28 days in Continental USA Itinerary

28 days in Continental USA Itinerary

Created using Inspirock United States trip planner
Make it your trip
Drive
1
North Conway
— 1 night
Drive
2
Portland
— 3 nights
Drive
3
Boston
— 3 nights
Drive
4
Newport
— 2 nights
Drive
5
East Haddam
— 2 nights
Drive
6
New York City
— 6 nights
Drive
7
Cape May
— 2 nights
Ferry to Lewes, DE, Taxi to Rehoboth Beach
8
Rehoboth Beach
— 1 night
Drive
9
Washington DC
— 4 nights
Fly
10
Burlington
— 3 nights
Drive

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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.
Kick off your visit on the 23rd (Thu): glide through natural beauty at Great Glen Trails Outdoor Center and then get outside with Bretton Woods Canopy Tour. Get ready for a full day of sightseeing on the next day: fly down the slopes at Shawnee Peak and then stroll through Bear Notch Ski Touring Center.

To see maps, reviews, and tourist information, read our North Conway trip builder.

Montreal, Canada to North Conway is an approximately 4.5-hour car ride. You can also do a combination of flight and bus; or take a bus. Traveling from Montreal in December, expect nights in North Conway to be about the same, around -5°C, while days are somewhat warmer, around 5°C. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Portland.
Outdoors · Parks · Winter Sports · Tours
Side Trips

Portland — 3 nights

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Escape the urban bustle at Harris Farm Cross Country Skiing and Footbridge Beach. Venture out of the city with trips to Kennebunkport (Walker's Point & St. Ann's Episcopal Church) and Quarry Road Trails (in Waterville). The adventure continues: head off the coast to Casco Bay Islands.

To find photos, traveler tips, where to stay, and other tourist information, refer to the Portland trip maker site.

Traveling by car from North Conway to Portland takes 2 hours. Alternatively, you can do a combination of taxi and bus. In December in Portland, expect temperatures between 3°C during the day and -6°C at night. Finish your sightseeing early on the 27th (Mon) to allow enough time to drive to Boston.
Outdoors · Parks · Winter Sports · Scenic Drive
Side Trips

Boston — 3 nights

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Get some historical perspective at National Shrine of our Lady of La Salette and Louisa May Alcott's Orchard House. Satisfy your inner culture vulture at Walden Pond State Reservation and Heritage Museums & Gardens. Change things up with these side-trips from Boston: Minute Man National Historical Park (in Concord), Cape Cod Canal (in Buzzards Bay) and Shining Sea Bikeway (in Falmouth). There's lots more to do: engage your brain at Sandwich Glass Museum, contemplate the long history of Otis House, and stroll the grounds of Mount Auburn Cemetery.

Plan my Boston trip by asking Inspirock to come up with tips and suggestions.

You can drive from Portland to Boston in 2 hours. Other options are to take a bus; or take a train. Expect somewhat warmer temperatures when traveling from Portland in December; daily highs in Boston reach 7°C and lows reach 0°C. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Newport.
Historic Sites · Parks · Museums · Nature
Side Trips

Newport — 2 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
On the 31st (Fri), cast your line with Fish'n Tales Adventures, then enjoy the sea views from Beavertail Lighthouse and Park, and then take a memorable drive along Ocean Drive Historic District. On the 1st (Sat), you'll have a packed day of sightseeing: explore the wealth of natural beauty at Sachuest Point National Wildlife Refuge.

For photos, reviews, other places to visit, and more tourist information, read Newport online trip builder.

Getting from Boston to Newport by car takes about 2 hours. Other options: take a bus; or do a combination of train and bus. In December, plan for daily highs up to 7°C, and evening lows to 0°C. Wrap up your sightseeing on the 1st (Sat) early enough to drive to East Haddam.
Parks · Nature · Wildlife · Historic Sites
Side Trips

East Haddam — 2 nights

East Haddam is a town in Middlesex County, Connecticut, United States. On the 2nd (Sun), take an in-depth tour of Prudence Crandall Museum and then stroll through Gillette Castle State Park. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Machimoodus State Park and then stroll through Airline North State Park Trail.

To find traveler tips, other places to visit, ratings, and more tourist information, refer to the East Haddam road trip app.

You can drive from Newport to East Haddam in 2 hours. In January, daily temperatures in East Haddam can reach 3°C, while at night they dip to -5°C. Finish your sightseeing early on the 3rd (Mon) to allow enough time to drive to New York City.
Parks · Historic Sites · Nature · Trails
Side Trips

New York City — 6 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Visit 9/11 Memorial and St. Paul's Chapel for their historical value. Times Square and Fifth Avenue are good opportunities to explore the local culture. There's still lots to do: explore the galleries of The Metropolitan Museum of Art, take in the architecture and atmosphere at St. Patrick's Cathedral, get a new perspective on nature at American Museum of Natural History, and pause for some photo ops at Statue of Liberty National Monument.

For where to stay, traveler tips, and tourist information, go to the New York City travel route planner.

Traveling by car from East Haddam to New York City takes 2.5 hours. In January in New York City, expect temperatures between 5°C during the day and -5°C at night. Finish your sightseeing early on the 9th (Sun) to allow enough time to drive to Cape May.
Museums · Parks · Historic Sites · Neighborhoods

Cape May — 2 nights

Cape May represents the other Jersey Shore--the one you don't see on TV--the one with a rich history and a refined, relaxed atmosphere.
On the 10th (Mon), get engrossed in the history at Emlen Physick Estate and then stroll through South Cape May Meadows. Get ready for a full day of sightseeing on the next day: kick back and relax at Cape May Point State Park and then kick back and relax at Sunset Beach.

To find where to stay, more things to do, maps, and more tourist information, you can read our Cape May holiday planner.

Traveling by car from New York City to Cape May takes 3 hours. Alternatively, you can take a bus; or do a combination of train, tram, and bus. In January, plan for daily highs up to 5°C, and evening lows to -3°C. Wrap up your sightseeing on the 11th (Tue) early enough to travel to Rehoboth Beach.
Parks · Beaches · Outdoors · Wildlife
Side Trips

Rehoboth Beach — 1 night

The population of the city of Rehoboth Beach expands by 25,000 every summer.
On the 12th (Wed), tour the pleasant surroundings at James Farm Ecological Preserve and then learn insider's secrets on Delmarva Discovery Tours.

To find ratings, more things to do, and more tourist information, go to the Rehoboth Beach online trip maker.

You can do a combination of ferry and taxi from Cape May to Rehoboth Beach in 2.5 hours. Another option is to do a combination of ferry and car. In January, plan for daily highs up to 7°C, and evening lows to -3°C. Finish up your sightseeing early on the 12th (Wed) so you can go by car to Washington DC.
Wildlife · Wineries · Tours · Breweries & Distilleries
Side Trip

Washington DC — 4 nights

The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Get some historical perspective at Washington National Cathedral and Arlington National Cemetery. Get outdoors at Devils Den and Audubon Naturalist Society Woodend Sanctuary. Next up on the itinerary: explore the world behind art at National Gallery of Art, take in the architecture and atmosphere at Basilica of the National Shrine of the Immaculate Conception, get engrossed in the history at United States Holocaust Memorial Museum, and ponder the world of politics at United States Capitol.

For more things to do, where to stay, maps, and other tourist information, read our Washington DC tour planning website.

You can drive from Rehoboth Beach to Washington DC in 3 hours. Another option is to take a bus. In January, daily temperatures in Washington DC can reach 7°C, while at night they dip to -1°C. Wrap up your sightseeing on the 16th (Sun) to allow time to fly to Burlington.
Parks · Historic Sites · Museums · Nature
Side Trips

Burlington — 3 nights

Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Step out of the city life by going to Eden Dogsledding and 3rd Alarm Charters & Guide Service. Get out of town with these interesting Burlington side-trips: Rikert Nordic Center (in Ripton), Sugarbush Resort (in Warren) and Middlebury College Snow Bowl (in Hancock). It doesn't end there: grab your bike and head to Shelburne Bay Park.

To find photos, other places to visit, maps, and more tourist information, go to the Burlington road trip planner.

You can fly from Washington DC to Burlington in 3 hours. Other options are to drive; or take a bus. Traveling from Washington DC in January, expect Burlington to be a bit cooler, temps between -1°C and -12°C. Cap off your sightseeing on the 19th (Wed) early enough to go by car back home.
Outdoors · Tours · Parks · Winter Sports
Side Trips

New Hampshire travel guide

4.6
Waterfalls · Ski Areas · Theme Parks
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.

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.

Rhode Island travel guide

4.7
Specialty Museums · Architectural Buildings · Historic Walking Areas
The Ocean State
Despite being the country's smallest state, Rhode Island includes over 640 km (400 mi) of coastline, courtesy of Narragansett Bay and more than 30 islands. Most of the state is part of the U.S. mainland, despite its somewhat misleading name. Though it takes only about 40 minutes to drive across this tiny state, Rhode Island includes more white sandy beaches than most visitors can hope to explore on a single trip. The state's one big city and surrounding small towns brim with places to visit, such as museums, galleries, restaurants, bars, and historical neighborhoods packed with colonial-era buildings. Although the state may seem small, your holiday itinerary is sure to be chock-full.

Connecticut travel guide

4.3
Aquariums · Theaters · Observatories
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.

New York State travel guide

4.5
Scenic Walking Areas · Observation Decks · Historic Sites
The Empire State
Home to the country's most populous city, the state of New York is a major gateway for immigration into the United States, but also one of the nation's prime holiday destinations. Take a trip down the state's numerous wilderness trails and scenic roads to visit quaint small towns, sandy beaches, historical estates, and artist colonies. Though the majority of visitors head for the big-city restaurants, theaters, and museums, you can venture deeper into the rugged and remote mountain areas to discover a world of picturesque forests, rivers, mountains, and lakes. New York also boasts the nation's largest forest preserve, encompassing much of the northeastern lobe of the state.

New Jersey travel guide

4.1
Casinos · Shopping Malls · Beaches
The Garden State
Often overshadowed by its legendary neighbor, New York, New Jersey holds its own as a land of thriving industrial cities, sprawling farmland, and lively coastal towns. Called the Garden State, New Jersey is a hub of entertainment and cultural attractions for the east coast, from the famous sandy beaches and carnival-like atmosphere of the Jersey Shore to alluring Atlantic City, the Las Vegas of the east. New Jersey also boasts a wealth of historical places to visit, including battle sites and memorials, such as George Washington's Revolutionary War headquarters.

Delaware travel guide

4.2
Beaches · Theme Parks · History Museums
The First State
Nicknamed the "First State" for its role in ratifying the U.S. Constitution, Delaware is only 160 km (100 mi) long and about 80 km (49 mi) wide at its widest point. Despite its small size, the state is a patchwork of complex and diverse communities, with an industrialized north and rural south. More than just a tax-free shopping haven, the state features great sightseeing in its picturesque countryside interspersed with sleepy colonial villages and long sandy beaches. It also offers several organized trail systems that focus on things to do in the outdoors, including history, geocaching, culinary activities, and wine and spirits. Largely because of its size, Delaware remains one of the country's least-explored states.

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.