Festive & Spooky Local Happenings - October 2023

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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 and plan a visit to Salem, known as the Halloween capital of the world. Whether you seek thrills, love history, or simply adore all things pumpkin-spiced, this list promises times filled with spooky tales, pumpkin patches, corn mazes, and eerie encounters.

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 spooky 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

Boylston - Myths, Magic, and Monsters
New England Botanic Garden at Tower Hill
11 French Drive, Boylston, MA 01505
Through October 31st

Carver - King Richard’s Faire
235 Main Street  Carver, MA  02330
Weekends through October 22nd  (open Monday, October 9th)

Concord - Spirits of the Old Manse
269 Monument Street  Concord, MA 01742   
October 20th, 21st, 27th, 28th

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 - Voices from the Old Burying Ground

Old Burying Ground on Main Street
Parking at 55 Main Street, Framingham, MA 01701
Saturday, October 21st 

Framingham - Saxonville Haunted Yard Tour
231 Water Street, Framingham, MA 01701
Saturday, October 21st 

Framingham - City of Framingham Spooktacular
150 Concord Street, Framingham, MA  01701
Tuesday, October 24th

Holliston - Holliston Community Farm Haunted Walk
34 Rogers Road, Holliston, MA 01746
Saturday, October 28th

Hopkinton- The Haunt
YMCA Family Outdoor Center - 45 East Street, Hopkinton, MA 01748
October 27th, 28th, 29th

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 

Salem - Hallowed Harvest
1 Sewall Street, Salem, MA 01970 
Through October 31st

Salem - Salem Haunted Happenings
A festive celebration  of Halloween and fall in New England
Through October 31st

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

Sterling - Witches & Wizards, 2023 Davis Mega Maze Colossal Adventures 
142 Redstone Hill, Sterling, MA 01564
Weekends through 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 


Providence, RI - Jack-O -Lantern Halloween Specatular 2023
Roger Williams Park Zoo 
1000 Elmwood Avenue, Providence, RI  02907
Through October 31st


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