5 days in Vermont, New Hampshire & Maine Itinerary

5 days in Vermont, New Hampshire & Maine Itinerary

Created using Inspirock United States trip itinerary maker

©
Make it your trip
Fly to Plattsburgh, Drive to Stowe
1
Stowe
— 1 day
Drive
2
North Conway
— 2 nights
Drive
3
Ogunquit
— 1 night
Drive
4
Boothbay Harbor
— 1 night
Fly

S M T W T F S
24
25
26
27
28
29
30
31
1
2
3
4
5
6

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.
On the 27th (Wed), take in the awesome beauty at Mount Mansfield State Forest and then hike along Stowe Recreation Path.

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

Orlando to Stowe is an approximately 7-hour combination of flight and car. You can also drive; or take a train. Traveling from Orlando in October, expect Stowe to be cooler, temps between 60°F and 39°F. Cap off your sightseeing on the 27th (Wed) early enough to go by car to North Conway.

Things to do in Stowe

Parks · Outdoors · Trails · Nature

North Conway

— 2 nights
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.
Kick off your visit on the 28th (Thu): delve into the lush surroundings at White Mountain National Forest and then surround yourself with nature on Bretton Woods Canopy Tour. Get ready for a full day of sightseeing on the next day: admire the sheer force of Diana's Baths, then cruise along Kancamagus Highway, and then look for gifts at Zeb's General Store.

To find other places to visit, where to stay, traveler tips, and other tourist information, you can read our North Conway route app.

Drive from Stowe to North Conway in 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 29th (Fri) so you can drive to Ogunquit.

Things to do in North Conway

Outdoors · Parks · Wildlife · Nature

Side Trips

Ogunquit

— 1 night
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.
Kick off your visit on the 30th (Sat): enjoy the sea views from Nubble Lighthouse and then appreciate the extensive heritage of Marginal Way Walkway.

To see other places to visit, more things to do, traveler tips, and tourist information, refer to the Ogunquit day trip planning site.

Getting from North Conway to Ogunquit by car takes about 2 hours. Other options: take a bus. Traveling from North Conway in October, plan for slightly colder nights in Ogunquit, with lows around 38°F. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to Boothbay Harbor.

Things to do in Ogunquit

Historic Sites

Side Trip

Boothbay Harbor

— 1 night
Boothbay Harbor is a town in Lincoln County, Maine, United States. On the 31st (Sun), take in the pleasant sights at Coastal Maine Botanical Gardens and then catch all the local highlights with Cap'n Fish's Cruises.

To find reviews, more things to do, where to stay, and tourist information, read our Boothbay Harbor trip builder app.

Traveling by car from Ogunquit to Boothbay Harbor takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and taxi. In October, daytime highs in Boothbay Harbor are 61°F, while nighttime lows are 41°F. Cap off your sightseeing on the 31st (Sun) early enough to catch the flight back home.

Things to do in Boothbay Harbor

Wildlife · Outdoors · Tours · Parks

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.