9 days in Vermont Itinerary

9 days in Vermont Itinerary

Created using Inspirock Vermont travel planner

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Route & dates

9 days in Vermont Itinerary

Start: Philadelphia
Drive:  5​h 15​min
1
Bennington
— 2 nights
Drive:  1​h 45​min
2
Woodstock
— 3 nights
Drive:  1​h 30​min
3
Stowe
— 3 nights
+2
Bus + Foot + Fly:  6​h 45​min
End: Philadelphia

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 2nd (Fri): stroll the grounds of New Catholic Cemetery. Get ready for a full day of sightseeing on the next day: take your sightseeing to a higher altitude at Bromley Mountain, then take in nature's colorful creations at Hildene, The Lincoln Family Home, and then look for gifts at Northshire Bookstore.

To find traveler tips, maps, ratings, and tourist information, read our Bennington travel route website .

Philadelphia to Bennington is an approximately 4.5-hour car ride. You can also do a combination of flight and car. Traveling from Philadelphia in August, expect Bennington to be a bit cooler, temps between 79°F and 55°F. Cap off your sightseeing on the 4th (Sun) early enough to go by car to Woodstock.

Things to do in Bennington

Outdoors Parks Winter Sports

Side Trips

Manchester, Bromley Mountain, Green Mountain Adventure Challenge
Find places to stay Aug 2 — 4:
Highlights from your plan
Bromley Mountain ©
Bromley Mountain
Bennington Battle Monument ©
Bennington Battle Monument
Hildene, The Lincoln Family Home ©

3
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Step out of Woodstock with an excursion to Killington Resort in Killington--about 34 minutes away. And it doesn't end there: explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park, get curious at Montshire Museum of Science, experience rural life at Sugarbush Farm, and identify plant and animal life at Eshqua Bog Natural Area.

To see maps, ratings, photos, and other tourist information, go to the Woodstock travel itinerary planner .

Traveling by car from Bennington to Woodstock takes 2 hours. In August, plan for daily highs up to 81°F, and evening lows to 56°F. Wrap up your sightseeing on the 7th (Wed) to allow time to drive to Stowe.

Things to do in Woodstock

Parks Nature Historic Sites

Side Trips

Quechee, Eshqua Bog Natural Area, Killington Resort, Montshire Museum of Science
Find places to stay Aug 4 — 7:
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Killington Resort ©
Killington Resort
Montshire Museum of Science ©
Montshire Museum of Science

3
nights
Stowe

Stowe ©
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 Museum (in Shelburne) and Burlington (Church Street Marketplace, Burlington Bike Path, & more). There's still lots to do: hike along Stowe Recreation Path, cruise along Smugglers Notch State Park, take in the dramatic scenery at Moss Glen Falls, and take in the awesome beauty at Mount Mansfield State Forest.

To see maps, reviews, ratings, and more tourist information, read our Stowe trip maker tool .

You can drive from Woodstock to Stowe in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a train. In August, daily temperatures in Stowe can reach 78°F, while at night they dip to 55°F. Finish your sightseeing early on the 10th (Sat) so you can travel back home.

Things to do in Stowe

Parks Outdoors Nature

Side Trips

Burlington, Shelburne Museum
Find places to stay Aug 7 — 10:
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Burlington Bike Path ©
Burlington Bike Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest

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