Plan a trip to see Cathedral of the Immaculate Conception

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Admiral Peary Inn

CA $1,236

per person

Jul 26 - Aug 2

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

9/10 Wonderful! (49 reviews)

Good price, quiet property. They do state somewhere in their web page that they're no longer a bed and breakfast, it would be better to really put that up front, perhaps take the bed and breakfast sign down from inside the kitchen. It was nice to have tea and coffee, thank you. Surprising, but not totally unusual in this day and age to not see a single person from the property, that all contact was done via notes.

Reviewed on Jun 18, 2026

The Meadowmere Resort

CA $2,570

per person

Jul 26 - Aug 2

found 13 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

8.6/10 Excellent! (1,000 reviews)

Price was good for the amenities offered and location. Our room was just recently renovated.

Reviewed on Jun 22, 2026

Ogunquit River Inn & Suites

Moody

CA $2,168

per person

Jul 26 - Aug 2

found 13 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Portland (PWM)

9/10 Wonderful! (1,011 reviews)

This ida beautiful hotel close to all beaches, dining, and shopping in ogunquit and wells. It is unique because it sits on a hill. Everything was great. The only reason for 4 stars is all the stairs. Be sure you know where your room is located because you might end up dragging your stuff up and down some steep and lengthy stair cases.

Reviewed on Jun 24, 2026

Tours & day trips

See all 75 activities

Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Private & custom tours

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Portland Underground Railway Self Guided Audio Walking Tour

Free cancellation available

Food, drink & nightlife

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Portland: Casco Bay Sunset and Lighthouse Cruise

Free cancellation available

Classes & workshops

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Portland: Schooner Tall Ship Cruise on Casco Bay

Free cancellation available

Adventure & outdoor

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Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Free cancellation available

Popular places to visit

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.

Portland Observatory

5/5(7 reviews)

After visiting Portland Observatory, make a plan to see the other sights and activities in Portland. Stroll along the area's seaside or experience its acclaimed theater scene.

Wadsworth-Longfellow House

4/5(1 review)

As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.

Maine College of Art

You can spend an afternoon browsing the exhibits at Maine College of Art during your trip to Portland. Experience the area's acclaimed theater scene and great live music.