Plan a trip to see Fifth Maine Museum

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Ramada Plaza by Wyndham Portland

Nasons Corner

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Portland (PWM)

7.8/10 Good! (1,032 reviews)

Good Location and reasonably priced

Reviewed on Jul. 24, 2025

Cliff House Maine

per person

Sep 26 - Sep 29

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,008 reviews)

The oceanview was breathtaking, the morning sun was stunning

Reviewed on Jul. 22, 2025

The Weldon Hotel

Downtown Portland

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.8/10 Exceptional! (64 reviews)

We had a great stay in the 2 bedroom unit. great set up and was super clean. Loved the proximity to the shopping area and restaurants. Only issue was the front door lock, noticed a lot of the other people were leaving the lock open. Would stay here again

Reviewed on Jul. 24, 2025

Tours & day trips

See all 64 activities

Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Food, drink & nightlife

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Portland: Casco Bay Sunset and Lighthouse Cruise

Free cancellation available

Private & custom tours

See all 9 activities

City centre Golden Adventure Quest Experience in Portland

Free cancellation available

Adventure & outdoor

See all 5 activities

Around The Peninsula Bike Tour

Free cancellation available

Holiday & seasonal tours

See all 3 activities

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

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.

Bug Light

You can find out about the history of South Portland with a visit to Bug Light. Experience the area's great live music and acclaimed theater scene.

Portland Head Light

Look out across the Atlantic Ocean from Portland’s iconic white lighthouse, which has presided over the southern Maine coastline since the 18th century.