Bailey’s Mills Bed & Breakfast is the perfect launching point for outdoor recreation in every season. Nestled on 35 private acres in the hills of Reading, Vermont, the property itself invites exploration — with peaceful meadows, wooded trails, and a brook that winds through the landscape. Step outside and you’re already immersed in the natural beauty of the Green Mountains.
Whether you're seeking quiet moments in nature or adrenaline-fueled excursions, the area offers a wide variety of outdoor experiences, all within a short drive from our front porch.
Right on the property, guests can:
Walk wooded trails and open meadows surrounded by native wildlife
Relax by Bailey Brook with a book, journal, or picnic
Enjoy birdwatching, wildflower spotting, and peaceful photography opportunities
Stargaze under Vermont’s famously clear skies
Gather around a bonfire on cool evenings (weather permitting)
Request use of Weber gas grills for casual outdoor cookouts
Simply soak in the quiet beauty of our historic grounds
Nearby outdoor activities include:
Hiking local trails or summiting Mount Ascutney for breathtaking views
Swimming and wading in Buttermilk Falls, Echo Lake, or secret local swimming holes
Biking through Ascutney Trails or Reading’s scenic gravel roads
Downhill skiing and riding at Okemo Mountain Resort and Killington Resort
Cross-country skiing and snowshoeing at Suicide Six Nordic Center or nearby public trails
Snowmobiling on VAST-maintained trails with access throughout Windsor County
Horseback riding and year-round events at Green Mountain Horse Association in South Woodstock
Fly fishing in the Black River or Connecticut River
Kayaking and canoeing on Lake Rescue, North Springfield Lake, or the Connecticut River
Maple sugaring tours in late winter and early spring (ask us for local recommendations)
Foliage drives along Route 106, Route 100, and the roads surrounding Woodstock
Off-roading and gravel touring on scenic Class 4 roads
Attending races such as the Vermont Overland and Vermont 100 trail races
Scenic chairlift rides and summer events at Mount Ascutney Outdoors
Exploring covered bridges like the Cornish-Windsor Covered Bridge, the longest in the U.S.
Picnicking and photography at Coolidge State Park, just minutes away
Prefer a slower pace? Guests often enjoy plein-air painting, writing, foraging walks, or simply greeting the day with a hot mug and a front porch view.
Every season reveals something new — from sugaring steam in March to golden canopies in October. Whether you’re an active adventurer or a nature lover seeking stillness, Bailey’s Mills is your gateway to the quiet wonders of Central Vermont.