October in the Metrowest and Boston areas brings a mix of Halloween and fall experiences, including spirited parades, enchanting farms, and a range of other autumn activities.
Journey through the spirited streets of cities and towns, adorned with jack-o'-lanterns. Whether you seek thrills, love history, or simply adore all things pumpkin-spiced, this list promises times filled with pumpkin patches, corn mazes, and lots more.
Grab your favorite sweater and a cup of cider as you explore the enchantment that October brings to the Metrowest Boston areas and the nearby communities. Get ready for a month of magical adventures and surprises.
October is such a Boo-tiful month .... Enjoy!
Ashland - Town Hall Trick or Treat
101 Main Street, Ashland, MA 01721
Wednesday, October 25th
Beverly - Halloween on the Hill
572 Essex Street Beverly, MA 01915
Through October 29th
Blackstone - Fall Fun Weekends at Wojcik’s Farm
65 Milk Street, Blackstone, MA 01504
Friday evenings & Weekends; through October 22nd
Boston - Fall-O-Ween Children’s Festival 2023
Corner of Charles and Beacon Streets, Boston, MA 02108
Friday, October 20th
Boston - Head of The Charles Regatta
Start Line: Commonwealth Ave & Boston University Bridge, Boston, MA 02215 Other places to watch
October 20th - 22nd
Boston - ZOO HOWL at Franklin Park Zoo
1 Franklin Park Road, Boston, MA 02121
October 28th & 29th
Boston - Beacon Hill with a BOO! Boston By Foot
Meet at the entrance to Boston Common in front of Park Street MBTA station
October 28th, 29th and 31st
Carver - King Richard’s Faire
235 Main Street Carver, MA 02330
Weekends through October 22nd (open Monday, October 9th)
Dover - Boo in the Barnyard at Powisset Farm
37 Powisset Street, Dover, MA 02030
Friday, October 27th
Foxboro - Drive-thru Trick or Treating at AJT’s
67 Neponset Ave, Foxboro, MA 02035
October 20th & 21st starting at dusk (7pm)
Framingham - Kids Activities at the Community Celebration at the Cochituate Rail Trail
1 School Street, Framingham, MA 01701
Saturday, October 14th
Framingham - City of Framingham Spooktacular
150 Concord Street, Framingham, MA 01701
Tuesday, October 24th
Hudson - Downtown Trick or Treat
Main Street, Hudson MA 01749 - Main Street is closed from the Rotary to Broad Street
Thursday, October 26th
Lincoln - Full Moon Tours at deCordova
deCordova Sculpture Park and Museum
51 Sandy Pond Road, Lincoln, MA 01773
Sunday, October 29th
Lincoln - Halloween in the Morning Mists (for toddlers-preK …
deCordova Sculpture Park and Museum
51 Sandy Pond Road, Lincoln, MA 01773
Sunday, October 29th
Marlborough - Marlborough Horribles Parade & Trick or Treat
Main Street, Marlborough, MA 01752
Thursday, October 26th
Maynard - Downtown Trick or Treat
Main Street, Maynard, MA 01754 - Main Street is closed from Walnut to Summer, and Nason is closed from Main to Summer
Thursday, October 26th
Medfield - Not-So-Spooky Halloween Family Adventure
Rocky Woods - 38 Hartford Street, Medfield, MA 02052
Saturday, October 28th
Milton - Wakefield Arboretum October-Family Fest
1465 Brush Hill Road, Milton, MA 02186
Saturday, October 21st
Natick - Natick Spooktacular
Natick Common - 12 South Main Street, Natick, MA 01760
Saturday, October 28th
Newton - Newton Harvest Fair
1221 Centre Street, Newton Centre, MA 02459
October 14th &15th
Newton - Halloween at the Park
392 Watertown Street, Newton, MA 02460
Saturday, October 28th
Princeton - Applefest at Wachusett Mountain
Wachusett Mountain Ski Area
499 Mountain Road, Princeton, MA 01541
October 15th & 16th
Sherborn - Jack-o-Lantern Competition
Sherborn Library - 4 Sanger Street, Sherborn, MA 01770
Various Dates for pumpkin pick-up, drop off, and walk-through!
Southborough - Hunt for Halloween Mushrooms
Chestnut Hill Road, Southborough, MA 01772
Saturday, October 21st
Southborough - Scarecrow Selfie Saturdays at Chestnut Hill Farm
Chestnut Hill Road, Southborough, MA 01772
Saturdays, October 14th, 21st, 28th
Southborough - Happy Goat-a-Ween!
Chestnut Hill Road, Southborough, MA 01772
Sunday, October 29th
Stoneham - BOO at the ZOO
149 Pond Street, Stoneham, MA 02180
October 21st & 22nd
Wayland - Pumpkin Float and Fall Fest
Wayland Town Beach, 25 Parkland Drive, Wayland, MA 01778
Saturday, October 28th
Westborough - Main Street Trick or Treat
2 West Main Street, Westborough, MA 01581
Tuesday, October 24th
Westford - Witch’s Woods
79 Powers Road, Westford, MA 01886
Friday through Sunday nights in October, and Monday, the 30th & Tuesday the 31st
Worcester - Science Tricks & Animal Treats
EcoTarium - 222 Harrington Way, Worcester, MA 01604
October 28th & 29th
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Providence, RI - Jack-O -Lantern Halloween Specatular 2023
Roger Williams Park Zoo
1000 Elmwood Avenue, Providence, RI 02907
Through October 31st