The Woodland Garden includes the Rhododendron Garden. Endowed in honor of Alice Orne Smith (class of 1911 and a distinguished landscape designer), it was laid out in the 1980s in a neglected ravine near the President's House. Under a canopy of white pines and sugar maples, a trail leads through a woodland setting where species of the genus rhododendron are planted among ferns and native wildlflowers.

The Edith Bramwell Reilly Hand '52 Wildflower Garden, created in the mid-1980s by Richard Munson in a group of old foundations behind Garrison Hall, was moved to the ravine below the rhododendrons after it was decided in 1998 to erect a parking garage on the original site. The moist woodland glen alongside the pathway along Paradise Pond provides an exceptionally naturalistic habitat and better public access.