Morning: Arrive at Portland International Jetport and check into a cozy downtown boutique hotel. Take a leisurely stroll along the Eastern Promenade for early glimpses of the vibrant foliage.
Afternoon: Explore the historic Old Port district, sampling fresh lobster rolls and browsing local boutiques. A short walk brings you to Portland Head Light, where the lighthouse frames a sea of autumn colors.
Evening: Dine at a waterfront restaurant featuring farm‑to‑table cuisine while watching the sun set behind the **Casco Bay**. End the night with a gentle walk along the **Waterfront Park** illuminated by autumn lanterns.
Find HotelsMorning: Drive to Acadia National Park (approximately 3 hours) and start with the **Park Loop Road** to catch panoramic views of the **Mountains and Ocean** bathed in fall colors. Stop at **Jordan Pond** for a classic **Jordan Pond House** tea and popover.
Afternoon: Hike the moderate **Gorham Mountain Trail** for a panoramic overlook of **Lake Superior** and surrounding maple‑red hues. Follow the trail to the **Bass Harbor Head Lighthouse** for a classic photo spot.
Evening: Return to Bar Harbor and enjoy a sunset cruise on **Frenchman Bay** to see the foliage reflected on the water. Finish the day with a seafood dinner on **Main Street** and a stroll through the **Harbor Lights**.
Find HotelsMorning: Depart Bar Harbor and drive the **Kennebunkport scenic route** (Route 1). Stop at **Cape Neddick Lighthouse** (Nubble Light) for a photo with the iconic red‑brick lighthouse against a kaleidoscopic backdrop.
Afternoon: Explore the charming town of **Kennebunk** with its boutique shops and the **Wheaton Library**. Continue to **Seaside Park** for a beach walk framed by colorful trees.
Evening: Return to Portland for a final dinner at a local farm‑to‑table restaurant in the **West End**, reflecting on the fall colors. Conclude with a relaxing walk along **Fore Street**.
Find HotelsIf you have an extra day, consider extending your stay in Bar Harbor for a sunrise hike on **Cadillac Mountain**, the first sunrise point in the U.S., offering spectacular foliage views. To shorten the trip, skip the coastal drive and spend additional time exploring more of Acadia’s trails, which can be done in a two‑day itinerary.