15 days in Vermont Itinerary
15 days in Vermont Itinerary
Created using Inspirock Vermont tour itinerary planner
Route & dates
15 days in Vermont Itinerary
Start: Manchester
Fly + Drive:
16h 30min
1
Bennington
— 3 nights
Find places to stay »
Drive:
1h 45min
2
Woodstock
— 4 nights
Find places to stay »
Drive:
1h 45min
3
Burlington
— 7 nights
Find places to stay »
Fly:
14h 15min
End: Manchester
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3
nights
Bennington
3
nights

Bennington is a town in Bennington County, Vermont, in the United States. Deepen your sense of the past at sights like Hildene, The Lincoln Family Home and Robert Frost Stone House Museum. You'll find plenty of places to visit near Bennington: The Golf Club at Equinox (in Manchester), Vermont Country Store (in Weston) and Honora Winery & Vineyard (in Jacksonville). The adventure continues: pause for some photo ops at Bennington Battle Monument, stroll the grounds of The Old First Church, hit the slopes at Mount Snow Resort, and explore the world behind art at Bennington Museum.
To find other places to visit, photos, where to stay, and tourist information, refer to the Bennington online journey planner .
Manchester, UK to Bennington is an approximately 16.5-hour combination of flight and car. The time zone difference when traveling from Manchester to Bennington is minus 5 hours. Traveling from Manchester in September, expect nights in Bennington to be about the same, around 10°C, while days are somewhat warmer, around 27°C. Cap off your sightseeing on the 6th (Sun) early enough to go by car to Woodstock.
To find other places to visit, photos, where to stay, and tourist information, refer to the Bennington online journey planner .
Manchester, UK to Bennington is an approximately 16.5-hour combination of flight and car. The time zone difference when traveling from Manchester to Bennington is minus 5 hours. Traveling from Manchester in September, expect nights in Bennington to be about the same, around 10°C, while days are somewhat warmer, around 27°C. Cap off your sightseeing on the 6th (Sun) early enough to go by car to Woodstock.
Things to do in Bennington
Side Trips
Manchester, Robert Frost Stone House Museum, Saxtons Distillery, Vermont Country Store, Honora Winery & Vineyard
Find places to stay Sep 3 — 6:
Highlights from your plan

Hildene, The Lincoln Family Home
1:00pm, Fri Sep 4

Bennington Battle Monument
1:30pm, Sun Sep 6

The Old First Church
11:00am, Sun Sep 6
4
nights
Woodstock
4
nights

Woodstock is the shire town of Windsor County, Vermont, United States. Deepen your sense of the past at sights like Marsh - Billings - Rockefeller National Historical Park and Calvin Coolidge Homestead. There's lots more to do: contemplate the long history of Billings Farm & Museum, take in the dramatic natural features at Quechee Gorge, relax and rejuvenate at Upper Valley Aquatic Center, and get a taste of the local shopping with FH Gillingham & Sons General Store.
To see more things to do, photos, traveler tips, and more tourist information, read Woodstock trip planner .
Drive from Bennington to Woodstock in 2 hours. In September in Woodstock, expect temperatures between 28°C during the day and 11°C at night. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Burlington.
To see more things to do, photos, traveler tips, and more tourist information, read Woodstock trip planner .
Drive from Bennington to Woodstock in 2 hours. In September in Woodstock, expect temperatures between 28°C during the day and 11°C at night. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Burlington.
Things to do in Woodstock
Side Trips
Quechee, Plymouth, Upper Valley Aquatic Center, Long Trail Brewing Company, Harpoon Brewery
Find places to stay Sep 6 — 10:
Highlights from your plan

Marsh - Billings - Rockefeller National Historical Park
10:00am, Tue Sep 8

Billings Farm & Museum
10:00am, Wed Sep 9

President Calvin Coolidge State Historic Site
10:00am, Thu Sep 10
7
nights
Burlington
7
nights

Burlington is the most populous city in the U.S. Visit Shelburne Farms and Smugglers Notch State Park for their historical value. Change things up with these side-trips from Burlington: Stowe (The Alchemist, Spas, & more), Morrisville (Green Mountain Distillers & Rock Art Brewery) and D.A.R. State Park (in Addison). There's much more to do: hike along Burlington Bike Path, sample the tasty concoctions at Woodchuck Cider House, tour the pleasant surroundings at Shelburne Bay Park, and do a tasting at Lincoln Peak Vineyard.
For reviews, other places to visit, where to stay, and other tourist information, you can read our Burlington road trip planner.
Drive from Woodstock to Burlington in 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 28°C, and evening lows to 13°C. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel back home.
For reviews, other places to visit, where to stay, and other tourist information, you can read our Burlington road trip planner.
Drive from Woodstock to Burlington in 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 28°C, and evening lows to 13°C. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel back home.
Things to do in Burlington
Side Trips
Stowe, Shelburne, Morrisville, Middlebury, Woodchuck Cider House
Find places to stay Sep 10 — 17:
Highlights from your plan

Magic Hat Brewing Company
2:30pm, Fri Sep 11

Stowe Recreation Path
1:00pm, Tue Sep 15

Shelburne Museum
12:00pm, Mon Sep 14
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