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October Events in Greenwich

Krissy Blake  |  September 26, 2025

October Events in Greenwich

Greenwich for October

Fall is here, and Greenwich is packed with family fun! From pumpkin patches and fall festivals to spooky (but sweet) Halloween happenings, there’s something for everyone this October. Whether you’re looking for beloved local traditions or seasonal outings here are the highlights you won’t want to miss:


Week of Oct 1–5

  • Fri Oct 3 – Greenwich Library Opening Night Celebration · 7:00 pm · Greenwich Library · Fundraiser with Music from the Sole.

  • Sat Oct 4 – Arch in Bloom “Pumpkins & Pints” · 12:00–6:00 pm · Arch in Bloom, Greenwich · Haunted house, pumpkin décor, family activities & fall drinks.


Week of Oct 6–12

  • Sun Oct 12 – Walk/Run for Abilis (20th Annual) · 9:00 am · Clambake Area, Tod’s Point · Family-friendly 1-mile walk & 5K run.


Week of Oct 13–19

  • Sat Oct 18 – Old Greenwich School Pumpkin Patch (55th Anniversary) · 11:00 am–4:00 pm · Old Greenwich School · Beloved fall festival with rides, food & games.

  • Sun Oct 19 – Go Wild! Family Field Day (Greenwich Land Trust) · 2:00–5:30 pm · Greenwich Land Trust Preserve · Popular family event with activities & picnic fun. Grab your tickets here


Week of Oct 20–26

  • Thu Oct 23 – Breast Cancer Alliance Luncheon & Fashion Show · 11:00 am–2:00 pm · Hyatt Regency, Old Greenwich.

  • Fri Oct 24 – Halloween Happenings (Town of Greenwich) · Sessions at 5:30 & 7:00 pm · Bendheim Western Greenwich Civic Center · Costume contest, “Dracula’s Den,” games & candy. Grab your tickets here.

  • Sun Oct 26 – Ghouls in the Garden · 4:30–6:30 pm · Greenwich Botanical Center · Haunted hike, crafts, interactive performers & costume parade. Grab your tickets here


Week of Oct 27–31

  • Tue Oct 28 – Perrot Walks: Tod’s Point · 9:30–11:00 am · Tod’s Point · Stroller-friendly fall walk.

  • Thu Oct 30 – Cos Cob Library Storytime (Special Halloween Edition) · 10:00 am · Cos Cob Library.

 

Looking for activities in other cities? Check out my Sotheby's colleague's calendars below.

 

New York

 

The Hamptons

 

Aspen

 

Atlanta

 

Chicago

 

Darien, CT

 

Dallas- Forth Worth

 

Denver

 

Houston

 

Los Angeles

 

Miami

 

Park City

 

Raleigh, NC

 

Sacramento

 

San Diego

 

San Francisco

 

East Bay of San Francisco

 

Santa Barbara

 

Santa Fe

 

Sonoma, CA

 

Sarasota

 

Scottsdale

 

Sonoma

 

Tampa

 

Tahoe City, CA

 

Toronto

 

Washington DC

 

Westchester, NY

 

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