 5-8pm
The Haunted Hollow: Daylight and Dusk Tours, October 25, 4pm, 4:30pm, 5pm, 5:30pm, 6pm
Glebe House Museum’s Haunted Hollow takes you on a thrilling, spooky stroll through history, architecture, and eerie local legends.
49 Hollow Road, Woodbury
The Haunted Hollow: Evening Tours, October 25, 6:30pm
Glebe House Museum’s Haunted Hollow invites you to a spine-tingling walk through history, haunted homes, and shadowy spirits.
49 Hollow Road, Woodbury
Woodbury Lion’s Club Haunted Hayride, October 17-18, 24-25, 6:30-9:30pm
Haunted Hayride fun for all ages and a Kiddie Hayride.
14 School Street, Woodbury
Ground Zero: Witch Craft in Connecticut, October 4, 6:30pm
Explore Woodbury’s “Witch” trials, colonial witchcraft, and haunting historical stories in an immersive, evening theatrical experience.
49 Hollow Road, Woodbury
$25 Admission
