Plan a trip to see Battery Steele

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The Docent's Collection

Downtown Portland

CA $1,266

per person

Oct 12 - Oct 16

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to Portland (PWM)

9.6/10 Exceptional! (228 reviews)

We stayed at the property for three nights and paid extended hour for checking-out. Unfortunately, the system hotel created didn't work. the cleaning staffs kept knocking our door at 11am (normal check-out time). Even I told them that I paid for the extension hour to check out. They still kept coming back to knock the door multiple times.

Reviewed on Aug. 31, 2025

Cliff House Maine

CA $2,033

per person

Oct 25 - Nov 1

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,002 reviews)

What’s not to love. It’s Cliff House!!

Reviewed on Aug. 29, 2025

Portland Harbor Hotel

Downtown Portland

CA $1,380

per person

Oct 25 - Nov 1

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

9.2/10 Wonderful! (1,552 reviews)

This is a great place to stay, if it weren't for the hidden charges. Parking is an extra $45/night, and there is a $35 "service fee" added. This covers about 2/3 of a breakfast for two. overall it was well over $100 dollars more on top of the room rate. Very nice, but you pay for it.

Reviewed on Aug. 31, 2025

Tours & day trips

See all 59 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 10 activities

City centre Golden Adventure Quest Experience in Portland

Free cancellation available

Adventure & outdoor

See all 4 activities

Around The Peninsula Bike Tour

Free cancellation available

Classes & workshops

See all 3 activities

Portland: Schooner Tall Ship Cruise on Casco Bay

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.