A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland Vacations from $1,048

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  • Your Downtown Portland Vacation

    Book your vacation package to Downtown Portland and get ready to enjoy its markets and more. Whether you're searching for adventure or relaxation, you'll find it in this appealing neighborhood. Some popular nearby attractions to check out during your trip to Downtown Portland include Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia is here to help put your travel plans into action. Book your perfect Downtown Portland vacation today.

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    Where to stay in Downtown Portland

    Find the best Downtown Portland areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Portland

    An aerial view of a coastal city with dense urban development, a marina, and a large body of water.

    A marina with boats docked, a wooden pier, and a red brick building with balconies.

    A harbor with various boats docked, including a yellow and white tugboat named "SEA TOW" and a larger vessel named "ALUCISCUO III".

    A street lined with historic buildings, a motorcyclist crossing the street, and pedestrians on the sidewalk.

    A historic street with vintage buildings, a cobblestone plaza, and a statue.

    View properties in map for Old Port

    Old Port

    Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.

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    The Victoria Mansion Historic House Museum with a clear blue sky in the background.

    A row of colorful Victorian houses with distinct front doors and white railings.

    Photo by Ana Lei

    A lighthouse on a rocky shore with a sailboat in the distance.

    Photo by Alan Folsom

    A historic building with a prominent tower, arched windows, and a balcony with draped fabric.

    Photo by Karen Rinaldo-green

    A historic building with ornate architectural details, large windows, and a prominent corner entrance.

    Photo by Karen Rinaldo-green

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    West End

    Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.

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    A historic building with a sign reading "Portland Museum of Art McLellan House."

    An art gallery with wooden floors, white walls, and framed paintings.

    The Portland Museum of Art entrance with a large sculpture in the foreground.

    A large, cream-colored building with white columns and a white picket fence in front.

    A grand hallway with ornate wallpaper, a patterned carpet, and a staircase with a red handrail.

    View properties in map for Portland Arts District

    Portland Arts District

    The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

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    An aerial view of a coastal town with houses, a parking lot, and a rocky shoreline.

    A blue and yellow building labeled "Miss Portland" and "Booth Service" with a sign above it that reads "DINER".

    Photo by Karen Rinaldo-green

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    West Bayside

    If you're looking for some top things to see and do in West Bayside and surrounding area, you can visit Merrill Auditorium and Cross Insurance Arena.

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    A sign for the Maine Jewish Museum with a brick building in the background.

    A harbor with boats, a clock tower, and historic buildings.

    A sandwich with a topping of shrimp and onions, and a container labeled 'Oyster Co Eventide Portland ME'.

    Photo by Ana Lei

    A red brick building with Gothic architectural features, including pointed arches and a cross on top.

    Photo by Ana Lei

    A stone church with a large circular window and a cross on top.

    Photo by Ana Lei

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    East Bayside

    Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.

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    Discover the most popular places to visit in Downtown Portland

    A multi-story brick building with a large arched window and a sign that reads "STATE".

    State Theatre

    Rating: 8.8/10 (392 reviews)

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

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    A historic building with a sign reading "Portland Museum of Art McLellan House."

    Portland Museum of Art

    Rating: 9.2/10 (610 reviews)

    Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

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    A building with large windows and a 'STOP' sign in front.

    Photo by Tim Thomas

    Maine College of Art & Design

    Rating: 10.0/10 (2 reviews)

    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.

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    A red brick church with arched doors and a stone staircase leading up to the entrance.

    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.

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    Cross Insurance Arena

    Rating: 8.6/10 (275 reviews)

    Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its great live music.

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    Merrill Auditorium

    Rating: 8.8/10 (107 reviews)

    You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.

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    Monument Square

    Rating: 8.0/10 (1 review)

    Find out about the history of Portland when you spend time at Monument Square. Stroll along the area's waterfront or experience its acclaimed theater scene.

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    Fore Street Gallery

    You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's entertainment choices and great live music.

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    What to do near Downtown Portland

    Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

    Phantoms, Penance, and Poltergeists: Portland, ME Ghost Tour

    $32

    per adult

    0% of travelers recommend

    A Walk Through Time Tour in Portland

    A Walk Through Time Tour in Portland

    $49

    per adult

    98% of travelers recommend

    Portland Self-Guided Driving Audio Tour

    Portland Smartphone Audio Tour: Self-Guided Drive

    $17

    per traveler

    100% of travelers recommend

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    Downtown Portland Hotel Deals

    Portland Harbor Hotel

    An outdoor patio with wicker furniture, a stone fireplace, and string lights.
    • Address: 468 Fore Street, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 1866 reviews)
    • Price: $161 nightly, $178 total, Dec 7 - Dec 8, Total with taxes and fees

    Aloft by Marriott Portland Downtown Waterfront ME

    A modern bar area with a bar counter, seating, and a view of the cityscape.
    • Address: 379 Commercial Street, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1001 reviews)
    • Price: $83 nightly, $92 total, Nov 22 - Nov 23, Total with taxes and fees

    Courtyard Portland Downtown/Waterfront

    The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
    • Address: 321 Commercial St, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1003 reviews)
    • Price: $91 nightly, $101 total, Nov 30 - Dec 1, Total with taxes and fees
    • Review: There were a few things in the bathroom that weren’t clean but overall everything else was!

    Canopy by Hilton Portland Waterfront

    An outdoor seating area with a fire feature, comfortable seating, and a view of a waterfront.
    • Address: 9 Center Street, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 4/5
    • Guest rating: 9.4/10 (Exceptional, 1000 reviews)
    • Price: $152 nightly, $168 total, Dec 15 - Dec 16, Total with taxes and fees
    • Review: Great spot! Loved the rooftop bar!

    Hilton Garden Inn Portland Downtown Waterfront

    A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.
    • Address: 65 Commercial St, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 3/5
    • Guest rating: 9.4/10 (Exceptional, 1001 reviews)
    • Price: $98 nightly, $108 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: Great location, tea and coffee in lobby

    Hyatt Place Portland Downtown - Old Port Square

    A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.
    • Address: 433 Fore St, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1357 reviews)
    • Price: $125 nightly, $138 total, Nov 22 - Nov 23, Total with taxes and fees

    The Westin Portland Harborview

    A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.
    • Address: 157 High St, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1004 reviews)
    • Price: $91 nightly, $101 total, Dec 6 - Dec 7, Total with taxes and fees
    • Review: Great property, perfectly located. Great spacious room

    Holiday Inn Portland-By the Bay by IHG

    A swimming pool with lounge chairs and tables, indoor lighting, and a ceiling with ventilation.
    • Address: 88 Spring St, Portland, ME, 04101, US
    • Location: Downtown Portland
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1691 reviews)
    • Price: $87 nightly, $97 total, Dec 13 - Dec 14, Total with taxes and fees
    • Review: Perfect for a one night stay!

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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