Fall KickOFf weekend
October 4&5, 2024

Arts & Entertainment

The brick sidewalks and bustling streets of Downtown Easton are preparing to play host to the town’s Fall Kickoff Event on October 4th and 5th, which promises to be bigger than ever this year!

You can bet your Autumn dollar that it will be a fun time for all!

As in previous years, various businesses throughout downtown Easton will have giant pumpkins professionally carved and decorated in their storefronts, depicting fall themes, pop culture, and more. Visitors are encouraged to stroll through town and take pictures of their favorite pumpkin along the pumpkin trail or take a free horse-drawn carriage ride down the historic streets courtesy of Tanglao Carriage Driving.

The Academy Art Museum will also host pumpkin paintings for children to decorate to take home. AAM will also host the fall outdoor movie night with a free showing of Barry Sonnenfeld’s The Addams Family. Attendees are encouraged to bring a blanket or chairs as they enjoy the ambiance of the cozy, historic atmosphere to enjoy the feature film. Local bands will be playing live in several areas, as well as phenomenal juggling demonstrations from professional juggler and entertainer Cascading Carlos.

The Easton Family YMCA will be the center of the new additions, boasting activities that will be available throughout the event to keep little ones engaged. The Be With Me Playseum will offer cookie decorating for an additional flare of creative fun. Local hobby shop Two Pair will be handing out free promotional material, offering raffle prizes, and hosting demo games of the Pokemon Trading Card Game for all those interested. E-sports gaming center Contender will also maintain 4 free-to-play drop-in booths for multiplayer games for age-appropriate gamers at the event. Last but certainly not least is a ‘kissing booth’ set up by the Talbot Humane Society, which will give everyone a chance to interact with some friendly, furry faces. To accommodate the new vendors at the Fall Kickoff, a portion of the parking lot next to the Easton Visitors Center on South Harrison Street will be dedicated to children’s activities for both days of the event.

While downtown comes alive with activity and the feeling of seasonal warmth, Easton’s shops and unique retailers will welcome all visitors with special sales and savings for the autumn season. Local restaurants will also host tasting events, food and drink specials, as well as live performances. With around 80 shopping, dining, and entertainment venues, downtown Easton will be filled with autumnal fun and picture-perfect art for everyone to experience.

Fall Kickoff Weekend is made possible by the generous support of signature sponsor Preston Automotive Group, Bay Country Security and Safehouse LLC, the Town of Easton and the Easton Economic Development Corporation.

Live Sculpture Demonstrations

Friday Night from 5 pm to 7 pm

The featured attraction of the kickoff is the on-site carving of pumpkins along the giant pumpkin trail. You’ll have a chance to see the artists from Icelab work their magic as giant gourds become amazing works of art! There will be 3 live carvings sprinkled throughout downtown Easton on Friday evening. See if you can catch them all! The first live carving will be at 5:00pm at Tiger Lily located at 206 N Washington Street. The second live carving will be in front of the Talbot County Courthouse located at 11 N Washington Street at 6:00pm and the third and final live carving with be at the Waterfowl Building located at 40 S Harrison Street at 7:00pm.  

Friday Evening

Giant pumpkin trail & live Carvings from 5 p.m. to 7 p.m.- Check the map for locations!

Enjoy free live musical performances and outdoor entertainment during the kickoff weekend!

Live musical performance from Poppy Blue Eyes & The Eastern Shore Jazz Ensemble from 5 p.m. to 8 p.m.

Free Carriage rides from Tanglao Carriage Rides from 4 p.m. to 8 p.m. The carriage will be on 11 South Harrison Street in front of the Easton Visitors Center.

Cascading Carlos will be in Thompson Park from 5 p.m. to 7 p.m! Carlos has fascinated and entertained children and adults alike for over two decades with his phenomenal juggling demonstrations and terrific personality.

October’s First Friday Gallery Walk will also be the perfect opportunity to find incredible, vibrant pieces from an array of talented artists. Whether you visit Studio B Gallery, The Trippe Gallery, Troika Gallery, Spiralis Gallery, The Zebra Gallery, The Zach Gallery and the TRA Gallery, your eyes are in for a visual feast.

The Working Artists Forum and special guests invite you to attend Pretty in Pink, a fine art sale on Friday, October 4th, 2024 from 11:00 am to 7:00 pm. This free event honors Breast Cancer Awareness month with proceeds to benefit the Clark Comprehensive Breast Center. Join the WAF for a day of art, music, information, and refreshments with free admission and celebrate Pretty in Pink in Easton.

The Academy Art Museum will also host pumpkin paintings for children to decorate to take home. AAM will also host the fall outdoor movie night with a free showing of Barry Sonnenfeld’s The Addams Family. Attendees are encouraged to bring a blanket or chairs as they enjoy the ambiance of the cozy, historic atmosphere to enjoy the film.

While downtown comes alive with activity and the feeling of seasonal warmth, Easton’s shops and unique retailers will welcome all visitors with special sales and savings for the autumn season. Local restaurants will also host tasting events, food and drink specials.. With around 80 shopping, dining, and entertainment venues, downtown Easton will be filled with autumnal fun and picture-perfect art for everyone to experience.

Saturday

Live musical performance from Three of a Kind & Jayla Elsie from 11 a.m. to 3 p.m.

A portion of the parking lot next to the Easton Visitors Center on 11 South Harrison Street will have fall fun for the whole family!

The Easton Family YMCA will be the center of the new additions, boasting activities that will be available throughout the event to keep little ones engaged including a giant Connect 4 game, inflatable Ring Toss, bowling, and a craft table to assemble kites (takes less than 5 minutes to craft) and kids can decorate them. The YMCA will also have an information table where there will be raffles for memberships, swim lessons and promotional giveaways, and membership and program information for school-aged, family, and senior programming.

 

The Be With Me Playseum will offer cookie decorating for an additional flare of creative fun.

 

Local hobby shop Two Pair will be handing out free promotional material, offering raffle prizes, and hosting demo games of the Pokemon Trading Card Game for all those interested.

 

The Talbot Humane Society will have a ‘kissing booth’ set up on Harrison Street, which will give everyone a chance to interact with some friendly, furry faces.

 

Free Carriage rides from Tanglao Carriage Rides will be from  12 p.m. to 4 p.m. The carriage will once again be on 11 South Harrison Street in front of the Easton Visitors Center.

 

The Talbot County Free Library will have a fall-themed story time for young kids Saturday morning.

 

Cascading Carlos will return to Thompson Park from 11 a.m. to 4 p.m.

Fall Kickoff Information

Check out our listings below to help plan your weekend!