Fun Fall Activities in New England

Spectacular Fall Foliage Drives

Head to the northwestern corner of Connecticut for a memorable fall foliage drive featuring historic New England architecture, covered bridges and scenic farmland. Only Mother Nature knows for sure, but leaves in the northwestern corner typically start changing in late September and continue to get more and more vibrant through the end of October.

Why not add some wine as you wind through the lovely rolling hills dotted with trees in shades of yellow, orange and red?  10 of the 26 wineries on the Connecticut Wine Trail are in Litchfield County and fall is the perfect time to spend the day tasting wine while you enjoy vineyard views!

Housatonic Heritage Walks

This 18th annual event offers more than 70 free guided walks to the most interesting historic, cultural and natural sites in Berkshire County, MA, and Litchfield County, CT.  Tour historic buildings, cemeteries, and town centers, hike on the Appalachian Trail, walk through industrial heritage sites and ruins, bike on old country roads, take a behind-the-scenes tour at some of the region’s famed performing arts venues, and stroll through formal gardens and estates.  Housatonic Heritage Tours will take place on weekends throughout September.

Haystack Book Talks

Tucked away in the beautiful wooded hills of northwestern Connecticut, Norfolk provides an intimate setting for this literary festival. Haystack Book Talks will facilitate engaging conversations with writers and thinkers in downtown Norfolk from October 4-6, set against the backdrop of autumn foliage. Here from and meet Pulitzer-prize winning author David Blight, former NPR senior foreign correspondent Anne Garrels, award winning author Courtney Maum, and many more.

Black Bear Americana Music Fest

This exciting music festival, held at the Goshen Fairgrounds on Columbus Day Weekend (October 11-13) includes more than 30 performers on 4 stages.  Hear favorite Folk, Indie, Soul, American Roots and Blues artists including Rusted Root’s Michael Glabicki, Kerri Powers, The Slambovian Circus of Dreams, and The Wool Hats String Band.


The Manor House Inn has fun fall activities for everyone. After your day of exploring, come back to the inn and relax by the massive fireplace in our Great Room with a complimentary glass of wine or cup of hot Harney & Sons tea. Book your fall Manor House Inn stay today!