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Writer's pictureHunter Letendre

Visiting Maine Itinerary: A History Lover’s Guide to the Pine Tree State

Maine State House

With its deep maritime roots, colonial past, and rich Native American heritage, Maine is a paradise for history enthusiasts. From ancient coastal landmarks to Revolutionary War forts and Victorian-era architecture, Maine offers a diverse array of historical sites. This guide provides a five-day itinerary designed for history lovers, covering the state’s most iconic sites.


Day 1: Colonial Beginnings in Portland

Old Port District: Start your journey in Portland, a city known for its well-preserved Old Port District. Stroll along cobblestone streets and admire 19th-century brick buildings, home to historic shops, restaurants, and galleries. You’ll get a sense of Portland’s evolution from a colonial fishing village to a bustling port city.


Wadsworth-Longfellow House: The Wadsworth-Longfellow House is a must-visit for history lovers. Once home to poet Henry Wadsworth Longfellow, this Federal-style house offers a glimpse into Portland’s past, with period furnishings and artifacts from the Longfellow family. Guided tours provide a deeper understanding of Portland’s cultural history and the home’s impact on American literature.


Portland Head Light: End your day at Portland Head Light in nearby Cape Elizabeth. Built in 1791, this iconic lighthouse is one of the oldest in Maine. Explore the lighthouse museum to learn about its role in Maine’s maritime history and enjoy breathtaking coastal views.


Day 2: Revolutionary War Sites and Maritime History in Bath

Maine Maritime Museum: Travel north to Bath, known as the “City of Ships.” The Maine Maritime Museum offers fascinating exhibits on Maine’s shipbuilding heritage, from wooden schooners to modern-day vessels. Outdoor exhibits include historic shipyard buildings, a lighthouse, and a full-size sculpture of the schooner Wyoming, Maine’s largest wooden ship.


Fort Popham State Historic Site: Just a short drive from Bath, Fort Popham is a semicircular coastal fort built during the Civil War but rooted in Revolutionary War history. The fort offers an impressive example of coastal defense architecture and provides stunning views over the Kennebec River.


Day 3: Exploring Maine’s Native American and Early Settlement History in Augusta

Maine State Museum: Head to Augusta, Maine’s capital, for an in-depth look at the state’s history at the Maine State Museum. Exhibits cover Native American culture, the colonial period, and Maine’s role in the Industrial Revolution. This museum offers context on how Maine’s earliest inhabitants shaped the region and influenced later settlement.


Old Fort Western: Continue to Old Fort Western, the oldest surviving wooden fort in New England. Built in 1754, this National Historic Landmark played a significant role in protecting early settlers during the French and Indian War. Guided tours showcase artifacts and reconstructed quarters, bringing the fort’s history to life.


Day 4: Coastal Charm and Victorian Heritage in Rockland and Camden

Rockland’s Historic Downtown: Explore Rockland, home to a beautifully preserved historic downtown district. Known as the “Lobster Capital of the World,” Rockland has a charming main street lined with Victorian buildings, many of which now house shops, galleries, and eateries.


Farnsworth Art Museum: The Farnsworth Art Museum in Rockland celebrates Maine’s artistic heritage with works from Maine-connected artists, including a significant collection of Andrew Wyeth’s paintings. The museum’s exhibits provide insights into how Maine’s history and landscapes have inspired American art.


Camden Hills State Park: A quick trip north takes you to Camden, a coastal town known for its scenic beauty and historical charm. Camden Hills State Park offers breathtaking views of Penobscot Bay, and it’s easy to see why 19th-century writers and artists flocked to this area.


Day 5: Acadia National Park and Bar Harbor’s Gilded Age

Acadia National Park: On your final day, journey to Mount Desert Island, home to Acadia National Park. This stunning park combines natural beauty with historical significance, as the island has been inhabited by the Wabanaki people for thousands of years. Explore trails used by Native American tribes and take in historic sites like the Jordan Pond House, originally built in the 1890s.


Bar Harbor’s Historic District: Wrap up your Maine itinerary with a visit to Bar Harbor’s Historic District. This charming town was a popular retreat for wealthy families during the Gilded Age, and you’ll find elegant mansions, historic inns, and churches from this era. For an immersive experience, take a guided walking tour to hear stories of Bar Harbor’s rise as a premier resort town in the late 19th century.


Additional Tips for Visiting Maine’s Historic Sites

  1. Book Guided Tours: Many historic sites offer guided tours that provide deeper insights into Maine’s past.

  2. Plan for Scenic Drives: Maine’s coastal roads are filled with historic landmarks and natural beauty, making the journey part of the experience.

  3. Visit in Fall: Maine’s autumn foliage adds to the charm and beauty of historic sites, particularly in places like Camden and Acadia.


Maine’s Historic Itinerary: A Journey Through Time

From colonial settlements to the maritime traditions that shaped New England, this itinerary for history lovers explores the best of Maine’s past. Whether you’re captivated by Revolutionary War forts, Native American heritage, or Gilded Age mansions, Maine’s historical sites will provide an enriching and memorable experience.


Start planning your trip to discover the captivating history of Maine, where every town and coastline tells a story of America’s beginnings.

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