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Jack O’Lantern Trail at Brightwood Park
The 6th Annual Jack O’Lantern Trail is coming to Brightwood Park in Westfield on Saturday, October 24, 2026, from 3:30 PM to 5:30 PM!
Enjoy a festive afternoon of glowing pumpkins, a Halloween scavenger hunt, and Trunk or Treat along the trail. It’s a wonderful way to celebrate the season and enjoy the community spirit that makes Westfield such a special place to call home.
📍 Location: Brightwood Park, Westfield, NJ
🎃 Cost: $20
For registration and event details, visit the official Westfield Recreation event page.
Westfield Police Department & The Westfield Optimist Club: Halloween Family Fun & Parade 2026
Halloween Family Fun & Parade 2026 in Westfield, NJ 2026
Get ready for a fun-filled Halloween celebration in Westfield! The Halloween Family Fun & Parade 2026 takes place on Sunday, October 25, 2026, at Mindowaskin Park.
From 12–2 PM, enjoy Cops & Goblins with candy, face painting, balloon art, food trucks, emergency vehicles, and more. No registration is required for this portion of the event.
The Halloween Parade begins at 2 PM, featuring the Westfield High School Marching Band and costumed characters. Parade participation is limited to the first 500 registered children in grades pre-K–5. All children must be accompanied by an adult.
🎟️ Click here to register for the parade.
📅 Sunday, October 25, 2026 | 12–2 PM
📍 Mindowaskin Park, Westfield, NJ
Parking is not available at the Municipal Building. Visitors should park on nearby side streets and walk to the park.
Official Event Information & Registration
AddamsFest Masquerade Ball
Can you believe that we are already near the end of September? Where has the year gone? With October peeking its head around the corner, that means only one thing for Westfield residents. AddamsFest 2026 is almost here!. And one of the most popular events in the entire month is the Masquerade Ball.
What: AddamsFest Masquerade Ball
Where: James Ward Mansion (169 E Broad St)
When: Friday, October 2nd, from 8 pm to 11 pm
Admission: $125 per person
Contact: James Ward Mansion (908-873-9704(
AddamsFest 2026 Masquerade Ball
This year’s ball is not part of the official monthly celebration of Westfield’s native son. Instead, it is billed as a “Friends of AddamsFest” event. Simply stated, it pays homage to the “creepy, spooky” vibe of Charles Addams’ most popular creation with approval from the official festival organizers.
“Totality: an Eclipse Masquerade” offers guests a special night to dress to the nines and pretend to be whomever they wish courtesy of the mask they place upon their face. Dress codes are strictly enforced. Your $125 ticket includes a fabulous dining experience, cocktails (open bar), dancing, tons of entertainment, and much more. Organizers promise a surprise or two for those who attend.
Ticket Info
Tickets are currently available. However, they are limited. So you must hurry if you wish to be a part of this fabulous event. They cost $125 per person (plus tax). If you are interested, please visit the James Ward Mansion’s website here. This is a one-of-a-kind event that you won’t want to miss. Grab your tickets today.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Westfield FestiFall 2026
Can you believe that we are already in the middle of September? Where has the year gone? September in our neck of the woods means that autumn festivities are right around the corner. And the first one on the schedule? The Westfield FestiFall, of course.
What: Westfield FestiFall 2026
Where: Downtown Westfield
When: Sunday, September 20th from 10 am to 5 pm
Admission: FREE
Westfield FestiFall 2026
Over 300 vendors fill downtown Westfield’s streets with artwork, leather goods, and much, much more. Start check items off your Christmas gift list right now. What you get here can’t be found in the big box stores. In addition to the vendors, guests enjoy live music, great food, a family fun zone, and a special area for the kids to play. And for the adults? A wine and beer garden. (You must have a valid ID to purchase and consume alcoholic beverages.) Admission is free of charge.
Sweet Sounds Downtown Encore
After tonight, there will be just one more concert in the Sweet Sounds Downtown Encore series. It takes place next Friday, September 25th, from 6 pm to 9 pm. Bring a chair with you to enjoy in comfort. And come a little early so you can find a good spot. Then simply enjoy an evening of live music under the stars.
Westfield Story Walk 2026
For something fun to do with your entire family, take one or both of the Westfield Story Walks scheduled now through September 28th. Westfield Memorial Library put these walks together to help encourage a love of reading in children. Northside businesses featured large illustrated pages of “Thank You, Neighbor”. Southside businesses showcase large illustrated pages of “Fall Parade”. You can pick up a map of where to find these pages at the Westfield Memorial Library during regular business hours.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Westfield Story Walk 2026
Reading really is fundamental. Literacy builds confidence and self-esteem. It helps develop problem-solving skills and increases critical thinking. Also, it helps bring a diversity of cultures that you may otherwise never experience. Finally, it expands your career opportunities. One fun way to encourage a lifelong love of reading in our young people locally is through the Westfield Story Walk 2026.
What: Westfield Story Walk 2026
Where: Downtown Westfield
When: September 12th to 28th
Admission: FREE
Contact: Westfield Memorial Library (908-789-4090)
Westfield Story Walk 2026
Westfield Memorial Library teamed up with the Downtown Westfield Corporation to create the very first Story Walk. They chose two different children’s books to highlight for these walks. North side businesses feature Ruth Chan’s “Thank You, Neighbor” while south side businesses showcase Camelia Kay’s “Fall Parade”. The purpose of this event is to encourage a love of reading in a new, fun way…through the enlarged pages of children’s books on display at various downtown businesses. For maps showing which businesses plan on participating in this family-friendly event, please visit the Westfield Memorial Library during regular business hours.
Westfield Sweet Sounds Downtown Encore
Free outdoor evening concerts have always been a big hit here in Westfield. We couldn’t just let them go at the end of August. Organizers of Sweet Sounds Downtown decided to extend this wonderful evening of entertainment through September with their Sweet Sounds Downtown Encore. While the previous Sweet Sounds took place on Tuesdays and Thursdays each week, the encore offers them on Fridays only for the rest of September (with the exception of September 11th). Each concert takes place from 6 pm to 9 pm on Quimby Street. Simply bring a chair for your comfort, scout out a spot, and enjoy.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Westfield Sweet Sounds Downtown Encore 2026
While summer may be coming to an end, the outdoor summer concerts do not need to. If you’ve enjoyed what the City has had to offer up until now, you’re in luck. These concerts continue with the Westfield Sweet Sounds Downtown Encore series throughout September.
What: Westfield Sweet Sounds Downtown Encore 2026
Where: Quimby St
When: September 4th, 10th, 18th, and 25th, from 6 pm to 9 pm
Admission: FREE
Contact: Westfield Town Hall (908-789-4040) or via email
Westfield Sweet Sounds Downtown Encore 2026
Sweet Sounds Downtown Westfield officially ended last week. But this always popular concert series offers an encore for September. It continues from 6 pm to 9 pm on Quimby Street. The encore takes place primarily on Fridays (with the exception of September 10th). Grateful Dead Tribute kicks off the encore series on September 4th. September 10th features Country Line Dancing. Yacht Rock takes the stage on September 18th. And dueling pianos close out the month on September 25th.
Scotch Plains Fall Brush Pick Up 2026
Don’t forget! Scotch Plains is ready to pick up your brush and tree limbs on September 8th. This service is offered free of charge. All you need to do is put it ready for pick up. To do so, simply put them in piles at the curb starting now. You must separate your vegetative waste into leaves, branches, and gumballs. Branches cannot be longer than six feet and no bigger around than two inches. As long as you follo the guidelines, the City will pick them up. The City has a couple of different teams to pick up all around the City on pick up day.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Tour de Westfield 2026
Last month, the Tour de France covered 2100 miles over 23 days. You don’t have to ride nearly that long during the Tour de Westfield. This bicycle ride is just three miles long and encourages families to join in together.
What: Tour de Westfield 2026
Where: Westfield Train Station’s South Side
When: Sunday, August 30th, 10 am to 11 am
Tour de Westfield 2026
Grab your helmets and your bicycles and head to the Westfield Train Station on August 30th. In addition to the parade of bikes, there will be tons of music and other activities. It costs nothing to participate in the Tour, but you must be registered to join in on the fun. To register, visit the City of Westfield’s website here.
Summer Concerts Coming to an End
Next week is the final week for the free weekly summer concerts in our local communities. Sweet Sounds Downtown Westfield offers its final Tuesday and Thursday concerts on August 25th and 27th. Summer Sounds Cranford ends on the same two days as well.
Scotch Plains Broadway & Bubbles for Kids
Broadway & Bubbles is a fun way to introduce children to the wonderful world of live theater. Organizers utilize play time, movement, and sing-alongs to encourage kids to exercise their artistic brains. Adding bubbles to the mix just adds a bit of whimsy to the whole endeavor.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Westfield National Night Out 2026
A community that watches out for each other is a great community to live in. Law enforcement cannot be all places at all times. We need to help them out. Getting to know them makes this easier. How can you do that? By attending the Westfield National Night Out 2026 event.
What: Westfield National Night Out 2026
Where: Westfield Train Station, North Side
When: Tuesday, August 4th, 6 pm to 9 pm
Westfield National Night Out 2026
National Night Out actually began in 1984 as a way to connect law enforcement agencies with the communities they serve directly. It has grown every year to include communities all across the country. On Tuesday, August 4th, the Westfield Police Department hosts its National Night Out event at the North Side Westfield Train Station. Come meet your local law enforcement officers while enjoying fun games, activities, food, and music at the same time. It’s also 100% free to the public.
Sweet Sounds Downtown Westfield
We’re entering the final month of Sweet Sounds Downtown Westfield. This free family-friendly series brings three new concerts to the downtown area each week. On Tuesdays, visitors can choose between an open-air concert on Quimby Street or a lovely evening at Foundation Park. (Just make sure you bring a lawn chair with you for comfort at the park. No seating will be provided.) On Thursdays, the Quimby Street stage features an entirely new act. The series ends on the last Thursday in August.
Summer Sounds Cranford
Not to be outdone, Cranford also offers a free summer concert. Summer Sounds Cranford also happens every Tuesday and Thursday at Eastman Clock Plaza. Each day features a new musical act. Organizers also suggest that guests bring their own lawn chairs with them to enjoy the concerts in comfort. Their last concert of the season also takes place on August 27th.
Downtown Cranford Restaurant Week 2026
Finally, a little something for all foodies in the area. Downtown Cranford Restaurant Week starts on Sunday and runs through Thursday, August 6th. Dozens of restaurants in the downtown area feature special prix fixe menus especially for the occasion. Just visit your favorite restaurant…or use this as an opportunity to try someplace new…and ask for the Restaurant Week specials. You can’t go wrong.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Westfield Summer Sidewalk Sale
Summertime usually means more time outdoors. For some, that is a backyard barbecue. For others, it might mean one of the free summer concerts Westfield offers. Still others may want to enjoy great shopping deals. Fortunately for those people, the Westfield Summer Sidewalk Sale 2026 takes place later this month.
What: Westfield Summer Sidewalk Sale
Where: Downtown Westfield businesses
When: July 15th to 19th from 10 am to 4:30 pm
Westfield Summer Sidewalk Sale 2026
Several businesses in the downtown area offer special deals for five days in July. Some of the best deals can be found on the racks out on the sidewalk. The deals run all day long from July 15th to July 19th.
Summer Sounds Cranford 2026
Cranford offers free concerts every Tuesday and Thursday between now and the end of August. Summer Sounds Cranford features a new musical act twice a week at Eastman Clock Plaza. This is strictly a BYOC event (bring your own chair) since none will be provided at the venue. Come enjoy a new act twice weekly throughout the summer in Cranford.
Sweet Sounds Downtown Westfield 2026
Not to be outdone, Westfield offers its own summer concert series. Sweet Sounds Downtown Westfield offers three different concerts each week. Foundation Park hosts a live concert every Tuesday evening from 7 pm to 9 pm beginning on July 7th. Quimby Street hosts concerts every Tuesday and Thursday from 6 pm to 9 pm. This is also a BYOC event. No seating will be provided for any of these concerts either. Make sure you check the weather report and bring a lawn chair with you whenever you decide to attend.
Scotch Plains Summer Concert Series 2026
Scotch Plain also gets into the spirit of free outdoor summer concerts this month. Soul Seduction performs their R&B music on July 9th (rain date of July 16th). Alden Street performs ’60s and ’70s hits with their own spin on July 23rd (rain date of July 30th). Please come to Alan M Augustine Village Green at 7 pm on either night…or both if you wish. It costs nothing to attend. Just make sure you bring a lawn chair from home so you can watch in comfort. Otherwise, you’ll be standing the entire time.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
Westfield Match Night on Quimby
Soccer (or football as it’s known outside the United States) is the most popular sport around the world. According to Top End Sports, it lands solidly in the number one spot with approximately 3.5 billion fans worldwide.
What: Westfield Match Night on Quimby
Where: Quimby Street
When: Friday, June 12th beginning at 8 pm
Admission: FREE
Westfield Match Night on Quimby 2026
All over the world, soccer fans don their favorite team’s jerseys as they cheer them on to victory. Westfield Soccer Association invites you to put on your best red, white, and blue duds and cheer on Team USA as they compete against Team Paraguay in the FIFA World Cup on Friday, June 12th. The match will be televised live from Los Angeles Stadium on screens set up all over Downtown Westfield. Enjoy a little pre-game warm-up beginning at 8 pm all around Downtown Westfield. The match itself starts at 9 pm EST.
Westfield Spring Into Fitness
The last free class for Westfield’s Spring Into Fitness event takes place this Saturday, June 6th. If you in the ZEN Tai-Chi class, sign up online here. Then go to Foundation Park from 10 am to 11 am to participate. All ages and skill levels are welcome.
Summer Sounds Cranford 2026
Summer Sounds Cranford began on Tuesday this week. Every Tuesday and Thursday between now and the end of August showcases a different musical act at Eastman Clock Plaza. This is strictly a BYOC event (“bring your own chair”). No seating will be available on-site. The concerts themselves are free of charge. Just show up, pick a spot, set up your chair, and enjoy the sho.
I am grateful to all who entrusted me with your life-changing real estate moves and to all who referred me to your family and friends!
View Homes for Sale in the Westfield Area
Scott Gleason, CRS at Coldwell Banker Westfield, NJ Luxury Homes
