Monday, May 5
8 a.m.-2 p.m. Level 4 Hike: Quarry to Glendale Falls
Enjoy moderate climbs and rocky woodland terrain at this historic granite quarry. Then, jump in the van and take a short ride to explore and hike at Massachusetts’ largest waterfall.
9:15 a.m.-12:15 p.m. Level 3 Hike: Monument Mountain
Embark on a scenic 2.5-mile hike featuring a steady ascent and an exciting rock scramble at the top, rewarding you with breathtaking views. Be prepared for a steep descent. Elevation gain: 827 ft. Lunch provided.
1:15-3:15 p.m. Level 2 Hike: Steven’s Glen
Descend steeply into the glen to reach a picturesque waterfall, then enjoy a moderate climb back out. This is a rewarding hike with beautiful scenery along the way.
Tuesday, May 6
8 a.m.-3 p.m. Level 5 Hike: Bash Bish Falls
This challenging 8-mile trek begins with a moderate ascent, followed by a scenic rolling ridge offering sweeping views. Then, embark on a steep descent with high drops, leading to a breathtaking waterfall. Elevation gain: 1,230 ft. Lunch included.
9 a.m.-Noon Level 3 Hike: Gorge Trail
Join us for this steep, 3-mile uphill hike alongside the cascading Felton Lake Brook as it tumbles through a rocky valley into a gorge. Elevation gain: 600 ft.
1:30 p.m.-3:30 p.m. Level 1 Hike: Gould Meadows
This gentle, 1.5-mile hike winds along the shores of the beautiful Stockbridge Bowl and through the surrounding forest and meadows. Expect grassy paths and root-covered trails.
4 p.m. Walking Labyrinth Meditation
Join us in a slow, guided walk along the path of our on-site labyrinth. Experience how this simple walk can be used as a powerful meditation tool.
Wednesday, May 7
Hike Level 4: Sanderson Brook Falls at Chester-Blandford State Forest
A steep ascent on this loop hike leads to an expansive view of the eastern edges of Berkshire County and one of the headwaters of the Westfield River. Rolling terrain through reclaimed farmland brings you to Sanderson Brook Falls. 4.4 miles. Vertical rise 1,133 ft. Sign up: CR App or with a Wellness Guide, Ext. 55423
9 a.m.-1:30 p.m. Level 3 Hike: Keystone Arches
This stunning 5-mile hike showcases the engineering marvels of the early railroad. The bridges embellish the natural beauty of the Berkshires. Elevation gain: 827 ft.
2 p.m.-4:30 p.m. Level 2 Hike: Wildcat Trail
Traverse a rocky 2-mile trail around Benedict Pond going moderately uphill to a stunning western vista of the quaint village of Lee. With some luck, you’ll spy the Catskills. Elevation gain: 300 ft.
Thursday, May 8
8 a.m.-2:30 p.m. Level 5 Hike: Race Brook
This demanding hike features a steep, rocky ascent to the ridge, followed by rolling terrain and another strenuous climb to the summit of Mt. Everett.
9:15 a.m.-12:15 p.m. Level 2+ Hike: Basin Pond
Enjoy this scenic woodland hike on rocky, rolling trails and over several babbling brooks.
1:15-3:15 p.m. Level 1 Hike: Pleasant Valley Beaver Ponds
Savor a leisurely hike on flat, mildly rolling wooded trails past several beaver ponds.
Friday, May 9
8 a.m.-1:30 p.m. Level 4 Hike: Money Brook
Challenge yourself with a steady uphill climb including a few stream crossings and rocky terrain. Savor lunch beside the falls. Reverse your footsteps down the valley while traversing beautiful brooks.
9:15 a.m.-12:15 p.m. Level 3 Hike: Pleasant Valley Overbrook
Experience a steady, moderate ascent to the summit of Lenox Mountain and down again.
1:15-3:15 p.m. Level 2 Hike: Katie’s Big Ash Trail
Enjoy a scenic hike passing by old oak trees and walking alongside a flowing stream. Expect rolling terrain with steep incline.
Saturday, May 10
8 a.m.-3 p.m. Level 5 Hike: Sage’s Ravine
Explore the enchanting Sage’s Ravine, a steep valley cut by a stream that winds through the forest. Located along the Connecticut-Massachusetts border, this ravine features picturesque cascading waterfalls, rocky terrain, and dense forests.
9:15 a.m.-12:45 p.m. Level 3 Hike: LuLu Cascade
This intermediate hike offers a moderate ascent with rocky terrain and striking views of cascading water.
1:15-3:45 p.m. Level 2 Hike: Round Mountain
Expect a flat start, then a short, strong ascent on woodland trails past gentle waterfalls to Hale Pond. Mild, rocky descent.
Sunday, May 11
8 a.m.-2 p.m. Level 5 Hike: March Cataract
This hike features very steep climbing to start, then continues to climb moderately to the falls. The return follows the same route in reverse.
9:15 a.m.-12:15 p.m. Level 3 Hike: Gorge Trail
Enjoy a short but steep uphill along a river to a mountain lake and back.
1:15-3:15 p.m. Mother’s Day Wildflower Walk
Enjoy wildflowers and good company this Mother's Day with a guided tour of beautiful, blooming wildflowers — the herald of a warmer, sunnier hiking season.
