5 days in Maine, New Hampshire & Vermont Itinerary

5 days in Maine, New Hampshire & Vermont Itinerary

Created using Inspirock United States trip planner

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Make it your trip
Drive
1
Kennebunkport
— 1 night
Drive
2
North Conway
— 1 night
Drive
3
Stowe
— 2 nights
Drive

S M T W T F S
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Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Kick off your visit on the 7th (Thu): look for gifts at PANACHE FINE JEWELRY AND ART GALLERY, then admire the masterpieces at Ogunquit Museum of American Art, and then appreciate the extensive heritage of Marginal Way Walkway. Get ready for a full day of sightseeing on the 8th (Fri): take an in-depth tour of Seashore Trolley Museum, cruise along Ocean Ave, and then take in the architecture and atmosphere at St. Ann's Episcopal Church.

To see more things to do, reviews, where to stay, and tourist information, read our Kennebunkport trip planner.

Plainville to Kennebunkport is an approximately 3.5-hour car ride. In October, Kennebunkport is slightly colder than Plainville - with highs of 62°F and lows of 38°F. Finish your sightseeing early on the 8th (Fri) to allow enough time to drive to North Conway.

Things to do in Kennebunkport

Museums · Historic Sites · Outdoors · Scenic Drive

Side Trip

North Conway

— 1 night
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Start off your visit on the 9th (Sat): look for gifts at Zeb's General Store, admire the sheer force of Jackson Falls, and then admire the sheer force of Glen Ellis Falls.

To see other places to visit, maps, photos, and more tourist information, read North Conway road trip planning website.

Drive from Kennebunkport to North Conway in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Kennebunkport in October, North Conway is somewhat warmer at night with lows of 45°F. Wrap up your sightseeing on the 9th (Sat) to allow time to drive to Stowe.

Things to do in North Conway

Parks · Nature · Shopping

Side Trip

Stowe

— 2 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.
Kick off your visit on the 10th (Sun): take in the dramatic scenery at Moss Glen Falls and then cruise along Smugglers Notch State Park. Here are some ideas for day two: stop by Cabot Farmers' Store and then gain insight at Shelburne Farms.

To see photos, more things to do, maps, and tourist information, go to the Stowe trip itinerary maker site.

Getting from North Conway to Stowe by car takes about 3 hours. Other options: take a bus; or take a bus. Expect a bit cooler evenings in Stowe when traveling from North Conway in October, with lows around 39°F. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel back home.

Things to do in Stowe

Parks · Nature · Historic Sites · Shopping

Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.

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.

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.