Shannon O'Brien Travel Itineraries

The best destinations

Photo of Vermont
Photo of Vermont

The Best of Vermont

#59 best destination in the world

Map view

Killington Ski Resort, Kellington

Photo of Kellington

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Ski resort near the town of Killington, that is the largest ski area in the eastern U.S., and has the largest vertical drop in New England at 3,050 feet (930 meters)
  • Killington has 155 trails, 21 lifts, and 1,509 acres (6.1 km2) extending across six interconnected mountain peaks

Jay Peak Resort

Photo of Jay

Best time to visit: Jan-Feb, Dec

Cost: $

  • Ski resort located on Jay Peak in the Green Mountains
  • The resort opened for skiing in 1957, and it now includes 81 trails served by nine lifts
  • It receives the most snowfall of any ski area in the Northeastern U.S. and is known for its gladed skiing

Okemo Mountain, Ludlow

Photo of Ludlow

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Ski resort located in Ludlow, founded in 1955, offering skiing, snowboarding, and ice skating in winter
  • The resort contains 121 trails, slopes and glades, and 20 lifts, including 1 high speed detachable 6-pack chair with protective bubbles and heated seats

Stowe Mountain Resort

Photo of Stowe

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Ski resort near the town of Stowe, comprising two separate mountains: Mount Mansfield and Spruce Peak
  • Alpine skiing came to Vermont when the Civilian Conservation Corps (CCC) cut the first trails on Mount Mansfield in 1933
  • Stowe is known for its vibrant village and downtown surrounded by stunning natural landscapes

Sugarbush Resort, Warren

Photo of Warren

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Ski resort located in the Mad River valley, in Warren, and it is one of the largest ski resorts in New England
  • The resort encompasses more than 4000 acres (16 kmĀ²) total, and 16 ski lifts
  • Sugarbush has 111 ski trails, and a vertical drop of 2,600 feet (790 m), the second largest in Vermont after Killington

Stratton Mountain Resort

Photo of Stratton Mountain

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Ski area located on Stratton Mountain, established in 1961
  • Stratton offers skiing and snowboarding with the area's best uphill capacity, a variety of lodging options, a slopeside Village for shopping and dining, ice skating, a Nordic Center complete with XC skiing, snowshoeing, and fat biking as well as the Coca-Cola tube park, a snow tubing experience that lights up a night

Bolton Valley

Photo of Bolton

Best time to visit: Jan-Feb, Dec

Cost: $

  • Mid-sized ski area in the town of Bolton, founded in 1966
  • It has 71 trails, 12 of which offer night skiing, and 6 lifts

Mount Snow, West Dover

Photo of West Dover

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Mountain and ski resort located in the Green Mountains that in 2011, installed a brand new Leitner-Poma high-speed detachable six-pack bubble chair
  • The lift transports skiers to the top of the mountain in seven minutes
  • The bubble shields skiers and riders from wind and snow and keeps them warm

The Pogue and Mount Tom Trail, Marsh-Billings-Rockefeller National Historical Park

Photo of Marsh-Billings-Rockefeller National Historical Park

Walk difficulty: Moderate

Best time to visit: May-Sept

Cost: $

  • Forested national park with exhibits on conservation history and tours of a Victorian mansion
  • The architectural centerpiece of the park is a house built in 1805, and enlarged several times, that is historically significant as the boyhood home of George Perkins Marsh, an early conservationist, and as the home later in the 19th century of Frederick H. Billings, a businessman and philanthropist who was a cofounder of the Northern Pacific Railroad
  • It is also architecturally significant as a high-quality example of Queen Anne architecture

Waterfront Park to Island Line Trail, Burlington

Photo of Burlington

Best time to visit: May-Sept

Cost: $

  • Large regional park located along the Lake Champlain Shoreline
  • The park is home to several large music and food festivals, with the Burlington Bike Path running along its eastern border

Morse Farm Maple Sugarworks, Montpelier

Photo of Montpelier

Best time to visit: Jan-Feb, Sept-Dec

Cost: $

  • Sugar house offering tours and tastings, multimedia displays in a real woodshed theater, a nature trail, country store, and an outdoor Vermont farm life museum

Smugglers' Notch Resort

Photo of Smugglers' Notch Resort

Best time to visit: Jan-Feb, Dec

Cost: $

  • Ski resort area in the town of Cambridge, whose vertical drop of 2,610 feet (800 m) is the fourth largest in New England and the third largest in Vermont
  • Its namesake is a narrow notch (mountain pass) running adjacent to Sterling Mountain, which smugglers used many years ago