October is here, bringing with it all the cozy, colorful charm of fall. Whether you're excited to explore pumpkin patches, sip on warm apple cider, or take in the vibrant fall foliage, this list has something for everyone! From lively harvest festivals to scenic hayrides, Massachusetts offers endless ways to celebrate the season.
So, grab your coziest sweater, head to your favorite farm stand, and enjoy the magic of October. Whether you're picking pumpkins with family, enjoying a hayride, or browsing craft fairs, this month promises fun and festive moments around every corner.
Looking for ideas on where to go this fall? Here's a list of the best local events, farms, and festivals to explore this October!
Ashland – Halloween Bash
66 Front Street, Ashland
Friday, October 25th, 6:00-8:00 pm (Teens Only)
Beverly - Halloween on the Hill
572 Essex Street Beverly, MA 01915
Through October 27th
Blackstone – Fall Fun Weekends at Wojcik’s Farm
65 Milk Street, Blackstone
Fridays and weekends through October 20th
Boston – Fall-O-Ween Children’s Festival
Corner of Charles and Beacon Streets, Boston
Friday, October 18th
Boston – Head of The Charles Regatta
Start Line: Commonwealth Ave & Boston University Bridge
October 18th-20th
Boston – ZOO HOWL at Franklin Park Zoo
1 Franklin Park Road, Boston
October 26th & 27th
Boston – Beacon Hill with a BOO! Boston By Foot
Meet at the entrance to Boston Common, in front of Park Street MBTA station
October 27th, 31st, and November 1st
Boylston – Fairies Aglow at New England Botanic Garden
11 French Drive, Boylston
Fridays & Saturdays through October 26th
Brewster - Halloween Spooktacular Stroll
Cape Cod Museum of Natural History
869 Main Street, Brewster
Saturday, October 26th
Carver – King Richard’s Faire
235 Main Street, Carver, MA 02330
Weekends through October 20th
Chatham - Pumpkin People in the Park
Kate Gould Park and the Town Hall Parking lot, Chatham
Saturday, October 19th
Chatham - Oktoberfest Celebration in Downtown Chatham
Kate Gould Park and the Town Hall Parking lot, Chatham
Saturday, October 19th
Dover – Boo in the Barnyard at Powisset Farm
37 Powisset Street, Dover
Friday, October 25th
Falmouth - Street of Scarecrows
Falmouth Village, Falmouth
October 1st - October 31st
Falmouth - Halloween Stroll
Falmouth Village, Falmouth
Saturday, October 26th
Foxboro - 14th Annual Fall Harvest Celebration
2 Patriot Place, Foxboro
Saturday, October 19th
Framingham – City of Framingham Spooktacular
150 Concord Street, Framingham
Tuesday, October 15th
Framingham - Halloween Farm & Food Fest
Eastleigh Farm
1062 Edmands Road, Framingham
Saturday, October 26th
Framingham - Pumpkin Fair
McCarthy Elementary School
8 Flagg Drive, Framingham
Saturday, October 26th
Holliston – Happy Halloween Trail
34 Rogers Road, Holliston
October 25, 26th, 27th
Lincoln – Dog Halloween Costume Contest at deCordova!
deCordova Sculpture Park and Museum, 51 Sandy Pond Road, Lincoln
Sunday, October 27th
Marlborough – Marlborough Horribles Parade & Trick or Treat
Main Street, Marlborough
Thursday, October 24th
Medfield – Not-So-Spooky Halloween Family Adventure at Rocky Woods
38 Hartford Street, Medfield
Saturday, October 26th
Milton – Wakefield Arboretum October-Family Fest
1465 Brush Hill Road, Milton
Saturday, October 26th
Natick - 20th Annual Pumpkin Fest
Tilly & Salvy's Bacon Street Farm
100 Bacon Street, Natick
Sunday, October 20th
Natick - Spooktacular Halloween Party
Natick Town Common
Saturday, October 26th
Newton – Newton Harvest Fair
Newton Centre Green at Langley Road/Centre Street, Newton
Sunday, October 20th
Newton - Halloween in the Park
Coletti-MagniPark-Newton
392 Watertown Street, Newton
Saturday, October 26th
Princeton – Applefest at Wachusett Mountain
Wachusett Mountain Ski Area, Princeton
October 19th-20th
Sherborn – Jack-o-Lantern Competition at Sherborn Library
4 Sanger Street, Sherborn
Various Dates for pumpkin pick-up, drop-off, and walk-through
Southborough – Hunt for Halloween Mushrooms
Chestnut Hill Road, Southborough
Saturday, October 26th
Stoneham – BOO at the Zoo
149 Pond Street, Stoneham
October 19th & 20th
Wayland – Pumpkin Float and Fall Fest at Wayland Town Beach
25 Parkland Drive, Wayland
Saturday, October 26th
Westborough – Annual Downtown Trick or Treat
2 West Main Street, Westborough
Tuesday, October 29th
Worcester – Science Tricks & Animal Treats at EcoTarium
222 Harrington Way, Worcester
Saturday, October 26