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Washington DC to Portland, Maine: 4‑Day Itinerary (Sept 26‑29 2025)

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Day 1: September 26 – Travel to Portland

Morning: Board the Amtrak Acela Express at Union Station and enjoy scenic views of the New England coastline during the 6‑hour ride.

Afternoon: Arrive in Portland, check into your downtown hotel, then take a leisurely walk through the historic Old Port district, admiring its brick streets and waterfront boutiques.

Evening: Dine on fresh lobster at a waterfront restaurant on Commercial Street and watch the sunset over Casco Bay.

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Day 2: September 27 – Iconic Sights

Morning: Grab a coffee and bike to the famous Portland Head Light in Cape Elizabeth, exploring the lighthouse and its dramatic cliffside views.

Afternoon: Return to downtown for a visit to the Portland Museum of Art, where you can see works by Winslow Homer and contemporary Maine artists.

Evening: Stroll along the Eastern Promenade park, enjoy panoramic harbor vistas, and finish with a craft‑beer tasting at a local brewpub.

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Day 3: September 28 – Maritime Adventure

Morning: Hop on the Casco Bay Lines ferry for a short cruise to Peaks Island, where you can rent a bike and explore the island’s quiet beaches.

Afternoon: Back on the mainland, tour the beautifully preserved Victoria Mansion, a masterpiece of 19th‑century architecture and interior design.

Evening: Enjoy a relaxed dinner in the South End neighborhood, sampling farm‑to‑table cuisine at a cozy bistro.

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Day 4: September 29 – Return to Washington DC

Morning: Take a final walk along the Portland Harbor Trail, stopping for a pastry at a local bakery before checking out of your hotel.

Afternoon: Board the Amtrak train at Portland Station for the return journey to Washington DC, reflecting on the coastal charm you experienced.

Evening: Arrive back at Union Station and unwind after a memorable New England getaway.

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Time and Cost Estimates

  • Amtrak round‑trip (Washington DC – Portland): 12 hrs total travel time, $240
  • Hotel (3 nights, mid‑range downtown): 3 days, $180 per night, $540
  • Meals (breakfast, lunch, dinner): 4 days, $60 per day, $240
  • Portland Head Light parking & entry: 2 hrs, $10
  • Portland Museum of Art admission: 2 hrs, $15
  • Eastern Promenade (free): 2 hrs, $0
  • Casco Bay Lines ferry (round‑trip): 3 hrs, $25
  • Victoria Mansion admission: 1.5 hrs, $12
  • Miscellaneous (souvenirs, tips): 4 hrs, $100
  • Total Estimated Cost: $1,182

Tips

If you have extra time, add a half‑day to explore the charming seaside town of Kennebunkport or take a guided food tour of Portland’s famous lobster shacks. To shorten the trip, you could skip the Peaks Island ferry and spend the afternoon of Day 3 visiting the Old Port’s galleries before heading home.

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