Plan a trip to see Battery Steele

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Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

CA $1,125

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

9.2/10 Wonderful! (1,003 reviews)

It was great. breakfast was great!

Reviewed on Aug. 18, 2025

Cliff House Maine

CA $1,328

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,002 reviews)

We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!

Reviewed on Aug. 9, 2025

The Docent's Collection

Downtown Portland

CA $1,662

per person

Oct 16 - Oct 18

found 22 hours ago

Roundtrip flight included

Québec (YQB) to Portland (PWM)

9.6/10 Exceptional! (219 reviews)

This property was beyond expectation. As long as you are comfortable using the app, check in was super easy and so was getting into our suite. The kitchen had everything we could have possibly needed, and having a living space was a great lift from a normal hotel room.

Reviewed on Aug. 16, 2025

Tours & day trips

See all 62 activities

Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Food, drink & nightlife

See all 14 activities

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

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 entertainment choices and great live music.

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.