WednesdayDoors 5:00 p.m.; games 7:00 p.m.Danielson
Bingo at St. James Church
St. James Church
Evening bingo with the kitchen open.
Card prices and age guidance not stated.
FamilyFood & farm
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September 16, 2026
WednesdayLunch 11:30 a.m.; bingo 12:00 p.m.Putnam
Putnam Senior Lunch and Bingo
Putnam Municipal Complex, 200 School Street
Putnam Recreation Department and Commission on Aging lunch followed by bingo.
Reserve lunch or ask questions at 860-963-6800 ext. 350; cost not stated.
Outdoors & sportsFamily
Wednesday1:00–5:00 p.m.Brooklyn
Brooklyn Historical Society Museum Open Hours
Brooklyn Historical Society Museum, 25 Canterbury Road
The museum is open to visitors; admission is free and all are welcome.
Free admission.
Arts & cultureFamily
Wednesday1:30 p.m.Danielson
Killingly Senior Movies: “Arthur the King”
Killingly Community Center, Broad Street
Killingly Parks and Recreation afternoon movie screening.
Cost and registration not stated.
FamilyArts & culture
September 17, 2026
ThursdayDoors 5:00 p.m.North Grosvenordale
Bingo at St. Joseph's Church
St. Joseph's Church
Evening bingo at St. Joseph's.
Start time for the games, card prices, and age guidance not stated.
Family
Thursday11:00 a.m.–1:00 p.m.Brooklyn
Free Clothing Closet
Brooklyn Cares Community Center, 31 Tiffany Street
Free clothing open to everyone; donations are accepted.
No cost; open to all.
Outdoors & sportsFamily
Thursday6:00 p.m.Putnam
Free Concert: The Lesters
Rotary Park
Putnam Baptist Church presents an outdoor concert featuring The Lesters.
Free; end time and seating not stated.
Arts & cultureFamily
September 18, 2026
Friday7:30 p.m.Putnam
Movie Night: Jurassic Park
Bradley Playhouse, 30 Front Street
Screening of the 1993 science-fiction adventure film; the official venue listing supplies the current 2026 context.
$8 at the door; no online presales; age guidance not stated.
September 19, 2026
Saturday10:00 a.m.–12:00 p.m.Putnam
Quiet Corner Community Baby Shower
Hale YMCA, 9 Technology Park Drive
TEEG event with local-resource connections and advertised giveaways.
Admission and registration not stated; for expecting families and families with babies six months or younger.
FamilyView source
Saturday10:00 a.m.–3:00 p.m.Plainfield
Celebrate Plainfield Day
Lions Park, 8 Community Ave.
Bounce houses, face painting, demonstrations, local business vendors, music, food, and more at Lions Park.
Free; family/community event; no formal age limit stated.
FamilyView source
Saturday12:00–9:00 p.m.Brooklyn
Northeast Truck Fest
Brooklyn Fairgrounds, 15 Fairgrounds Road
Truck-focused event; passengers need spectator tickets.
$15 spectator; $35 Show and Shine, including driver/show-field entry; age guidance not stated.
FamilyView source
Saturday12:00–4:00 p.m.Pomfret
Pomfret Fall Festival
Pomfret Recreation Park, 576 Hampton Road
Town recreation festival; vendor fees in the official packet are not attendee admission prices.
Public admission, registration, and age guidance not stated.
Saturday2:00 p.m. to duskPomfret
Tri State Cruisers Saturday Night Cruisin'
Pizza 101, corner of Routes 101 and 169
Car cruise-in at Pizza 101. Donations are accepted and benefit the Hole in the Wall Gang Club.
No admission charge stated; donations welcome.
Family
Saturday5:00–10:00 p.m.Plainfield
14th Annual Keep You Truckin' Fundraiser
Jolly John's Truck & Equipment, 380 North Main Street, Moosup
Food, raffles, auctions, music, comedy, and more at Jolly John's in Moosup.
$50 per ticket, available in person at Jolly John's Truck & Equipment. Age guidance not stated.
FamilyFood & farm
Saturday8:00 a.m.–4:00 p.m.North Grosvenordale
Flea Market, Yard & Bake Sale
St. Stephen Parish Center, Route 197, Quinebaug
Parish flea market, yard sale, and bake sale in Quinebaug; it continues Sunday.
Admission and table cost not stated.
FamilyFood & farm
September 20, 2026
Sunday9:00–11:00 a.m.Pomfret Center
Bird Banding Demonstration
Connecticut Audubon Center at Pomfret, 218 Day Road
Watch banders measure, band, and release birds.
$5 members / $10 nonmembers; registration required; age guidance not stated.
Sunday1:00–2:30 p.m.Brooklyn
Pumpkin Sourdough Workshop
Little Dipper Farm, 499 Wolf Den Road
Hands-on class with starter, beginner guide, tools, take-home dough, tea, and pastries.
Tickets from $65; age guidance not stated.
Sunday9:00 a.m.–1:00 p.m.North Grosvenordale
Flea Market, Yard & Bake Sale
St. Stephen Parish Center, Route 197, Quinebaug
Second day of the parish flea market, yard sale, and bake sale in Quinebaug.
Admission and table cost not stated.
FamilyFood & farm
SundayCheck-in 8:00 a.m.; kids' fun run 9:00 a.m.; 5K 9:30 a.m.Putnam
NOW 5K Run/Walk
Registration at the old Lake Tavern
Kids' fun run, 5K run and walk, then awards, music, food, drink, and family activities from 10:30 a.m.
Registration online; entry cost not stated. Full street address of the start not stated — check the organizer.
September 23, 2026
Wednesday2:00–4:00 p.m.Eastford
Eastford Food Pantry Distribution
Eastford Baptist Church, 133 Union Road
September-specific food-assistance session.
For Eastford residents experiencing food insecurity; confidential signup; delivery available for homebound residents.
FamilyView source
Wednesday5:30–6:30 p.m.Danielson
Picky Eating Workshop
Killingly Public Library, 25 Westcott Road
A licensed occupational and feeding therapist shares parent strategies and answers questions.
Ages 18+; cost and registration not stated.
WednesdayTime as listed by the libraryNorth Grosvenordale
Roll and Play
Thompson Public Library, 934 Riverside Drive
Drop-in play session for young children and their grown-ups.
Cost not stated.
September 25, 2026
Friday6:00–8:00 p.m.Plainfield
Fri-YAY! Gymnasium Night
Shepard Hill Elementary, 234 Shepard Hill Road
Open-play recreation with games and basketball activities.
$5 resident / $7 nonresident; registration; grades K–6.
FamilyView source
September 26, 2026
Saturday9:00 a.m.–2:00 p.m.Pomfret Center
Windham-Tolland 4-H Camp Fall Tag Sale
326 Taft Pond Road
Sale at the horse-camp entrance with household, vintage, holiday, toy, furniture, and other donated goods.
Cost, registration, and age guidance not stated.
FamilyView source
Saturday10:00 a.m.–3:00 p.m.Hampton
Hampton Harvest Festival
Lawn between Community Center and Town Hall, 164 Main Street; rain site 380 Main Street
Pet parade at 10:30 a.m., hayrides at 11:00 a.m. and 1:00 p.m., family activities, vendors, food, and Rick Lovallo from 11:00 a.m.–2:00 p.m.
Free admission and parking; pet-parade preregistration and pet-safety rules apply.
SaturdayTime as listed by the libraryEastford
Welcome Fall Craft
Eastford Public Library, 6 John Perry Road
A seasonal craft session at the library.
Cost not stated. Materials provided as supplies last.
SaturdayTime as listed by the townCanterbury
Canterbury Old Home Day
Canterbury — see the town listing for the location
The town's annual Old Home Day gathering.
Cost not stated.
FamilyTown of Canterbury
Saturday9:00 AM – 12:00 PMWoodstock
Faith Bible Church Giant Giveaway
Faith Bible Church, 587 Route 171
Giveaway of furniture, appliances, clothing, toys, books, and household items.
Anything not covered above is not stated.
FamilyFood & farm
Saturday11 a.m. – 1 p.m.Putnam
Furniture and Bicycle Giveaway
Living Faith UMC Barn, 26 Eden Street
Free household furniture and bicycles, first come first served.
Free. Items available on a first-come, first-served basis.
September 26 and September 28–29, 2026
Saturday, Monday–TuesdaySat. 10:00 a.m.–1:00 p.m.; Mon.–Tue. 10:00 a.m.–7:30 p.m.North Grosvenordale
Friends of Thompson Library Annual Book Sale
Thompson Public Library, 934 Riverside Drive
Three-day Friends book sale in changing library community rooms.
No registration; sale prices, admission, and age guidance not stated.
FamilyView source
September 26–27, 2026
Saturday and SundayTimes not statedWoodstock
Explore Woodstock Fall Shop Hop
Participating Woodstock businesses
A weekend of shopping across Woodstock businesses with a stamp card and prize drawings.
Free to take part. Pick up a card at a participating business and collect stamps for a chance at 22 prizes. Hosted by the Woodstock Business Association.
Saturday and Sunday9 a.m. – 2 p.m.Pomfret Center
Fall Tag Sale at the Horse Barn
326 Taft Pond Road
Two-day tag sale of gently used furniture, housewares and more.
Rain or shine. Follow the signs to the entrance.
September 27, 2026
SundayKids 9:30 a.m.; 10K 10:10; 8K 10:20; 5K about 10:30Sterling
Moosup Valley 5K, 8K and 10K All Trail Race
Parking, start, and finish at Weidele's, 50 Main Street
Registration's place field says 3 River Street, while event logistics put parking, start, and finish at Weidele's, 50 Main Street; follow the live organizer instructions.
$49 for each adult distance; Kids Fun Run free; no numeric child ages stated.
Sunday2:00 p.m.Putnam
RRS Oasis Rainforest Reptiles: Goose's Gotcha Day
Bradley Playhouse, 30 Front Street
Animal encounters and anniversary benefit for RRS Oasis Animal Sanctuary and the theater.
Ticket price and age guidance not stated.
FamilyView source
Sunday11 a.m. – 3 p.m.Killingly
Barnyard and Best Friends Vendor Fair
4Gs Pizzeria, 305 Hartford Pike, Dayville
Vendor fair with crafts, pet supplies, farm goods, artwork and artisan wares.
Admission cost not stated.
SundayFollowing worshipCanterbury
Ice Cream Party — Farewell to Pastor Michelle
First Congregational Church of Canterbury, 6 South Canterbury Road
Ice cream social to say goodbye to the church's interim pastor.
Cost not stated. All are welcome.
September 29, 2026
TuesdayTime as listed by the schoolPutnam
Back to School Parent Mixer
Putnam High School, 152 Woodstock Avenue
An evening for parents to meet staff and each other.
Cost not stated.
FamilyPutnam Public Schools
October 2, 2026
Friday6:00–9:00 p.m.Pomfret
Redcoats, Rebels, and Rev'rie Tavern Night
Vanilla Bean Café, 450 Deerfield Road
Revolutionary Pomfret kickoff with a tavern menu and sea shanties and tavern songs by Rick Spencer and Dawn Indermuehle.
$10; age guidance not stated.
October 3–4, 2026
Saturday–Sunday9:00 a.m.–5:00 p.m. each dayPomfret
Revolutionary Pomfret
Pomfret Recreation Park, 576 Hampton Road
Reenactment and living history with maneuvers, colonial crafts, music, children's games, and local-history programming.
Admission, registration, and numeric age guidance not stated; family-oriented.
October 3, 2026
Saturday9:30–11:30 a.m.Danielson
Halloween Costume Swap
Killingly Public Library, 25 Westcott Road
Bring clean, gently used costumes to swap; unclaimed costumes will be donated.
All ages; cost and registration not stated.
FamilyView source
Saturday10:00 a.m.–2:00 p.m.Brooklyn
Putnam Elms Guided Tours for Pomfret 250
191 Church Street
Guided tours of the historic Daniel Putnam home.
Free; no registration; age guidance not stated.
Saturday11:00 a.m.–3:00 p.m.; rain date Sunday, October 4North Grosvenordale
Thompson Community Day
Riverside Park, 815 Riverside Drive
Community awards, school music, Lickity Split concert, food trucks, classic cars, family activities, vendors, and public-safety displays; exact concert time not published.
Free guest admission; no age restriction stated.
FamilyView source
Saturday10:00 AM – 2:00 PMKillingly
Killingly FFA Corn Maze
Killingly Intermediate School (parking lot)
The Killingly FFA chapter's corn maze, geared for kids under 10 — corn maze, hayrides, and pumpkin painting.
$2 or 2 non-perishable food items, benefiting Friends of Assisi Food Pantry.
Saturday9:00 AM – 2:00 PMPlainfield
Fall Arts and Crafts Vendor Fair
Moosup Rotary Park, Moosup
An outdoor arts and crafts vendor fair at Moosup Rotary Park.
Cost, vendor sign-up, and rain plan are not stated.
Family
Saturday12 noon – 4 p.m.Plainfield
3rd Annual Bike and Auto Show
Plainfield VFW, 7 Winsor Avenue
Bike and auto show presented by the VFW Riders, with trophies in several classes.
$10 per person, kids 12 and under $5, 5 and under free. Rain date October 4.
Saturday10 a.m. – 4 p.m.Brooklyn
Trinity Episcopal Fall Festival
Trinity Episcopal Church, 7 Providence Road
Church fall festival with vendors at the junction of Routes 6 and 169.
Vendor spaces $30, or $40 with a table. Visitor admission not stated. Vendor information and application on the church website.
October 10, 2026
Saturday9:00 a.m.–5:00 p.m.; ceremonies 10:00 a.m.Brooklyn
Scotland Highland Festival and Games
Brooklyn Fairgrounds, 15 Fairgrounds Road
Highland athletics, piping, dance, music, heritage activities, food, vendors, and storytelling.
$25; $20 veterans/students/seniors; $5 ages 5–12; under 5 free; organizer currently says bring $5 cash for parking.
October 11, 2026
Sunday2:00 p.m.Brooklyn
Ghost Stories to Scare the Dickens Out of You
Putnam Elms, 191 Church Street
Charles Dickens ghost-story portrayal. A separate 1:00 p.m. Preservation Connecticut member tour requires registration.
Free public performance; no registration; children welcome.
October 12, 2026
Monday10 a.m. – 2 p.m.North Grosvenordale
Halloween Costume Giveaway
TEEG
Free Halloween costumes for local families, organized by the Putnam Rotary Interact Club.
Free. Open to families in Pomfret, Woodstock and Thompson.
Registration deadline October 12, 2026; setup by October 15
MondaySetup deadline 12 noon October 15Putnam
17th Annual Scarecrow Contest
Downtown Putnam
Businesses, organizations, groups and individuals build scarecrows for the annual downtown contest.
Free to enter. Registration deadline is October 12; scarecrows must be set up by noon on October 15.
October 14, 2026
Wednesday6–8 p.m.Putnam
Senior Spooktacular Halloween Dance
Putnam Elks, 64 Edmond Street
Halloween dance for seniors with music by JL Sound.
Cost not stated. Costumes encouraged.
October 17, 2026
Saturday9:00 a.m.; arrive by 8:50Putnam
TackleJR
Putnam Lions Memorial Dog Park, Kennedy Drive
Half-mile children's run finishing at Hale YMCA; each participant receives a finisher medal.
Free; registration required; ages 2–12.
Saturday10:00 a.m.–3:00 p.m.Putnam
Great Pumpkin Festival
Downtown Putnam; exact street address not published
Vendors, crafts and art, live music, children's activities, and pumpkin-themed menus; the Town's October 17 date controls over a stale organizer page.
Admission, registration, and formal age guidance not stated.
FamilyView source
Saturday10:00 a.m.–3:00 p.m.Brooklyn
Little Dipper Farm Harvest Festival
499 Wolf Den Road
Farm festival with the John Spignesi Band.
Cost, registration, and age guidance not published.
Saturday8 a.m. – 1 p.m.Danielson
2nd Annual Holiday Bazaar Fundraiser
The Cornerstone Baptist Church, 247 Broad Street
Fundraising bazaar with raffle baskets, baked goods, gift and craft items and vendors.
Admission cost not stated. Take-out lasagna also available.
Saturday1–3 p.m.Danielson
The Great Danielson Pumpkin Patch
Fenced yard behind the church, 9 Spring Street
Pick a pumpkin, paint it, play yard games, with free popcorn and water.
No required cost. Donations appreciated to help offset the cost of the event.
Saturday1–4 p.m.Putnam
Trunk or Treat with Walmart 1980
Putnam Walmart, store 1980
Trunk or treat in the Walmart parking lot.
Free to attend as stated; other details not stated.
October 17–18, 2026
Saturday–Sunday10:00 a.m.–4:00 p.m. both daysWoodstock
Roseland Cottage Fine Arts & Crafts Festival
556 Route 169
Juried show with 180 artisans, live music, food vendors, and first-floor cottage tours; rain or shine.
Historic New England members free; nonmembers $5; children under 12 free; outdoor uneven terrain.
October 19, 2026
MondayFall festival 1–5 p.m., trunk or treat 2–4 p.m.Plainfield
Fall Fest and Trunk or Treat
Lions Park
Fall festival with food trucks, trunk or treat and community partners.
Vendor spaces $20 per 10x10. The flyer says "Saturday, October 19th" — October 19, 2026 is a Monday, so check the date with the organizers.
October 23, 2026
Friday7:00 p.m.; rain date October 30Putnam
Zombie Fashion Show
Rotary Park, 190 Kennedy Drive
Halloween runway competition with prizes and DJ music.
Entrant registration closes October 22 at 11:59 p.m.; spectator price not published; all-age entrant categories.
FamilyView source
Friday6 p.m.Danielson
Hocus Pocus on the Lawn
Westfield Lawn
Outdoor Halloween movie night co-sponsored by KPRD and Westfield Church.
Free as stated; bring a canned good to donate. Costumes encouraged.
October 23, 24 and 30, 2026
Friday6:30–9:30 p.m.Pomfret
Nick's Nightmare
Pomfret Little League Field, 65 Hampton Road
Haunted hayride, house of clowns and creepy corn maze.
Adults $10, children under 8 free.
October 24, 2026
Saturday10:00 a.m.–2:00 p.m.Plainfield
Rotary Club of Plainfield 4th Annual Car Show
Town Hall, 8 Community Avenue
Annual car show; the Chamber page supplies date, time, organizer, and municipal location.
Cost, registration, and age guidance not stated.
FamilyView source
Saturday4–6 p.m., parade steps off 6:15 p.m.Killingly
Killingly's 4th Annual Spooktacular Halloween Light Parade and Block Party
Main Street, Killingly
Halloween light parade and block party on Main Street.
Free to watch as stated. Registration required to be in the parade. Rain date October 25.
Saturday10 a.m. – 2 p.m.Danielson
3rd Annual Ellis Tech PFO Craft and Vendor Event
Ellis Technical High School, 613 Upper Maple Street
Craft and vendor event hosted by the Ellis Tech Parent Faculty Organization.
Cost not stated.
October 31, 2026
Saturday4–7 p.m.North Grosvenordale
Trunk or Treat at Valley Springs Sportsman's Club
Valley Springs Sportsman's Club, 65 Valley Road
First trunk or treat at the club, with a spooky hayride.
One bag of candy per child. Open to the public.
November 4, 2026
Wednesday6–8 p.m.Putnam
Senior Football Dance Party
Putnam Elks, 64 Edmond Street
Football-themed senior dance with music by JL Sound.
Cost not stated. Wear your favorite team jersey.
November 14, 2026
Saturday9 a.m. – 1 p.m.Putnam
Young Entrepreneur Showcase and Vendor Fair
Putnam Middle School
Vendor fair hosted by the Putnam Middle School PTO, with a showcase for young entrepreneurs.
Vendor fee $25, young entrepreneurs under 18 $5, tables to rent for $5 more. Spaces based on a 6 ft table.
November 21, 2026
Saturday8:30 a.m. – 2:30 p.m.Plainfield
8th Annual Fall Craft and Vendor Fair
William L. Mercier Post 5446 VFW, 7 Winsor Avenue
Craft and vendor fair with baked goods, food and a raffle.
Admission cost not stated. Vendor information from Amanda Deojay.
November 21–22, 2026
Saturday and Sunday10 a.m. – 3 p.m.North Grosvenordale
5th Annual Christmas Market
Thompson Raceway, Thompson
Indoor and outdoor holiday market with local vendors, food trucks, live music and photo mini sessions.
$5 admission, free parking.
December 9, 2026
Wednesday6–8 p.m.Putnam
Jingle All the Way Senior Dance
Putnam Elks Lodge, 64 Edmond Street
Holiday senior dance with music by JL Sound and photos with Santa.
Cost not stated. Bring your camera for selfies with Santa.
February 6, 2027
Saturday12–8 p.m.Putnam
Fire and Ice Festival
Downtown Putnam
Downtown Putnam's winter Fire and Ice Festival.
Cost not stated. Listed on the town's event calendar as a 2027 event.
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