32 days in Vermont Itinerary

32 days in Vermont Itinerary

Created using Inspirock Vermont Trip Planner

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Route & dates

32 days in Vermont Itinerary

Start: Vancouver
Fly + Drive:  16​h 30​min
1
Manchester
— 5 nights
Drive:  1​h 45​min
2
Middlebury
— 5 nights
Drive:  1​h 15​min
3
Burlington
— 7 nights
Drive:  1​h 30​min
4
Greensboro Bend
— 6 nights
Drive:  2​h
5
Woodstock
— 6 nights
Drive + Fly:  17​h
End: Vancouver

5
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. You'll discover tucked-away gems like Northshire Bookstore and The Old First Church. Change things up with these side-trips from Manchester: Stratton Mountain (in South Londonderry), Jamaica State Park (in Jamaica) and Silk Road Covered Bridge (in Bennington). The adventure continues: take in the dramatic scenery at Lye Brook Falls, admire the majestic nature at Emerald Lake State Park, stop by Manchester Hot Glass, and contemplate the long history of Hildene, The Lincoln Family Home.

For photos, maps, where to stay, and more tourist information, refer to the Manchester trip itinerary builder.

Vancouver, Canada to Manchester is an approximately 16.5-hour flight. You can also drive. The time zone difference when traveling from Vancouver to Manchester is 3 hours. Traveling from Vancouver in May, expect nights in Manchester to be about the same, around 9°C, while days are somewhat warmer, around 25°C. Cap off your sightseeing on the 23rd (Tue) early enough to travel to Middlebury.

Things to do in Manchester

Parks Nature Outdoors

Side Trips

Bennington, Vermont Country Store, Emerald Lake State Park, Green Mountain Adventure Challenge, Jamaica State Park
Highlights from your plan
Lye Brook Falls ©
Lye Brook Falls
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Equinox Preservation Trust ©
Equinox Preservation Trust

5
nights
Middlebury

Middlebury ©
Middlebury is the shire town (county seat) of Addison County, Vermont, United States. You'll explore the less-touristy side of things at Lake Champlain Maritime Museum and Mad River Glen. Venture out of the city with trips to Brandon (Brandon Music & The Lilac Inn), Vermont Marble Museum and Gift Shop (in Proctor) and Dakin Farm (in Ferrisburg). There's still lots to do: sample the tasty concoctions at Otter Creek Brewing Company, stop by Danforth Pewter, learn about winemaking at Lincoln Peak Vineyard, and trek along Robert Frost Wayside Trail.

For more things to do, ratings, traveler tips, and more tourist information, use the Middlebury sightseeing planner.

You can drive from Manchester to Middlebury in 2 hours. In May, daytime highs in Middlebury are 25°C, while nighttime lows are 11°C. Finish up your sightseeing early on the 28th (Sun) so you can travel to Burlington.

Things to do in Middlebury

Outdoors Parks Museums

Side Trips

Brandon, Dakin Farm, Lake Champlain Maritime Museum, Vermont Marble Museum, New England Maple Museum
Highlights from your plan
Mad River Glen ©
Mad River Glen
Lincoln Peak Vineyard ©
Lincoln Peak Vineyard
Middlebury College ©
Middlebury College

7
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. You'll explore the less-touristy side of things at Toll Rd and Sterling Falls Gorge. Explore the numerous day-trip ideas around Burlington: Ziemke Glass Blowing Studio (in Waterbury), Stowe (Moss Glen Falls, Laughing Moon Chocolates, & more) and Waterskiing & Jetskiing (in Jeffersonville). Next up on the itinerary: hunt for treasures at Church Street Marketplace, indulge your thirst for a good beer at Switchback Brewing, examine the collection at Shelburne Museum, and contemplate the waterfront views at Lake Champlain.

For more things to do, reviews, other places to visit, and other tourist information, read our Burlington trip itinerary planner.

Getting from Middlebury to Burlington by car takes about an hour. Expect a daytime high around 23°C in May, and nighttime lows around 9°C. Cap off your sightseeing on the 4th (Sun) early enough to travel to Greensboro Bend.

Things to do in Burlington

Parks Nature Outdoors

Side Trips

Stowe, Shelburne, Ziemke Glass Blowing Studio, Boyden Valley Winery & Spirits, Lake Champlain
Highlights from your plan
Church Street Marketplace ©
Church Street Marketplace
Burlington Bike Path ©
Burlington Bike Path
Stowe Recreation Path ©
Stowe Recreation Path

6
nights
Greensboro Bend

Greensboro Bend ©
Eschew the tourist crowds and head to Bragg Farm Sugar House & Gift and Fairbanks Museum & Planetarium. Explore the numerous day-trip ideas around Greensboro Bend: Hope Cemetery (in Barre), Montpelier (Hubbard Park, Bear Pond Books, & more) and Saint Johnsbury (The Dog Chapel, Dog Mountain, & more). And it doesn't end there: contemplate the waterfront views at Lake Willoughby, look for gifts at Willey's Store, sample the tasty concoctions at Hill Farmstead Brewery, and examine the collection at Bread and Puppet Theater.

For photos, traveler tips, reviews, and other tourist information, go to the Greensboro Bend travel itinerary planner.

Traveling by car from Burlington to Greensboro Bend takes 1.5 hours. When traveling from Burlington in June, plan for little chillier days and about the same nights in Greensboro Bend: temperatures range from 25°C by day to 13°C at night. Wrap up your sightseeing on the 10th (Sat) to allow time to travel to Woodstock.

Things to do in Greensboro Bend

Parks Nature Museums

Side Trips

Saint Johnsbury, Montpelier, Lake Willoughby, Willey's Store, Bread and Puppet Theater
Highlights from your plan
Bragg Farm Sugar House & Gift Shop ©
St. Johnsbury Athenaeum ©
St. Johnsbury Athenaeum

6
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. You'll explore the less-touristy side of things at Montshire Museum of Science and Distillery Tours. You'll find plenty of places to visit near Woodstock: Buttermilk Falls (in Ludlow), Killington Resort (in Killington) and Plymouth Artisan Cheese (in Plymouth). There's lots more to do: add some adventure to your tour with a kayaking and canoeing tour, contemplate the waterfront views at Ottaquechee River, experience rural life at Sugarbush Farm, and sample the tasty concoctions at Long Trail Brewing Company.

For other places to visit, traveler tips, more things to do, and tourist information, refer to the Woodstock itinerary builder.

Traveling by car from Greensboro Bend to Woodstock takes 2 hours. When traveling from Greensboro Bend in June, plan for a bit warmer days in Woodstock, with highs around 29°C, while nights are about the same with lows around 13°C. Cap off your sightseeing on the 16th (Fri) early enough to travel back home.

Things to do in Woodstock

Parks Nature Outdoors

Side Trips

Plymouth, Killington, Quechee, Cornish-Windsor Bridge, Buttermilk Falls
Highlights from your plan
Montshire Museum of Science ©
Montshire Museum of Science
Mount Tom ©
Mount Tom
Sugarbush Farm ©
Sugarbush Farm