Documentation of Guided Hikes
The Open Space Committee regularly leads guided hikes on trails in the Princeton area. See below for location, parking, and hiking instructions for many of these hikes.
Information about additional local trail areas can be found using the ‘Trails Areas’ link on the menu to the left.
To report issues or make suggestions, please contact us via email.
Documentation of Area Guided Hikes
Use Codes – Activities Allowed:
- B=Bikes
- H=Horses
- S=Snowshoeing
- X=Cross Country Skiing
| Town | Hike Name | Difficulty | Distance in Miles | Elevation in Feet | Uses * |
| Princeton | Wachusett West Loop | Moderate | 4.5 | 790 | SX |
| Princeton | Wachusett North Loop | Difficult | 5 | 1000 | SX |
| Princeton | Wachusett South Loop | Difficult | 3 | 1000 | SX |
| Princeton | Wachusett East Loop | Difficult | 3.5 | 700 | SX |
| Princeton | Wachusett Redline | Very Difficult | 17. | 4000 | X |
| Princeton | Leominster State Forest Paradise Pond and Wolf Rock Loop | Moderate | 4 | 300 | BHSX |
| Princeton | Leominster State Forest Ball Hill Loop | Moderate-Difficult | 4.5 | 1000 | BHSX |
| Princeton | Leominster State Forest Hillbilly Heaven | Easy | 3 | 100 | BHSX |
| Princeton | Leominster State Forest – Wolf Den | Easy | 4 | 300 | BHSX |
| Princeton | Leominster State Forest Notown Reservoir | Easy-Moderate | 4 | 400 | BHSX |
| Princeton | Leominster State Forest Crow Hill North Loop | Moderate | 3.5 | 650 | BHSX |
| Princeton | Mass Audubon Wachusett Meadow South | Easy-Moderate | 2.5 | 250 | S |
| Princeton | Mass Audubon Wachusett Meadow North and Brown Hill | Moderate | 3.3 | 350 | S |
| Princeton | Princeton Land Trust Russell Corner | Easy | 2 | 200 | BHSX |
| Princeton | Princeton Land Trust Krashes to Russell Corner | Easy-Moderate | 3.6 | 200 | BHSX |
| Princeton | Princeton Land Trust Bullock McElroy | Easy | 2 | 100 | BHSX |
| Princeton | Princeton Land Trust Gregory Alexander | Moderate | 1 | 100 | BHSX |
| Princeton | Central Princeton PLT Trails | Moderate | 3 | 200 | BSX |
| Princeton | Four Corners Loop | Easy-Moderate | 2.5 | 200 | SX |
| Princeton | Cobb Brook Trails | Easy-Moderate | 2.0 | 200 | BSX |
| Princeton | Wachusett Ski Area to Redemption Rock | Moderate | 4 | 200 | BSX |
| Princeton | Savage Hill Loop | Moderate-Difficult | 6 | 300 | BHSX |
| Princeton | Thomas Prince Nature Trails | Easy | 2 | 40 | BHSX |
| Princeton | Red Fox Farm Trails | Easy | 1 | 100 | BHSX |
| Princeton | Little Wachusett Loop | Moderate | 4 | 350 | SX |
| Princeton | Calamint Hill Trails | Easy | 3i | 200 | BHSX |
| Princeton | Poutwater Pond From Esty Road | Moderate | 4 | 200 | SX |
| Princeton | Crow Hill to Redemption Rock | Moderate-Difficult | 4 | 400 | BHSX |
| Princeton | Bickford Pond Loop | Easy-Moderate | 3.5 | 200 | BHSX |
| Princeton | Lovers Lane to Overlook Lane | Easy-Moderate | 3.5 | 200 | BHSX |
| Princeton | Cat Rocks and Behind the Onion Patch | Moderate | 4.5 | 200 | SX |
| Princeton | Mason Road to Red Fox Farm | Easy-Moderate | 3 | 400 | SX |
| Barre | Ware River Trail South | Easy-Moderate | 6.5 | 250 | BHSX |
| Holden | Trout Brook | Easy | 4 | 200 | BHSX |
| Holden | Mill St Rail Trails | Easy | 4.5 | 350 | BSX |
| Holden | Holbrook Woods to Cascades (GWLT) | Moderate | 6.1 | 400 | SX |
| Holden | Rail Trail – Off Trail | Easy | 3-7 | 100 | SX |
| Hubbardston | Mt. Jefferson Conservation Area – Laurel Trail | Easy | 3 | 100 | BHSX |
| Hubbardston | Mt. Jefferson Conservation Area – South Loop | Moderate | 5.4 | 450 | BHSX |
| Rutland | Barre Falls and Rutland Prison Camp | Moderate | 7.6 | 950 | BSX |
| Rutland | Rutland-Barre Central Mass Rail Trail | Easy | 4-8 | 100 | BHSX |
| Sterling | Heywood Reservoir | Moderate | 4 | 450 | BHSX |
| Sterling | Hog Hill | Easy | 3 | 300 | SX |
| Sterling | Lynde Basin / Wekepeke | Easy-Moderate | 3 | 250 | SX |
| Sterling | Stillwater Basin | Easy-Moderate | 3.5 | 600 | SX |
| Sterling/Clinton | Clinton Dam and Tunnel | Moderate | 3-7 | 350 | SX |
| Sterling | Pine Esker / Rocky Brook | Moderate | 3.5 | 300 | SX |
| Sterling | Wachusett Reservoir Northwest | Easy | 4.3 | 400 | SX |
| Leominster | Monoosnoc Trail to Sholan Farms | Moderate-Difficult | 8 | 1200 | BHSX |
| Leominster | Monoosnoc to Rocky Pond Trail Head | Moderate-Difficult | 6.5 | 1000 | BHSX |
| Westminster | High Ridge WMA | Easy-Moderate | 3.5 | 500 | BHSX |
| Westminster | Muddy Pond | Easy | 4 | 100 | BHSX |
| Westminster | Whitmanville River Loop | Moderate | 5.3 | 400 | BSX |
| West Boylston | Wachusett Reservoir South | Easy-Moderate | 4.5 | 275 | SX |
| West Boylston | Wachusett Reservoir Southwest | Moderate | 6 | 800 | SX |