There’s nothing quite like fall foliage in Woodstock, VT. From mid-September through late October, the Green Mountains transform into a dazzling mix of gold, crimson, and amber. Woodstock is often considered one of the most picturesque towns in New England, and autumn is when it truly shines.

Why Visit Midweek for Foliage Season
Weekends in October can be busy with leaf peepers from across the region. By planning a weekday getaway, you’ll enjoy:
Easier access to trails & attractions – from hiking Mount Tom to visiting local farms and cider mills.
Lower rates at The Jackson – take advantage of our best seasonal pricing.
Fewer crowds – stroll through covered bridges, village streets, and scenic byways with more breathing room.
Top Spots for Fall Colors Near Woodstock
Billings Farm & Museum – framed by rolling hills of color.
Quechee Gorge – the “Grand Canyon of the East,” surrounded by vibrant foliage.
Mount Peg & Mount Tom trails – panoramic views of Woodstock village.
Scenic drives along Route 4 – where every turn opens to postcard-worthy views.
Stay at The Jackson This Fall
After a day of exploring, return to The Jackson in Woodstock, VT, where comfort meets character. Our weekday specials make it easier than ever to enjoy peak foliage season without peak pricing.
Book your weekday stay now and savor the beauty of Vermont’s autumn while it lasts.