New England: A Journey Through Time
Plimoth Patuxet Museums, Plymouth, MA – A coastal step back in time to 17th-century New England.
Day 1: Arrive in Boston, MA
Pick up your rental car and, if time allows, take a little time to explore downtown Boston. Stroll along the cobblestone streets, take in the historic architecture, and maybe grab a coffee or a bite at a cozy café tucked into one of the city’s charming neighborhoods. Whether it’s your first time or your fifth, Boston’s blend of old-world charm and modern energy makes for the perfect start to your New England adventure.
Day 2: Lenox or Stockbridge, MA
Head west to the Berkshires and settle into the charming towns of Lenox or Stockbridge. Enjoy serene landscapes, art museums, and local charm.
In Lenox, when the world is this wide and green, adventure starts with a sprint and a stuffed animal in hand.
⊱ Norman Rockwell Museum – See iconic American art in a charming countryside setting.
⊱ Naumkeag – Wander through a stunning Gilded Age estate with terraced gardens and sweeping views.
⊱ Tanglewood – Attend a summer concert at the open-air venue that hosts the Boston Symphony Orchestra (seasonal).
Pro Tip: Take a scenic drive along Route 7 for lovely fall foliage if you're visiting in autumn.
Days 3–6: New York City, NY
Staying in New Jersey is a great option if you're traveling on a budget or want to avoid the hassle of parking in Manhattan. Public transit into the city is easy, reliable, and affordable—giving you quick access to everything New York has to offer.
➤ Liberty State Park — Start your trip in Jersey City with stunning views of the Statue of Liberty and the Manhattan skyline. While you're there, check out the Liberty Science Center, a family-friendly spot with interactive exhibits and one of the largest planetariums in the Western Hemisphere.
➤ Central Park & More — Wander through Central Park’s lush trails, open meadows, and tranquil lakes. Whether you’re renting a rowboat at Loeb Boathouse, visiting the Central Park Zoo, or simply relaxing on the Great Lawn, it’s the perfect place to recharge in the heart of the city.
➤ NYC Must-Sees — Soak up the energy of Times Square, stroll the High Line, and cross the Brooklyn Bridge for iconic city views.
➤ Broadway & Bites — Catch a show like Book of Mormon and dine at local favorites like Yard House to round out your NYC experience.Pro Tip: Use the subway to save time and avoid traffic.
Day 7: Philadelphia, PA
Where American independence began—an iconic view of Independence Hall, standing proud and timeless in the heart of Philadelphia.
➤ Spruce Street Harbor Park — Lounge under the lights, grab a bite, or relax by the river in this vibrant, seasonal waterfront escape.
➤ The Liberty Bell — Stand before this iconic symbol of freedom and soak in the stories that shaped a nation.
➤ Independence Hall — Walk the halls where the Declaration and Constitution were signed — a true step back in time.
➤ Philadelphia’s Historic District — Easily walkable and packed with charm, this area ties everything together with cobblestone streets and rich stories around every corner.
Foodie Tip: Spruce Street Harbor Park is lined with food trucks serving up tasty bites and refreshing drinks—perfect for refueling after a long day of exploring.
Day 8: Valley Forge, PA
Drive from Philidelphia and make a stop at Valley Forge National Historical Park to stretch your legs and immerse yourself in Revolutionary War history—it's the perfect detour on the way to Washington D.C.
Day 9–11: Washington, D.C.
Strolling the National Mall, D.C.’s iconic greenway, with the Washington Monument rising proudly on the horizon. A perfect place to walk, reflect, and take in the pulse of the capital.
Washington, D.C. isn't just politics — it's a city where history, culture, and curiosity collide. Tour iconic institutions like the Capitol and Supreme Court, wander through world-class museums, reflect at moving memorials, and don’t forget to swing by the National Zoo to say hi to the pandas. Whether you're chasing knowledge or just a great selfie with Lincoln, D.C. delivers inspiration on every corner.
➤ The Nation’s Institutions — Explore the U.S. Capitol, Supreme Court, and Botanic Garden for a deep dive into government, justice, and natural beauty — all within walking distance.
➤ Museums & Monuments — Visit the Smithsonian American Art Museum and the Washington Monument, then continue to the memorial loop: Jefferson, Lincoln, MLK, Vietnam, and Korean War.
➤ Inspired by History — From the words of Lincoln and King to the quiet reflection of the Vietnam Wall, walk through powerful landmarks that tell America’s story.
➤ A Day with the Animals — Head to the National Zoo to meet giant pandas, elephants, and hundreds of other species in one of the oldest and most beautiful zoos in the country.
Pro Tip: All Smithsonian museums are free!
Day 12: Mount Vernon, VA
On your way to Virginia, take a short detour to George Washington’s Mount Vernon Estate to explore his beautifully preserved home and gardens.
Day 13–14: Coastal Virginia
Wandering through Yorktown — a quiet corner of history wrapped in coastal beauty.
We based ourselves in Newport News — a surprisingly charming little town that turned out to be the perfect home base. Just a short drive from Williamsburg and other major Revolutionary War landmarks, it gave us easy access to the action without the crowds. One afternoon, we stumbled upon Yorktown — a quiet, riverside gem full of history and unexpected beauty. Virginia beaches are also a must!
➤ Yorktown Battlefield — Walk the historic grounds where the final major battle of the American Revolution took place. The preserved earthworks and informative exhibits bring history vividly to life.
➤ Outlook Beach — Unwind with a peaceful stroll or picnic along the York River. This small, sandy spot offers calm waters and scenic views — perfect for a midday break.
Day 15: Gettysburg, PA
A quiet moment at sunset in the Soldiers' National Cemetery, Gettysburg — where rows of headstones curve gently into the distance, honoring those who gave their lives in one of the most pivotal battles of the Civil War.
Gettysburg made for a meaningful and unforgettable stop on our journey. With its deep sense of history and quiet reverence, it offered us time to slow down, reflect, and connect before continuing on to the next leg of our adventure.
➤ Gettysburg Battlefield — Step onto the hallowed grounds of one of the most pivotal battles in American history. Explore at your own pace with a self-guided driving tour or join a ranger-led program to hear powerful stories that bring the past to life.
➤ Soldiers' National Cemetery — Reflect in the solemn beauty of this sacred site where President Lincoln gave the Gettysburg Address. The sweeping rows of headstones are a poignant reminder of the lives lost and the legacy they left behind.
➤ Gettysburg Museum & Visitor Center — Dive deeper into the history with engaging exhibits, authentic Civil War artifacts, and the stunning cyclorama painting that immerses you in the battle’s intensity.
Foodie Tip: Grab a Gettysburger after a day of exploration — a flavorful bite of local pride and history.
Day 16: Lancaster, PA
An Amish buggy rolls through Lancaster’s peaceful countryside — timeless and tranquil.
➤️ Break up the long drive with an overnight stay in Lancaster. Take time to explore the surrounding Amish countryside and enjoy the slower pace.
Day 17: Saratoga Springs, NY
Stay overnight in Troy and spend the day exploring Saratoga National Historical Park and the historic Schuyler House—a quiet piece of Revolutionary history that still speaks to Hamilton fans today.
Day 18: Arrive in Maine
Head toward the coast of Maine and make a sweet stop at a local maple syrup farm along the way. It’s the perfect roadside treat. Consider staying overnight nearby to break up the drive and enjoy the scenic transition into Maine.
Day 19–22: Acadia National Park, ME
A perfect reflection in the heart of Acadia—where wild skies, still waters, and lush green mountains create a moment of pure Maine magic.
Spend a few days in Acadia National Park, where rugged coastlines, mountain views, and peaceful forests offer the perfect escape into nature.
➤ Park Loop Road — Drive this scenic route for sweeping views of Acadia’s rugged coastline, dramatic cliffs, and crashing waves.
➤ Cadillac Mountain — Wake up early to watch the sunrise from the highest point on the East Coast — the first place sunlight touches the U.S.
➤ Acadia’s Coastal Trails — Hike along dramatic cliffs and forested paths for an up-close encounter with the park’s wild, wave-battered shoreline.
Day 23-25: Mid-Coast, ME
From summit to sea—Camden, Maine showing off with postcard perfection.
➤️ Camden – Visit this charming coastal town to stroll the harbor, hike Mt. Battie for panoramic views, or relax with a fresh lobster roll.
➤️ Midcoast, MA – Experience small-town Americana with a festive Independence Day parade and fireworks over the harbor.
➤️ Old Fort Western – If you’re staying in Augusta, make time to explore this hidden historic gem—the oldest surviving wooden fort in the U.S.—on your way back to Boston.
Day 26-32: Greater Boston, MA
Boston glows at twilight—modern towers and the iconic Zakim Bridge light up the night in this stunning cityscape.
Wrap up your trip with a mix of history, coastal charm, and urban fun.
➤️ Catch a Red Sox Game – Experience the electric atmosphere of Fenway Park, one of America’s most beloved and historic ballparks, whether you're a baseball fan or just soaking up the local vibe.
➤️ Walk the Freedom Trail – Follow the red-brick path through downtown Boston to visit iconic Revolutionary-era sites like Paul Revere’s House, Faneuil Hall, and the Old North Church.
➤️ Visit Historic Towns – Take day trips to nearby Salem for its witch trial lore, Lexington & Concord for Revolutionary War history, and Plimoth Patuxet Museums for a living history experience.
➤️ Ferry to the USS Constitution & Explore the Common – Hop on a harbor ferry to tour “Old Ironsides,” then unwind in Boston Common or the Boston Public Garden for a perfect mix of history and relaxation.
Final Tip: If you're flying out of Boston, allow time for last-minute shopping and a celebratory meal in the Seaport District!