15 days in Virginia & Maine Itinerary

15 days in Virginia & Maine Itinerary

Created using Inspirock United States attractions planner

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Make it your trip
Drive
1
Fredericksburg
— 2 nights
Fly
2
Bar Harbor, Mount Desert Island
— 5 nights
Drive
3
Rockland
— 2 nights
Drive
4
Kennebunkport
— 2 nights
Fly
5
Virginia Beach
— 2 nights
Drive
6
Chincoteague Island
— 1 night
Drive

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Fredericksburg

— 2 nights
Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. You'll explore the less-touristy side of things at National Museum of the Marine Corps and James Madison's Montpelier. Your cultural itinerary includes sights like University of Virginia and Fredericksburg Battlefield and Visitor Center. There's lots more to do: take an in-depth tour of The Rising Sun Tavern, contemplate the long history of Kenmore Plantation and Gardens, witness the site of a historic battle at Fredericksburg & Spotsylvania National Military Park, and take in the architecture and atmosphere at Old Salem Church.

To see traveler tips, maps, and other tourist information, read our Fredericksburg trip itinerary planning site.

Washington DC to Fredericksburg is an approximately 1.5-hour car ride. You can also take a train; or take a bus. In June in Fredericksburg, expect temperatures between 85°F during the day and 65°F at night. Finish up your sightseeing early on the 21st (Mon) so you can travel to Bar Harbor.

Things to do in Fredericksburg

Historic Sites · Museums

Side Trips

Bar Harbor, Mount Desert Island

— 5 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Eschew the tourist crowds and head to Jordan Pond Path Trailhead and Land Bridge to Bar Island. Do some cultural sightseeing at The Seal Cove Auto Museum and St. Saviour's Church :. And it doesn't end there: trek along Bar Island Trails, stroll through Ocean Path, paddle through the water with a kayaking and canoeing tour, and enjoy the sand and surf at Sand Beach.

To find more things to do, where to stay, reviews, and other tourist information, refer to the Bar Harbor trip builder app.

You can fly from Fredericksburg to Bar Harbor in 7 hours. Alternatively, you can drive; or do a combination of train and bus. Prepare for a bit cooler weather when traveling from Fredericksburg in June: high temperatures in Bar Harbor hover around 68°F and lows are around 52°F. Cap off your sightseeing on the 26th (Sat) early enough to go by car to Rockland.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Rockland

— 2 nights
Rockland is a city in Knox County, Maine, in the United States. Start off your visit on the 27th (Sun): see the interesting displays at Owls Head Lighthouse, then visit a coastal fixture at Rockland Breakwater Light, then admire the majestic nature at Camden Hills State Park, and finally don't miss a visit to Vesper Hill Children's Chapel. Here are some ideas for day two: admire the masterpieces at Farnsworth Art Museum, get a new perspective on things with Boat Tours & Water Sports, and then explore the galleries of Maine Lighthouse Museum.

To find where to stay, reviews, other places to visit, and tourist information, read Rockland attractions planning app.

You can drive from Bar Harbor to Rockland in 2.5 hours. Another option is to take a bus. In June in Rockland, expect temperatures between 68°F during the day and 51°F at night. Finish your sightseeing early on the 28th (Mon) so you can drive to Kennebunkport.

Things to do in Rockland

Historic Sites · Museums · Shopping · Nature

Side Trips

Kennebunkport

— 2 nights
Kennebunkport is a town in York County, Maine, United States. Kick off your visit on the 29th (Tue): examine the collection at Wells Auto Museum, enjoy the sand and surf at Long Sands Beach, then kick back and relax at Short Sands Beach, and finally kick back and relax at Wells Beach. Keep things going the next day: cruise along Ocean Ave, take in the architecture and atmosphere at St. Ann's Episcopal Church, and then get a new perspective on things with Boat Tours & Water Sports.

To see maps, traveler tips, photos, and other tourist information, read Kennebunkport tour planning website.

You can drive from Rockland to Kennebunkport in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. When traveling from Rockland in June, plan for somewhat warmer days in Kennebunkport, with highs around 75°F, while nights are about the same with lows around 52°F. Finish your sightseeing early on the 30th (Wed) to allow enough time to travel to Virginia Beach.

Things to do in Kennebunkport

Outdoors · Parks · Beaches · Scenic Drive

Side Trips

Virginia Beach

— 2 nights

The Resort City

Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Kick off your visit on the 1st (Thu): brush up on your military savvy at Military Aviation Museum, kick back and relax at Sandbridge Beach, and then fly like a bird with a parasailing or paragliding tour. On the next day, make a trip to Stage Door Gallery, enjoy the sand and surf at Cape Charles Beach, then enjoy the sea views from Cape Henry Lighthouse, and finally immerse yourself in nature at First Landing State Park.

To find other places to visit, maps, reviews, and other tourist information, use the Virginia Beach day trip website.

Traveling by flight from Kennebunkport to Virginia Beach takes 8 hours. Alternatively, you can drive; or take a bus. In June, Virginia Beach is somewhat warmer than Kennebunkport - with highs of 85°F and lows of 69°F. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Chincoteague Island.

Things to do in Virginia Beach

Parks · Outdoors · Beaches · Museums

Side Trip

Chincoteague Island

— 1 night
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Start off your visit on the 3rd (Sat): enjoy the sea views from Assateague Lighthouse, then get engrossed in the history at Museum of Chincoteague, then view the masterpieces at Tryfan Gallery, and finally get a new perspective on things with Boat Tours & Water Sports.

To find traveler tips, more things to do, maps, and tourist information, go to the Chincoteague Island trip planner.

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. July in Chincoteague Island sees daily highs of 86°F and lows of 72°F at night. Finish up your sightseeing early on the 3rd (Sat) so you can go by car back home.

Things to do in Chincoteague Island

Museums · Historic Sites · Tours · Outdoors

Side Trip

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Specialty Museums
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.

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.