5 days in Vermont, New Hampshire & Maine Itinerary

5 days in Vermont, New Hampshire & Maine Itinerary

Created using Inspirock United States travel route planner

©
Make it your trip
Drive
1
Stowe
— 1 day
Drive
2
North Conway
— 1 night
Drive
3
Ogunquit
— 2 nights
Drive
4
Bar Harbor, Mount Desert Island
— 1 night
Drive

S M T W T F S
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Stowe

— 1 day

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 7th (Thu): take your sightseeing to a higher altitude at Mount Mansfield State Forest and then hike along Stowe Recreation Path.

To see ratings, maps, other places to visit, and other tourist information, read our Stowe trip planner.

Plainville to Stowe is an approximately 4-hour car ride. You can also do a combination of car and flight. Expect little chillier temperatures when traveling from Plainville in October; daily highs in Stowe reach 60°F and lows reach 39°F. Finish up your sightseeing early on the 7th (Thu) so you can go by car to North Conway.

Things to do in Stowe

Parks · Nature · Outdoors · Trails

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 8th (Fri): look and learn at Mount Washington Observatory Weather Discovery Center, then cruise along Kancamagus Highway, and then look for gifts at Zeb's General Store.

For ratings, where to stay, reviews, and tourist information, go to the North Conway holiday maker app.

Traveling by car from Stowe to North Conway takes 3 hours. Alternatively, you can take a bus; or take a bus. Traveling from Stowe in October, plan for somewhat warmer nights in North Conway, with lows around 45°F. Finish your sightseeing early on the 8th (Fri) to allow enough time to drive to Ogunquit.

Things to do in North Conway

Museums · Shopping · Outdoors · Scenic Drive

Ogunquit

— 2 nights
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
On the 9th (Sat), take in the dramatic natural features at Perkins Cove, take a tour by water with Boat Tours & Water Sports, and then appreciate the extensive heritage of Marginal Way Walkway. Keep things going the next day: get engrossed in the history at Seashore Trolley Museum, then kick back and relax at Ogunquit Beach, and then enjoy the sea views from Nubble Lighthouse.

To find where to stay, reviews, photos, and other tourist information, use the Ogunquit road trip planning site.

Traveling by car from North Conway to Ogunquit takes 2 hours. Alternatively, you can take a bus. Expect little chillier evenings in Ogunquit when traveling from North Conway in October, with lows around 38°F. Finish your sightseeing early on the 10th (Sun) to allow enough time to drive to Bar Harbor.

Things to do in Ogunquit

Outdoors · Historic Sites · Parks · Tours

Side Trips

Bar Harbor, Mount Desert Island

— 1 night
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 11th (Mon): take your sightseeing to a higher altitude at Cadillac Mountain and then admire the natural beauty at Turrets Seaside Garden.

For other places to visit, reviews, maps, and tourist information, use the Bar Harbor trip site.

Traveling by car from Ogunquit to Bar Harbor takes 4 hours. Alternatively, you can do a combination of bus and flight; or do a combination of taxi, train, and bus. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Cap off your sightseeing on the 11th (Mon) early enough to travel back home.

Things to do in Bar Harbor

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.

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.