July 1, 2022

Halloween Celebration in Chester with Parade and Festival

Last Year's Halloween Celebration

Halloween comes early to Chester – this year, it’ll be celebrated on Friday, Oct. 29, from 5 to 9 p.m. As Kim Kellogg, Chester resident and owner of The Local Beet, says, “For many years, the spooky and spunky Chester Halloween Parade and Dance Party has been a favorite community event. Costumed parade-goers wind down Maple Street through Chester’s magical villagescape to arrive at the center where monster mash music fills the air.”

This year, Kim has been instrumental in organizing Chester’s first-ever Halloween Hayrides through the historic Laurel Hill Cemetery off Main Street, to add some “ghoulish family fun to the festivities.” The hayrides will be offered from 5:30 to 9, at a cost of $4 per person. The Chester PTO will sell cider, doughnuts and chili.

The Halloween Costume Parade will convene at the Maple Street parking lot at 6:15 p.m. and commence at 6:30 on a path toward the town’s center. This year’s parade will be led by a clean-burning biodiesel tractor celebrating Chester’s green living, and everyone is invited to join in. From 7 to 9, DJ Shawn will rock the town with spooky serenades in front of The Local Beet. Bring your dancing shoes. Those in costume can enter a raffle to win gift certificates from local shops.

Everyone is encouraged to bring a carved pumpkin to The Hammered Edge, 14 Main Street, by 5 p.m., to help provide a spooky glow during the evening (just don’t forget to collect it on your way home). The art galleries, stores, and restaurants will be open until 9 p.m.to welcome visitors and families with special treats. The Chester Museum at The Mill will also be open all evening, with free admission, so that visitors can see the “Closing of the Barn Door Exhibit,” with paintings and artworks by Chester artists.

This is the 11th year the Merchants of Chester have sponsored this Annual Halloween  Festival and Parade. Consult www.Visit-Chester.com for the continually updated listing of the town’s weekend and special events or call 860-526-5554 for more information. 

The following Chester Merchants will be open the evening of October 29:

Leif Nilsson Spring Street Studio & Gallery
One Spring Street, 860-526-2077
Halloween exhibit of a selection of oil paintings of the artist’s garden, his travels and the Connecticut River Valley by Leif Nilsson with a reception from 5:00 – 8:00 p.m. This show runs through Nov. 28. Open Weekends Noon – 6 pm. Other times by chance or appointment.

Caryn B. Davis
1 Spring Street, 860-526-5936
Chester photographer Caryn B. Davis will exhibit photographs from her travels to Italy, Portugal, Martha’s Vineyard, Puerto Rico and Mexico at the Leif Nilsson Spring Street Studio & Gallery at 1 Spring Street. 

Ceramica invites revelers of all ages to visit the shop Friday evening from 5:00 to 8:00…
Guess the number of Halloween candies on display. The closest ‘guesser’ will be announced at 7:30 pm. The winner will receive our hand-painted covered box from Tuscany (perfect for storing your magic potions or vampire ‘dental work’!)
Note to Dads and Moms: Don’t be ‘SPOOKED’ about visiting CERAMICA with your little Trick or Treaters…We always enjoy seeing your entire family !

C&G – Unparalleled Apparel, Seasonal & Timeless
3 North Main Street, 860.526.3284
Treats for all including a grab bag of coupons for 10, 20, 30 and 40% off a favorite item. Also in the grab bag, certificates for a free “Little Brown Bat” print by Jan Cummings, and for “BLUE 2011,” the artful, literate and very long calendar designed by Jan Cummings and Peter Good. Open late on Halloween Night. Hours: Wednesday through Sunday 12 to 5.

Chester Gallery
860-526-9822; chestergallery@att.net
We will be featuring a limited selection of Sol LeWitt prints.  Stop in from 5 to 7 and enjoy a glass of wine. Costumes encouraged!   Hours: Tues thru Sat 10 – 5.   

Chester Historical Society’s Chester Museum at The Mill
9 West Main St., 860-526-2331
The “Closing the Barn Door” Reception and barn art sale will be from 5 to 8 p.m. on Oct. 29.  Admission to the museum will be free for the evening.  Come and enjoy refreshments and Chester barn scenes produced by our own Chester artists.  Great holiday presents and 50% of the proceeds go to the Museum.

Connecticut River Artisans
5 West Main Street
860 526-5575
The Artisans are featuring Jane White’s October Show “On The Road Again” with new paintings of New England, which also include house portraits and pet portraits. The Gallery at The Mill House has paintings of Ellie Pringle of Higganum and Renni Ridgeway-Korsemeyer of Old Lyme.  Their show theme is “New England Landscapes.” Refreshments will be served from 5-8pm. 

Dina Varano
27 Main Street, 860-526-8866
Join us on Friday, October 29 for an inspiring evening of spirited drinks, creative costumes and treats for you and your family.  We will be open from 5-9.  Stop by and see the village glowing with pumpkins and join the festivities!  Happy Halloween!!
Goodspeed Musicals – The Norma Terris Theatre
33 North Main Street, 860-873-8668
Join us for the 8 p.m. performance of James and the Giant Peach, a new musical based on the beloved Roald Dahl story, featuring the choreography of Pilobolus.  Known for their startling mix of humor and invention, Pilobolus dancers join the actors to bring to life some of the most imaginative characters ever seen in a musical! Not just for kids; adults will also be fascinated by the imagination and creativity in this production. Tickets $42.

Hammered Edge llc Studio & Gallery
14 Main Street, 860-526-1654
NIGHT OF THE HAMMERED EDGE! Friday October 29 from 5-8 pm. We are your source for festive costume wear. Choose from among our many masks, exotic hats, funky eyewear, and accessories. Come in costume and/or bring a jack-o-lantern (battery-lit only). There will be treats for all and all are welcome! We specialize in jewelry, beads, buttons, repairs, world artifacts, custom-designed jewelry, masks and headdresses. Jewelry workshops by appointment.

Hitchery Books
4 Water Street, 860-526-8722
Come by and see our collection of Halloween children’s books and get a special Halloween treat! We will be open until 8 p.m. on October 29.
Lori Warner Studio/Gallery
We’ll be dressed up in our spooky best. Come visit the gallery with the entire family from 5-9pm. New work unveiled that day and always something creative happening…come see!

Maple & Main Gallery of Fine Art
One Maple Street, 860-526-6065
The new Maple & Main Gallery will be exhibiting autumnal-themed paintings throughout the gallery, including our newly renovated downstairs gallery and studio space. We will be welcoming visitors from 5-9 pm with refreshments and our signature candy, M&M’s, for trick or treaters.

Peekabooquet n. cupcake
4 Water Street, 860-526-2225
 Join us to celebrate Halloween.  Our unique fall clothing for newborns and toddlers to 6T is arriving weekly.  Winter will be here soon, so come in and see our absolutely adorable hats, mittens and scarves and get 10% off on all outerwear purchases.  And don’t forget to pick up your treat.  Always evolving, always new, you’ll love our stuff – we do.

Chester is a unique town that holds the past, present, and future in delightful balance. A storybook New England village, Chester is located on the left (port) bank of the beautiful Connecticut River, about 10 miles north of Long Island Sound. The town is renowned for its quaint shops, artist galleries and a variety of fantastic restaurants that all family members can enjoy. Easy to reach by car, rail, air, or boat, a convenient two-hour drive from NYC and Boston, Chester is located at exit 6 on Rte. 9, which is easily accessible from I-95 and I-91.