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Portland Harbor Hotel

Downtown Portland

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per person

Jun. 30 - Jul. 5

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.2/10 Wonderful! (1,475 reviews)

Excellent stay, nice and clean, very convenient and centrally located.

Reviewed on Apr. 24, 2025

Boston Harbor Hotel

North End

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per person

Jun. 13 - Jun. 16

found 18 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

9.6/10 Exceptional! (1,011 reviews)

Gorgeous location and fantastic staff

Reviewed on Apr. 24, 2025

Mandarin Oriental, Boston

Back Bay

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per person

Jun. 13 - Jun. 16

found 18 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

9.4/10 Exceptional! (332 reviews)

We had a wonderful stay at Mandarin Oriental Hotel. They upgraded us because the room we booked was not ready yet. The hotel is safe and connects to the Prudential mall for shopping and more dining options. The staff and service were exemplary. We will definitely stay again.

Reviewed on Feb. 26, 2025

Tours & day trips

See all 39 activities

City centre Golden Adventure Quest Experience in Portland

Free cancellation available

Food, drink & nightlife

See all 8 activities

Portland: Casco Bay Sunset and Lighthouse Cruise

Free cancellation available

Private & custom tours

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City centre Golden Adventure Quest Experience in Portland

Free cancellation available

Adventure & outdoor

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Around The Peninsula Bike Tour

Free cancellation available

Classes & workshops

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Paint Outdoors in Portland, Maine

Free cancellation available

Popular places to visit

Spring Point Ledge Lighthouse

Learn about the local history of South Portland when you spend time at Spring Point Ledge Lighthouse. Experience the area's great live music and acclaimed theater scene.

Fort Preble

On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.

Southern Maine Community College

Walk around the campus at Southern Maine Community College as part of your travels around South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

Portland Observatory

5/5(7 reviews)

You can find out about the history of Portland with a visit to Portland Observatory. Stroll along the area's seaside or experience its great live music.

Maine Jewish Museum

Located in the immigrant-era Etz Chaim Synagogue, this museum tells the stories of Maine’s Jewish families and showcases Jewish artists from the area.