Top Vermont Day Trips

Vermont’s blend of history, craftsmanship, and beauty is best experienced on a scenic drive through its most charming towns. On this self-guided driving tour, you'll journey along picture-perfect roads, over historic covered bridges, and into the heart of the region’s artistic culture. The tour starts in Woodstock, in what’s often called one of the most beautiful small towns in America. You’ll set off towards Quechee, passing through Taftsville to see its striking red covered bridge, one of the most attractive in Vermont. From there, you’ll have a chance to browse a bounty of antiques, vintage finds, and fine art at Vermont Antique Mall and BF Southgate & Company. You’ll follow a historic route to Windsor that parallels the Connecticut River, affectionately known as the “Birthplace of Vermont.“ I’ll show you the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the United States, before you make your way back to Woodstock via West Windsor and South Woodstock.

Explore Vermont's Route 100 on a self-guided tour. Embark on a captivating road trip along Vermont's most scenic drive, where brilliant fall foliage and the quintessential charm of New England await. This journey takes you through picturesque towns, idyllic villages, and historic covered bridges. As you travel, explore historic landmarks, visit hidden treasures, and enjoy scenic vistas. Come fall, the route transforms into a vivid tapestry of autumn colors, offering a stunning visual feast that makes this drive truly unforgettable. Purchase one tour per car, not per person. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

Download the GuideAlong self-guided audio tour and you'll discover more on your Vermont Scenic Route 100 Byway drive. Hear fascinating stories, local tips, and directions play automatically based on your location. Explore the charming stops along the way, starting with a taste of Apple Cider and a visit to Ben & Jerry's. Enjoy the artisanal flavors at the Cabot Annex and marvel at the historic Covered Bridges. Discover the President Calvin Coolidge Homestead, the beauty of Smugglers Notch, and the charm of Stowe. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location. Travel at your own pace. Tour offline using GPS, no cell service or WiFi needed. Suggested itineraries for half, full, or multi-day use. Buy once, use forever! No expiry, includes free updates. Like having a tour guide along for the drive. Purchase one tour per vehicle.

This 7-hour tour begins with a trip to Montpelier, Vermont’s capital city—the smallest and least populous state capital in the nation. There, we will enjoy a guided tour of the Vermont State House*, led by a dedicated guide who will share its history and answer questions. *Guided tours in the Vermont State House are only available from early July through October. The building is closed for visitors on Saturdays and Sundays. Our weekend tours will therefore admire the state house from outside, then explore downtown Montpelier by foot. While in Montpelier, we will also visit the family-run Morse Farm Maple Sugarworks for a maple syrup tasting. Next we will drive scenic VT RT 100 to the villages of Waitsfield and Warren. Popular attractions include an 1833 covered bridge ("The Big Eddy") and Appalachian Gap. Lunch is available for purchase at the Warren Store, a uniquely Vermont experience with great local food. The Warren Store features its own deli, bakery, wine shop, and gift store.

No matter the occasion—whether it's an anniversary, birthday, corporate event, day out with friends, or a girls' getaway—you'll likely need a designated driver, and that's where we come in. With a maximum of six customers per tour, this experience is intimate and feels like traveling with a group of friends! We are a small boutique tour company with over decade of experience! Available in spring and summer only, this guided tour visits three Vermont wineries, one hard cidery, and other local attractions. Most wines in Vermont are crafted from hybrid grape varieties suited to the harsh climate. When booking a hotel for this tour, please choose a location in either the Burlington, South Burlington or Killington areas. We offer door-to-door pick-up service! Available Wednesday – Sunday ONLY

In recent years, Vermont has become known for its artisanal food scene, as well as its destination-worthy craft breweries and distilleries—and this small-group tour makes it easy to taste the best of the Green Mountain State. Following pickup at your Killington or Woodstock accommodation, travel via air-conditioned vehicle to three breweries, two distilleries, and additional foodie spots, and taste what interests you most (own expense).