July 2, 2022

Chester Annual Halloween Pumpkin Festival and Parade

The Merchants of Chester Present The 12th Annual Chester Halloween Festival and Parade, Carved Pumpkin Showcase, and Costumed Art Gallery Opening Reception on Friday, October 28, 2011 from 5:00 p.m. to 9:00 p.m. in Chester Center.

Halloween will be celebrated in style in Chester on Friday, Oct. 28, from 5 to 9 p.m. This will be the twelfth year of the Annual Chester Halloween Festival and Parade and Carved Pumpkin Showcase, presented by the Merchants of Chester. The art galleries, stores, and restaurants will also be open during the evening to welcome visitors and families with special treats.


Chester’s Halloween Parade with Ghoulish Activities and Cemetery Hayrides

Bring a carved pumpkin to our Halloween Headquarters located at Century 21 Heritage Company, 1 Main Street by 5 pm on Friday, October 28th, enjoy the spooky glow during the evening and don’t forget to collect your pumpkin on the way home.

The town’s Halloween Costume Parade will convene at the Maple Street parking lot at 5:30 pm and commence at 5:45 down the hill toward the town’s center. Merchants in the village will keep their doors open a little later to give out treats.

From 6:00 to 8:00, a local DJ will rock the town with spooky serenades in front of Century 21 Heritage Company. Bring your dancing shoes and your grooviest moves. Contest held for Best Costume (adult and child) and Best Pumpkin (spookiest and most beautiful). Prizes generously donated by local shops. Village restaurants and a Healthy Hot Dog Cart will be serving up tasty family fare.

In addition, this year Chester will host the Second Annual Halloween Hayride with other Ghoulish Activities at the Laurel Hill Cemetery on Main Street in Chester from 7 to 10 pm. Climb aboard a hay wagon for a moonlit ride through one of Chester’s historic cemeteries. Cider, doughnuts and chili will be available to benefit the Chester PTO. Cost for a hayride is per person is $4.

Chester, Connecticut 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, goatcart, foot, bicycle or boat, a convenient two-hour drive from NYC and Boston, MA, Chester is located at exit 6 on RT 9, which is easily accessible from I95 and I91. Free parking is available at the Maple Street and the Water Street lots.

For general information about this spirited Halloween tradition, please contact Kim at thelocalbeetcoop@gmail.com, come see us at 1 Main Street or phone 860-526-2667. For specific information about particular merchant activities, call them directly, visit their websites, or consult www.Visit-Chester.com, which has a continually updated listing of the towns’ weekend and special events.

The following Chester Merchants will be open from 5:00 p.m. 9:00 p.m. on October 28, 2011 unless otherwise noted.

Peekabooquet n. cupcake

4 Water Street 860 526-2225


Join us to celebrate Halloween.Stop by for your halloween treat and get 10%

off purchase. Beautifully hadcrafted sweaters which are

locally made, along with our new collection, Mulberribush up to size 12, are

included at 10% off. Always evolving, always new, you’ll love our stuff.

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 on Friday,

October 28, 2011 with a reception from 5:00 – 8:00 p.m. This show runs

through November 27th. Open Weekends Noon – 6 pm. Other times by chance or

appointment. Visit anytime on the internet at http://www.nilssonstudio.com


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 in

Chester, CT. For more information contact Caryn B. Davis at 860-526-5936,

or via email at caryn@cbdphotography.com, or visit her website at



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 7:30pm Winner will receive our

hand painted “Palio Owl Mug” from Deruta (perfect for drinking your

favorite witch’s brew!)… Note to Dads and Moms:

Don’t be ‘SPOOKED’ about visiting CERAMICA with your little Trick or


We always enjoy seeing your entire family!



CHESTER GALLERY Stop by and enjoy the wonderful art on our walls, some

wine and cheese and straight from NYC the music of the “Wafting Tones”.

Costumes are encouraged! Friday, October 28th. from 6 to 8

76 Main St. Chester 860-526-9822 Tues. thru Sat. 10 t0 5


Maple & Main Gallery of Fine Art

One Maple Street, Chester 860-526-6065


Maple & Main Gallery’s new fall show is now hung with over 200 works by 31

Connecticut artists.Please visit our new small works gallery off the main

floor. We will be welcoming visitors from 5-8pm with refreshments and our

signature candy, M&M’s, for trick or treaters. The gallery is located in a

lovely historic building at the corner of Maple and Main streets.



Connecticut River Artisans

5 West Main Street; Chester 860 526-5575

Please join the Connecticut River Artisans for an evening of Halloween fun

Friday, October 28. Stop by, show off your costumes and partake of some

holiday treats in the newly remodeled Shops at the Mill House as we extend

our hours to 8PM for the Pumpkin Festival and Parade. The Artisans are

featuring Mary Anne Delorenzo (http://www.beachhouseglassbeads.com). The

Gallery at the Mill House is presenting the photographs of Lou Zucchi.



The Local Beet Co-Op, Chester’s own natural foods cooperative, will be

open till 9pm offering treats for the whole family during the Halloween

festivities! We’re excited to see your fun and spooky costumes during this

fun night downtown!


1 Main Street Chester, CT 06412 860.526.COOP (2667)


Dina Varano

27 Main Street Chester 860.526.8866

Join us on Friday, October 28th, for an inspiring evening of spirited drinks,

creative costumes and treats for you and your family. We will be open from


exhibiting our new creations for the season! Stop by and see the village

glowing with pumpkins and join the festivities! Happy Halloween!!



ELLE Design Studio {+ Shop}

5 West Main Street



We welcome the creatures of the night to venture out of the darkness, and

into the heart of Downtown Chester, for a frightfully fun evening of trick

or treating and more! Come visit our “spook-tacular” newly renovated

space, and enjoy some festive refreshments, while perusing our growing

collection of unique home furnishings, accessories, and artwork. Our doors

will be open late, so come on by, if you dare!



Chester Historical Society

9 West Main Street 860-526-2331


Historian Rob Miceli and Chesternative Cheri Ferrari Habersang will lead a

Chester Historical Society-sponsored walk through LaurelHillCemetery(in

the center of town) on Saturday, Oct. 29 at 2 p.m. Some of the families

that will be discussed will be the

Katie Wilcox family, the Sillimans, and the Brookses. There is no

admission for the this family event, which does involve a short walk with

inclines to reach the top of the

cemetery. To participate, just meet at the Main Street cemetery entrance

gates opposite Chester Gallery. Light refreshments will be served.