5 days in Vermont & New Hampshire Itinerary

5 days in Vermont & New Hampshire Itinerary

Created using Inspirock United States journey planner

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Make it your trip
Fly
1
Woodstock
— 1 day
Drive
2
Stowe
— 1 night
Drive
3
Bretton Woods
— 2 nights
Drive
4
Bennington
— 1 night
Fly

S M T W T F S
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27
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31
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Woodstock

— 1 day
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 27th (Wed): engage your brain at Montshire Museum of Science and then take your sightseeing to a higher altitude at Mount Tom.

To see photos, ratings, and other tourist information, read Woodstock online journey builder.

Orlando to Woodstock is an approximately 4.5-hour flight. You can also drive; or take a bus. In October, Woodstock is much colder than Orlando - with highs of 62°F and lows of 40°F. Finish your sightseeing early on the 27th (Wed) so you can drive to Stowe.

Things to do in Woodstock

Parks · Museums · Wildlife · Childrens Museums

Side Trip

Stowe

— 1 night

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.
Start off your visit on the 28th (Thu): tour the pleasant surroundings at Stowe Recreation Path, then cruise along Toll Rd, and then sample the tasty concoctions at The Alchemist.

To find maps, other places to visit, photos, and tourist information, you can read our Stowe route tool.

You can drive from Woodstock to Stowe in 1.5 hours. Other options are to do a combination of taxi and train; or do a combination of bus and train. In October, plan for daily highs up to 60°F, and evening lows to 39°F. Finish up your sightseeing early on the 28th (Thu) so you can go by car to Bretton Woods.

Things to do in Stowe

Outdoors · Trails · Scenic Drive · Parks

Bretton Woods

— 2 nights
Bretton Woods is an area within the town of Carroll, New Hampshire, United States, whose principal points of interest are three leisure and recreation facilities. Kick off your visit on the 29th (Fri): cruise along Franconia Notch and then get a dose of the wild on Bretton Woods Canopy Tour. On the 30th (Sat), you'll have a packed day of sightseeing: admire the sheer force of Arethusa Falls, then take your sightseeing to a higher altitude at White Mountains, and then immerse yourself in nature at Crawford Notch State Park.

For more things to do, photos, reviews, and other tourist information, read Bretton Woods vacation builder app.

Getting from Stowe to Bretton Woods by car takes about 2 hours. Other options: do a combination of bus and taxi. When traveling from Stowe in October, plan for colder days in Bretton Woods, with highs around 39°F, while nights are slightly colder with lows around 29°F. Cap off your sightseeing on the 30th (Sat) early enough to go by car to Bennington.

Things to do in Bretton Woods

Parks · Nature · Outdoors · Tours

Side Trips

Bennington

— 1 night
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 31st (Sun): take in the dramatic scenery at Lye Brook Falls and then explore the different monuments and memorials at The Old First Church.

To see traveler tips, reviews, photos, and tourist information, you can read our Bennington trip itinerary app.

Drive from Bretton Woods to Bennington in 4 hours. Alternatively, you can do a combination of taxi and bus. Expect much warmer weather when traveling from Bretton Woods in October: highs in Bennington hover around 62°F, while lows dip to 41°F. Wrap up your sightseeing on the 31st (Sun) early enough to fly back home.

Things to do in Bennington

Historic Sites · Parks · Nature

Side Trip

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.

New Hampshire travel guide

4.6
Waterfalls · Theme Parks · Ski Areas
The Granite State
One of the country's smallest and least populous states, New Hampshire's wealth of recreational offerings make it a popular vacation destination. Its many pristine natural areas attract skiers, snowmobilers, hikers, and mountaineers from around the world. Named after a county in England, New Hampshire was the first of the North American colonies to establish a government independent of Great Britain's authority. Though New Hampshire's official nickname refers to its extensive granite formations and quarries, the state's license plates carry the motto "Live Free or Die," reflecting the sense of independence prized by the famously terse natives. Find out why America's artists continue to find inspiration in New Hampshire by taking a trip to its quaint villages and sightseeing in the area's old colonial towns.