Annual Hike Worcester Week

Discover Wild Worcester!

Enjoy the outdoors on trail networks that tie our neighborhoods together, and support trail upkeep by raising money to keep them in great shape for all of Greater Worcester!

Participants hike as many Hike Worcester Challenge trails as they can during the week, supported by pledges. There will be guided group hikes exclusively for participants every day — stay tuned for dates and locations!

Take up our challenge to get out and help keep Worcester wild! 


  • NEW PRIZES FOR 2026!
  • First Place Fundraiser – White Mountain Weekend in NH
    The hiker who raises the most money during Hike Worcester Week wins a weekend stay at an Air B&B in the White Mountains of NH! The condo is located on Tenney Mountain, about 10 minutes from stores and restaurants in downtown Plymouth and close by to Franconia Notch and Mount Moosilauke. The winner can coordinate with the owner for two night stay in early to Mid-November
  • Fundraising hikers will be eligible to win additional prizes!
  • All hikers who register will get a Hike Worcester Week T-shirt!
  • All hikers who register can attend the Hike Worcester Week guided hikes!
  • Hikers who hike more than 10 trails will also receive a Hike Worcester Challenge patch & certificate!

Participant-only Guided Hike Schedule

Come out for Hike Worcester Week and join our special participant-only guided hikes! All hikes will be led by an experienced GWLT board member. Get your Hike Worcester Challenge badge by completing all 10, or pick and choose your favorites!

9/11/26 at 5:00 PM: Coes Pond
72 Coes Street, Worcester
Meet at Stearns Tavern

9/12/26 at 8:00 AM: Puffer – Spring Ledge Farm – Striar – 5 MILE HIKE
573 Salisbury Street, Holden
White Oak parking area, blue with white sign

9/13/26 at 5:00 PM: Parson’s Cider Mill – Marois 28
140 Apricot Street, Worcester
Meet in Sullivan Middle School parking lot

9/14/26 at 5:00 PM: Nick’s Woods
795 Salisbury Street, Holden
White Oak parking area, blue with white sign 

9/15/26 at 5:00 PM: Kinneywoods
78 Dawson Road, Worcester
Meet at trailhead

9/16/26 at 5:00 PM: Southwick – Muir Meadow & Southwick Pond Loop
30 Walbridge Road, Leicester
Meet at Trailhead

9/17/26 at 5:00 PM: Cascades West & Cascades Falls
135 Olean Street, Worcester
Meet at Cascading Waters

9/18/26 at 5:00 PM: Difley Family Forest
40 Recreation Drive, Paxton
Meet at Illig Pond

9/19/26 at 8:00 AM: Asnebumskit Ridge
Aprrox. 499 South Road, Holden
Meet at White Oak trailhead

9/20/26 at 5:00 PM: Broad Meadow Brook Savannah
Broad Meadow Brook Visitor Center, 414 Massasoit Road, Worcester
Meet in front of Visitor Center