8 days in Maine & Virginia Itinerary

Created using Inspirock United States travel route planner
Make it your trip
— 2 nights
Bar Harbor, Mount Desert Island
— 2 nights
— 1 night
Virginia Beach
— 2 nights
Drive to Norfolk International Airport, Fly to Mont Tremblant


Portland — 2 nights

The Forest City

Kick off your visit on the 24th (Sat): cool off at Old Orchard Beach, then sample some tasty brews at a beer tour and tasting, and then stroll through Casco Bay. On the next day, tour the pleasant surroundings at Wells Beach, enjoy the sand and surf at Ogunquit Beach, and then appreciate the extensive heritage of Marginal Way Walkway.

For ratings, other places to visit, traveler tips, and more tourist information, refer to the Portland route planner.

Mont Tremblant, Canada to Portland is an approximately 15.5-hour flight. You can also drive. Expect a bit warmer evenings in Portland when traveling from Mont Tremblant in June, with lows around 14°C. Finish your sightseeing early on the 25th (Sun) so you can drive to Bar Harbor.
Beaches · Parks · Outdoors · Tours
Side Trips

Bar Harbor, Mount Desert Island — 2 nights

On the 26th (Mon), take in the awesome beauty at Cadillac Mountain, then capture your vacation like a pro with an inspiring photography tour, and then get a new perspective on things with Boat Tours & Water Sports. Keep things going the next day: look for all kinds of wild species at Shore Path, tour the pleasant surroundings at Sand Beach, and then stroll through Little Hunters Beach.

For maps, other places to visit, ratings, and tourist information, read Bar Harbor day trip planner.

Getting from Portland to Bar Harbor by car takes about 3.5 hours. Other options: do a combination of bus and flight; or take a bus. Traveling from Portland in June, expect nights in Bar Harbor to be about the same, around 13°C, while days are a bit cooler, around 23°C. Finish up your sightseeing early on the 27th (Tue) so you can catch the flight to Williamsburg.
Outdoors · Parks · Tours · Beaches
Side Trip

Williamsburg — 1 night

Colonial Capital

Start off your visit on the 28th (Wed): steep yourself in history at Colonial Williamsburg, then step aboard Jamestown Settlement, and then kick back and relax at Yorktown Beach.

To find maps, other places to visit, more things to do, and tourist information, go to the Williamsburg driving holiday planner.

You can fly from Bar Harbor to Williamsburg in 5.5 hours. Other options are to drive; or do a combination of bus and train. Prepare for somewhat warmer weather when traveling from Bar Harbor in June: high temperatures in Williamsburg hover around 36°C and lows are around 23°C. Cap off your sightseeing on the 28th (Wed) early enough to go by car to Virginia Beach.
Historic Sites · Beaches · Parks · Museums
Side Trip

Virginia Beach — 2 nights

The Resort City

Kick off your visit on the 29th (Thu): kick back and relax at Sandbridge Beach, then brush up on your knowledge of spirits at Tarnished Truth Distilling Co., and then kick back and relax at Virginia Beach.

To see traveler tips, other places to visit, ratings, and more tourist information, read our Virginia Beach online trip builder.

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In June in Virginia Beach, expect temperatures between 34°C during the day and 24°C at night. Cap off your sightseeing on the 30th (Fri) early enough to travel back home.
Beaches · Parks · Outdoors · Breweries & Distilleries

Maine travel guide

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.

Virginia travel guide

Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.