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About the Saybrook Starlight Festival

Celebrate the season during the Saybrook Starlight Festival, a day of festivities and fun activities to kick off the holidays!

Schedule of Events

Main Street Starlight Stroll

Time
4:00pm - 7:00pm

Main Street businesses will stay open a little later and host special events and sales. More details and participating stores coming soon!

Saturday, December 5, 2026

Celebrate the season during the Saybrook Starlight Festival, a day of festivities and fun activities to kick off the holidays!

Local Shopping with Extended Store Hours

Time
-
Time
All Day

Shop local and support our Main Street businesses. They are decorated, stocked and ready with holiday cheer!

Starlight Restaurant Specials & Live Entertainment

Time
-
Time
All Day

Visit one (or more!) of our many wonderful restaurants who will be offering up Starlight Specials. Have a bite to eat, a Starlight beverage or listen to a little live music. See below for participating venues and details. Many are offering veteran and military discounts to recognize service members in honor of the Heroes Tree Lighting.

Ornament Decorating at Parks & Recreation

Time
12:00 pm
-
12:45 pm
Time
All Day

Children can make a fun keepsake of the holiday season to decorate the Christmas tree. Ages 3-12 years old. Register here.

Horse-drawn Wagon Rides

Time
1:00 pm
-
4:00 pm
Time
All Day

Enjoy a journey down our festively decorated Main Street with this classic winter experience! Pick-up and drop-off at the Town Green (302 Main Street).

Family Fun on the Town Green

Time
1:00 pm
-
4:00 pm
Time
All Day

* Crafts and a scavenger hunt with Acton Public Library.

* Facepainting and games by Youth & Family Services.

* Decorate holiday cards for service members sponsored by the Blue Star Moms.

* Inflatable gingerbread house and candy chaos obstacle course.

* Old Saybrook Garden Club holiday greens table - kids and adults are welcome to make something special with our local greenery experts.

* Lighted wooden stars for sale from the Lions Club.

* Free writing journals and books for kids while supplies last and decorated snowflake craft from the Rotary Club.

* Win one of two family 4-packs to see Frosty at the Kate on December 6th.

* Find out more about shoreline train service with CT Rides.

* Visit the Starlight Café on the Kate patio and enjoy FREE hot chocolate courtesy of the Lions Club and food from other vendors.

Starlight Café

Time
1:00 pm
-
4:00 pm
Time
All Day

Featuring seating on the Kate patio, enjoy FREE hot chocolate courtesy of the Lions Club. The Knights of Columbus will serve hot beignets. Food trucks: Frank Andrews Mobile Kitchen (pizza) and Dude's Donuts. YUM!!

Visit from Santa at Town Gazebo

Time
1:30 pm
-
3:30 pm
Time
All Day

Santa arrives in Old Saybrook’s version of a sleigh courtesy of one of the Old Saybrook Police Department's new vehicles. Meet the most famous jolly old elf at the town gazebo on the Town Green. Volunteers will be available to snap a family photo.

Carolers on Main Street

Time
2:00 pm
-
5:00 pm
Time
All Day

The Connecticut Yuletide Carolers, a festive a cappella quartet dressed in elegant Victorian costumes, will fill the winter air with the bright sounds of the season. These wandering warblers croon their way up and down Main Street with a repertoire that includes timeless holiday classics as well as favorite contemporary songs.

Astra Studio & Glitter Girls Dance Performances

Time
2:15 pm
-
Time
All Day

Join us in front of Town Hall for Starlight entertainment as our local dance troupes moves to the melodies of the season. Astra Dance performs at 2:15 & 3:00 pm; Glitter Girls perform at 3:30 pm.

Heroes Tree Lighting at the Kate

Time
5:30 pm
-
6:00 pm
Time
All Day

Sponsored by the Gold Star Moms, join us in front of the Kate for a special holiday ceremony honoring veterans and service members. With local dignitaries.

Parking

Parking locations are free and convenient. Get directions here.

60 Sheffield Street - Old Saybrook Middle School

225 Main Street - Main Street Connection Park HANDICAP PARKING ONLY

51 North Main Street Commuter Lot

665 Boston Post Road - Old Saybrook Shopping Plaza

80 Old Boston Post Road - Goodwin Elementary School