What to Do in Greenwich This Fall: 5 Must-See Events & Local Favorites

NO.1 HORSE PLAY

With a horse show, tailgating, field day activities, petting zoo, stick-pony classes (for both adults and kids), food and drink trucks, A Day in the Country Family Horse Show promises to be a fun day for all. The event is presented by the Greenwich Riding & Trails Association and will be held Sunday, September 21, in at 39 Pierson Drive in backcountry. Throughout the year, GRTA welcomes the community (riders and non-riders) to enjoy a variety of events. thegrta.org

 

NO.2 BUZZ-WORTHY

The Honey Harvest Festival on Sunday, September 7 from 11 a.m. to 3 p.m. at the Bartlett Arboretum & Gardens helps raise awareness about the significance of honeybees and pollinators in our ecosystem. Pollinators, especially bees, play a vital role in the reproduction of flowering plants, including crops essential for our food supply. The day includes honey tasting, harvesting demos, crafts, lawn games and a marketplace featuring local vendors. bartlettarboretum.org

 

NO.3 A HOLE LOTTA LOVE

Nothing says fall like delicious apple cider donuts. Luckily, there are several options nearby and a daytrip away for the delicious treat.

Lakeside Diner
1050 Long Ridge Rd, Stamford
203-322-2252
lakesidediner.org

Beascakes Bakery
575 Main St,
Armonk, NY
914-273-3612
beascakesbakery.com

Beardsley’s Cider Mill & Orchard
278 Leavenworth Rd, Route 110 (in the White Hills section of Shelton)
203-926-1098
beardsleyscidermill.com

Bishop’s Orchards
1355 Boston Post Rd, Guilford
203-453-2338
bishopsorchards.com

Blue Jay Orchards
125 Plumtrees Rd, Bethel
203-748-0119
bluejayorchardsct.com

Harvest Moon Farm & Orchard
130 Hardscrabble Rd, North Salem, NY
914-485-1210
harvestmoonfarmandorchard.com

Lyman Orchards
32 Reeds Gap Rd, Middlefield, CT
860-295-3886
lymanorchards.com

Rogers Orchards Sunnymount Farm:
2876 Meriden-Waterbury Tpke, Southington
203-879-1206

Shuttle Meadow Farm
336 Long Bottom Rd, Southington
(860) 229-4240
rogersorchards.com

Salinger’s Orchard
230 Guinea Rd,
Brewster, NY
845-277-3521
salingersorchards.com

Silverman’s Farm
451 Sport Hill Rd,
Easton, CT
203-261-3306
silvermansfarm.com

 

NO.4 RED ALERT

Gather the family under the Friday night lights to cheer on Greenwich High’s Cardinals. The season kicks off Friday, September 12, at 6 p.m. at Cardinal Stadium. Go big red! The full schedule can be found on greenwichfootball.com.

 

NO.5 CLASS ACTS

As you consider the learning environment, teaching style and school philosophies that best suit your child, Greenwich Moms is here to help. The 2025 Greenwich Preschool Guide provides all the information in one place. greenwichmoms.com/2025-greenwich-preschool-guide

 


Every month, Layla Lisiewski, Greenwich mom of four and founder of Greenwich Moms and its parent company, The Local Moms Network, shares some of her favorite things to do—from seasonal activities to can’t-miss events. Follow @greenwich_moms on Instagram, sign up for the newsletter, and check out the calendar at greenwichmoms.com.

 

Photographs: Horse by skumer – stock.adobe.com; Bees by Sinechana – stock.adobe.com; Donuts by M.studio – stock.adobe.com; Child by EvgeniiAnd – stock.adobe.com; Cardinals by gretchenmcmahonphotography.com

 

 

 

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