Plan a trip to see Deering Oaks Park

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Portland Harbor Hotel

Downtown Portland

per person

26 Sept - 30 Sept

just found

Return direct flight included

Sydney (SYD) to Portland (PWM)

9.2/10 Wonderful! (1,523 reviews)

Unfortunately because I used Expedia they put us in a room that faced an alley that had a bar with music until 1 am every night. It was so loud it sounded like we were at a rave. The hotel staff told us they save these rooms for people who get their room from Expedia and offered us earplugs. Ridiculous!

Reviewed on 19 Jul. 2025

Cliff House Maine

per person

26 Sept - 30 Sept

just found

Return direct flight included

Sydney (SYD) to Portland (PWM)

9.4/10 Exceptional! (1,008 reviews)

everything very clean, wonderful place.

Reviewed on 19 Jul. 2025

Kennebunkport Captains Collection

per person

26 Sept - 30 Sept

just found

Return direct flight included

Sydney (SYD) to Portland (PWM)

9.4/10 Exceptional! (591 reviews)

The team made the stay for us. Really nice, genuine and people. Special mention for the way breakfast is served and a shout out for the breakfast sandwiches and baked eggs! Great location for an easy walk into town and for longer walks along the coast.

Reviewed on 17 Jul. 2025

Tours & day trips

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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

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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

Holiday & seasonal tours

See all 3 activities

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Free cancellation available

Popular places to visit

State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Street Church

Portland’s history of religious tolerance finds its place in a Gothic Revival building at the city center, perfect for attending religious services while on vacation.

Maine College of Art

You can spend time exploring the galleries in Maine College of Art during your trip to Portland. Experience the area's acclaimed theatre scene and great live music.

Cathedral Church of Saint Luke

Whether coming to pray or merely enjoy the airy ambiance of this Gothic Revival cathedral, anyone is welcome at the seat of the Episcopal Diocese of Maine.

McLellan-Sweat Mansion

Providing a window into Maine’s prosperous past, this well-preserved early 19th-century brick mansion and house museum forms the back of the Portland Museum of Art.