60 days in Vermont Itinerary

60 days in Vermont Itinerary

Created using Inspirock Vermont tour planner

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Make it your trip
Fly
1
Woodstock
— 10 nights
Drive
2
Manchester
— 12 nights
Drive
3
Middlebury
— 12 nights
Drive
4
Saint Johnsbury
— 12 nights
Drive
5
Stowe
— 13 nights
Fly

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Woodstock

— 10 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Venture out of the city with trips to Rockingham Meeting House (in Rockingham), Rutland (Rutland murals & Deer Leap Trail) and Okemo Mountain Resort (in Ludlow). Spend the 6th (Sun) exploring nature at Marsh - Billings - Rockefeller National Historical Park. And it doesn't end there: explore the galleries of Billings Farm & Museum, look for gifts at FH Gillingham & Sons General Store, tour the pleasant surroundings at Vermont Institute of Natural Science, and make a trip to Taftsville Covered Bridge.

For more things to do, where to stay, reviews, and other tourist information, use the Woodstock trip itinerary maker tool.

Charleston to Woodstock is an approximately 6.5-hour flight. You can also drive; or take a bus. In May, Woodstock is a bit cooler than Charleston - with highs of 70°F and lows of 45°F. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Manchester.

Things to do in Woodstock

Parks · Historic Sites · Outdoors · Nature

Side Trips

Manchester

— 12 nights
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. You'll find plenty of places to visit near Manchester: Papermill Village Bridge (in North Bennington), Brattleboro (Robb Family Farm, Hermit Thrush Brewery, &more) and Bennington (Bennington Museum, Bennington Battle Monument, &more). There's lots more to do: admire the natural beauty at Hildene, The Lincoln Family Home, view the masterpieces at Southern Vermont Arts Center, indulge in some personalized pampering at Spa at Equinox, and stop by Northshire Bookstore.

For more things to do, photos, and other tourist information, read our Manchester day trip planning site.

Getting from Woodstock to Manchester by car takes about 1.5 hours. Other options: take a bus. In June, plan for daily highs up to 76°F, and evening lows to 53°F. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to Middlebury.

Things to do in Manchester

Parks · Museums · Outdoors · Shopping

Side Trips

Middlebury

— 12 nights
Middlebury is the shire town (county seat) of Addison County, Vermont, United States. Venture out of the city with trips to Texas Falls Recreation Area (in Hancock), Proctor (Vermont Marble Museum & Marble Bridge) and D.A.R. State Park (in Addison). The adventure continues: indulge your thirst for a good beer at Woodchuck Cider House, trek along Robert Frost Wayside Trail, experience rural life at UVM Morgan Horse Farm, and examine the collection at Lake Champlain Maritime Museum.

To find more things to do, traveler tips, reviews, and more tourist information, use the Middlebury trip maker.

Drive from Manchester to Middlebury in 1.5 hours. Expect a daytime high around 76°F in June, and nighttime lows around 55°F. Finish your sightseeing early on the 4th (Sun) to allow enough time to travel to Saint Johnsbury.

Things to do in Middlebury

Parks · Nature · Museums · Outdoors

Side Trips

Saint Johnsbury

— 12 nights
St. Change things up with these side-trips from Saint Johnsbury: Old Stone House Museum (in Orleans), East Burke (Mount Pisgah, Lake Willoughby, &more) and Newport (Newport Bike Path, Lake Memphremagog, &more). The adventure continues: walk around Dog Mountain Home of Stephen Huneck Gallery, tour the pleasant surroundings at Lamoille Valley Rail Trail, hike along Owls Head Trail, and get advice or help at St. Johnsbury Athenaeum.

For where to stay, maps, other places to visit, and tourist information, read Saint Johnsbury holiday builder app.

Traveling by car from Middlebury to Saint Johnsbury takes 2.5 hours. In July, daily temperatures in Saint Johnsbury can reach 79°F, while at night they dip to 58°F. You will leave for Stowe on the 16th (Fri).

Things to do in Saint Johnsbury

Parks · Nature · Outdoors · Museums

Side Trips

Stowe

— 13 nights

The Ski Capital of the East

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Explore Stowe's surroundings by going to Shelburne (Shelburne Farms, Shelburne Museum, &more), Magic Hat Brewing Company (in South Burlington) and 1st Republic Brewing Co (in Essex). Next up on the itinerary: trek along Stowe Recreation Path, stroll through Burlington Bike Path, ski along the peaceful trails at Trapp Family Lodge Outdoor Center, and browse the eclectic array of goods at Church Street Marketplace.

For photos, traveler tips, ratings, and more tourist information, you can read our Stowe trip itinerary planner.

Traveling by car from Saint Johnsbury to Stowe takes 1.5 hours. In July, plan for daily highs up to 79°F, and evening lows to 56°F. Finish up your sightseeing early on the 29th (Thu) so you can catch the flight back home.

Things to do in Stowe

Parks · Outdoors · Breweries & Distilleries · Nature

Side Trips

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Hiking Trails
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.