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Overlook Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    • Your Overlook Vacation

    Book a tailored Overlook vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, consider staying in the neighborhood of Mississippi District. Ready to get out and explore? Oregon Zoo, Portland State University and Portland Japanese Garden are a few of the top places to visit during your trip to Overlook. Your perfect Overlook vacation is clicks away. Search airfares, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

    The Latest Overlook Vacation Packages

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    Where to stay in Overlook

    Find the best Overlook areas and neighborhoods for the activities you enjoy most.

    A theater marquee with 'Portland' and 'An Evening with Crosby, Stills & Nash' written on it.

    A red bridge over a river, a city skyline, and a hill with trees in the background.

    A city skyline at dusk with reflections in a calm body of water.

    A river with a city skyline in the background, a bridge, and a boat with people.

    A cherry blossom-lined riverbank with a bridge and train tracks in the background.

    View properties in map for Downtown Portland

    Downtown Portland

    Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

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    The Moda Center with a clear sky, trees, and a pedestrian area.

    A cityscape at night with two illuminated towers and a large conference center.

    A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

    A pedestrian bridge with metal railings and a wooden walkway, overlooking a city skyline with illuminated buildings and a river.

    Photo by Glenn Miller

    A colorful mural with a stylized flower and the text "LABONITA" on a building.

    View properties in map for Northeast Portland

    Northeast Portland

    Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

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    A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

    A modern urban park with a wooden fence, a pond with lily pads, and a pedestrian bridge.

    A building with a large McMenamins Pubs & Breweries sign.

    A modern urban area with high-rise buildings, a wooden fence, and a grassy area with people.

    A corner building with a restaurant and a hotel.

    View properties in map for Pearl District

    Pearl District

    Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

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    A large industrial building with a prominent red chimney and the letters "QMS" on its side.

    A modern building with a glass facade and a large poster advertising 'Journey to the Stars'.

    A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

    A river with a bridge, a red building with 'OMSI' on it, and a modern glass building in the background.

    Photo by Glenn Miller

    A modern building with a glass facade and a prominent red neon sign that reads "OMSI".

    View properties in map for Southeast Portland

    Southeast Portland

    Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

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    A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

    A cable car system, a cityscape with buildings, a lake, and a mountain in the distance.

    A serene pond with a small stone pagoda, lush greenery, and a waterfall in the background.

    A cable car system in a cityscape with tall buildings and a river.

    A cable car system with a cable car in motion, a bridge, and a mountainous backdrop.

    View properties in map for Southwest Portland

    Southwest Portland

    Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

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    Discover the most popular places to visit in Overlook

    Swan Island

    Rating: 8.4/10 (26 reviews)

    You can find out about the history of Portland when you stop by Swan Island. Stroll along the riverfront or visit the shops in the area.

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    Overlook Park

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

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    Lindbergh's Beach

    Commune with nature and explore the great outdoors at Lindbergh's Beach during your travels in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.

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    Historic Overlook House

    You can find out about the history of Portland with a trip to Historic Overlook House. Stroll along the area's riverfront or experience its great live music.

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    Patton Square Park

    Patton Square Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander around the area's picturesque gardens or experience its acclaimed theater scene.

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    Interstate Firehouse Cultural Center

    Enjoy an outing to Interstate Firehouse Cultural Center during your stay in Portland. Wander the riverfront and picturesque gardens in the area.

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    What to do near Overlook

    Half-Day Multnomah Falls & Gorge Waterfalls Tour

    Half-Day Multnomah Falls & Gorge Waterfalls Tour

    CA $120

    per traveller

    96% of travellers recommend

    Portland: 2-hour Lunch Cruise on the Willamette River

    Portland: 2-Hour Lunch Cruise Through Downtown

    CA $124

    per adult

    98% of travellers recommend

    Full-Day Mount Hood & Multnomah Falls Tour

    Full-Day Mount Hood & Multnomah Falls Tour

    CA $198

    per traveller

    96% of travellers recommend

    See all activities near Overlook

    Overlook Hotel Deals

    The Palms Motel

    A hotel room with two beds, a desk, a chair, a microwave, and a nightstand.
    • Address: 3801 N Interstate Ave, Portland, OR, 97227, US
    • Location: Overlook
    • Star rating: 2/5
    • Guest rating: 5.4/10 (134 reviews)
    • Price: CA $94, CA $114 total, includes taxes & fees, Dec 16 - Dec 17

    Economy Inn Portland OR I-5

    A hotel room with two beds, a wooden headboard, a nightstand, a desk, a chair, a window with red curtains, and a door.
    • Address: 3971 North Interstate Avenue, Portland, OR, 97227, US
    • Location: Overlook
    • Star rating: 2.5/5
    • Guest rating: 7.6/10 (Good, 397 reviews)
    • Price: CA $82, CA $100 total, includes taxes & fees, Dec 15 - Dec 16
    • Review: Staff and location were good. Good pizza restaurant opposite. Average cleanliness but bed was clean. Small bathroom. Stay ruined by other guests shouting/ screaming. Too bad.

    Holiday Inn Express Hotel & Suites Portland-NW Downtown by IHG

    A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.
    • Address: 2333 Nw Vaughn St, Portland, OR, 97210, US
    • Location: Nob Hill, 2.5 km from Overlook
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 1003 reviews)
    • Price: CA $154, CA $179 total, includes taxes & fees, Dec 13 - Dec 14
    • Review: The entire hotel is super nice. Breakfast was excellent very tasty. Overall it was a great experience. Location was super convenient

    Inn at Northrup Station

    A building with multiple balconies, outdoor seating, and a palm tree.
    • Address: 2025 NW Northrup Street, Portland, OR, 97209, US
    • Location: Nob Hill, 3.1 km from Overlook
    • Star rating: 3/5
    • Guest rating: 9.4/10 (Exceptional, 2289 reviews)
    • Price: CA $181, CA $210 total, includes taxes & fees, Nov 16 - Nov 17

    McMenamins White Eagle

    A bar with a variety of bottles and glasses, a coffee machine, and a clock.
    • Address: 836 N Russell St, Portland, OR, 97227, US
    • Location: 2.4 km from Overlook
    • Star rating: 2/5
    • Guest rating: 9/10 (Wonderful, 173 reviews)
    • Price: CA $87, CA $101 total, includes taxes & fees, Dec 16 - Dec 17
    • Review: This place is awesome. I used the provided earplugs to sleep as I went to bed before the music ended each night. I will be back soon. If you are someone who loves history, and well preserved old buildings this is the place for you.

    Cambria Hotel Portland - Pearl District

    A hotel room with two beds, a carpeted floor, a wooden headboard with a patterned wallpaper, and a nightstand with a lamp.
    • Address: 165 NW Park Ave, Portland, OR, 97209, US
    • Location: Pearl District, 4 km from Overlook
    • Star rating: 3/5
    • Guest rating: 9.6/10 (Exceptional, 1038 reviews)
    • Price: CA $147, CA $171 total, includes taxes & fees, Dec 6 - Dec 7
    • Review: "Our stay was absolutely wonderful! Everything was lovely, and we really enjoyed our experience. The breakfast was delicious, and the service was excellent. The staff were truly amazing, friendly, and welcoming! The only things we didn’t quite expect were the additional charges, which would have been nice to know in advance, and the bathroom could use a little more attention when it comes to cleanliness. However, these small details didn’t take away from our overall positive experience. We left...

    Residence Inn Portland Downtown/Pearl District

    A modern outdoor lounge area with wicker furniture, a tiled floor, and large windows offering views of the surrounding buildings.
    • Address: 1150 NW 9th Avenue, Portland, OR, 97209, US
    • Location: Pearl District, 3.2 km from Overlook
    • Star rating: 3/5
    • Guest rating: 9.4/10 (Exceptional, 1001 reviews)
    • Price: CA $218, CA $253 total, includes taxes & fees, Nov 30 - Dec 1

    Jupiter Hotel

    A restaurant with hanging plants and pendant lights, patrons seated at tables, and a bar area with bottles and glasses.
    • Address: 800 E Burnside St, Portland, OR, 97214, US
    • Location: Central Eastside, 4.9 km from Overlook
    • Star rating: 3.5/5
    • Guest rating: 8.4/10 (Very good, 1002 reviews)
    • Price: CA $93, CA $142 total, includes taxes & fees, Nov 16 - Nov 17
    • Review: Nice clean room with free morning coffee across the street!

    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.

    See all properties in Overlook

    Frequently Asked Questions

    How much does an Overlook vacation package cost?

    Our Overlook vacation packages, which begin at just CA $1,265, are the easiest way to save big bucks. Pick your favorite hotels, flights and rental car to create your dream escape.

    How do I get a cheap travel package to Overlook?

    Our Overlook vacation packages promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (such as activities) into a handy package. But cheap prices are just the beginning of your next amazing adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels across the globe to pick from. No matter your style, there's a package here just for you.

    Where should I stay in Overlook?

    Most visitors who travel to Overlook include Oregon Zoo and Portland State University on their must-see lists. Why not select a hotel that's close to these great attractions?

    What are the top hotels in Overlook?

    Economy INN and Private House With 3 Suites + Detached Living Room. Modern are among the most sought-after properties in Overlook. Why not look up the amenities and rates at each and then make up your mind?

    How far in advance should I book my Overlook vacation?

    It can be hard to know when is the ideal time to book your Overlook trip. But generally the earlier you book, the cheaper the prices. In some cases, you can book your flights and hotels nearly 12 months before your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are unbeatable deals posted on Expedia every single day.

    What does an Expedia Overlook travel package include?

    With Expedia, you can choose any combination of hotels, car rentals and flights to build your perfect Overlook travel package. Once you've made your booking, you can add on the fun things like tours and activities. Remember, the more you bundle, the greater the savings!

    What should I know before booking an Overlook travel package?

    When you book your flights, hotels and car rentals together, you'll score great discounts. Whether you're planning a rural escape in a cottage or want to stay in a convenient hotel in the city, Expedia can make it happen for less.

    Can I choose my airline with an Overlook Expedia vacation package?

    Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.

    If I'm not able to travel, can I cancel my Overlook vacation package?

    You sure can, and we're here to help. You may be able to cancel or change your Overlook vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If life gets in the way of your vacation, visit our Customer Service Portal for more information.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.