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

West Bayside Vacation Packages

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The Latest West Bayside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A balcony with a table and chairs, overlooking a street with buildings and parked cars.
    Dec 29 - Jan 3

    Portland Regency Hotel & Spa + Flight

    Downtown Portland
    5 nights
    3.5 star property
    9.4/10 - Exceptional (1,815 reviews)
    "Clean room"
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $1,929
    CA $1,713
    per traveller
    found 1 day ago
    Portland Regency Hotel & Spa
  • A spacious kitchen with a central island, wooden bar stools, and a long dining table.
    Dec 29 - Jan 3

    Blind Tiger Portland - Danforth Street. + Flight

    West End
    5 nights
    3.5 star property
    9.6/10 - Exceptional (206 reviews)
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $3,861
    CA $3,084
    per traveller
    found 1 day ago
    Blind Tiger Portland - Danforth Street.
  • A balcony with a view of the sea, a pool, and a grassy area.
    Dec 29 - Jan 3

    Inn By The Sea + Flight

    Cape Elizabeth
    5 nights
    4.0 star property
    9.6/10 - Exceptional (346 reviews)
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $2,421
    CA $2,074
    per traveller
    found 1 day ago
    Inn By The Sea
  • A spacious living room with a large dining table, comfortable seating, and large windows offering views of the city.
    Dec 29 - Jan 3

    The Docent's Collection at 121 Middle Street + Flight

    Downtown Portland
    5 nights
    3.5 star property
    9.6/10 - Exceptional (429 reviews)
    "Pros: Room was nice and spacious. Kitchen had everything we needed. Location was awesome - very close to all the things we wanted to do. Excellent proximity to some of the best restaurants, including LB Kitchen, Fore Street, Central Provisions. Con’s: Couches could have benefited from some throw pillows - kinda weird without any. Bed wasn’t that comfortable - you sink in way too much. Parking was ok - just some weird communication before our arrival about where to park. Text messages from the..."
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $2,498
    CA $2,166
    per traveller
    found 1 day ago
    The Docent's Collection at 121 Middle Street
  • A multi-story building with a stone facade, large windows, and a corner entrance.
    Dec 29 - Jan 3

    Evalina Hotel + Flight

    Downtown Portland
    5 nights
    2.5 star property
    10/10 - Exceptional (19 reviews)
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $3,483
    CA $3,081
    per traveller
    found 1 day ago
    Evalina Hotel

Where to stay in West Bayside

Find the best West Bayside areas and neighborhoods for the activities you enjoy most.
A large, historic building with a prominent clock tower and arched windows.

Downtown Portland

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.
An aerial view of a coastal city with dense urban development, a marina, and a large body of water.

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

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

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

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.

What to do near West Bayside

Portland, Maine: Hidden Histories Guided Walking Tour

Portland, Maine: Hidden Histories Guided Walking Tour

CA $76
per adult
0% of travellers recommend
Portland, Maine: Hidden Histories Guided Walking Tour
See all activities near West Bayside

West Bayside Hotel Deals

A swimming pool with lounge chairs and tables, indoor lighting, and a ceiling with ventilation.

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Portland Arts District, 0.9 km from West Bayside
9.0 out of 10, Wonderful, (1,678 reviews)
"Helpful staff"
The price is CA $129
CA $143 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Portland-By the Bay by IHG
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 West Bayside

Frequently Asked Questions

How much does a West Bayside vacation package cost?

Live it up in West Bayside from as little as CA $1,713. We offer a wonderful selection of flights, rental cars and hotels to suit your budget. Land even better deals when you add some experiences or tours to your vacation package.

How do I get a cheap travel package to West Bayside?

Booking a West Bayside vacation package with Expedia is a simple way to save. We have over 550 partner airlines and 1,000,000 hotels worldwide. With such a huge range to choose from, you'll have no hassles creating your dream vacation.

Where should I stay in West Bayside?

Make sightseeing easier by staying in a hotel close to West Bayside's fantastic attractions. University of Southern Maine and Portland Museum of Art are two visitor favorites.

How far in advance should I book my West Bayside vacation?

It can be hard to know when the best time is to book your West Bayside trip. But generally the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels nearly a year prior to departure. If you're eager to escape on a last-minute getaway, no need to panic! There are terrific deals posted on Expedia every day.

What does an Expedia West Bayside travel package include?

You can select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to planning your perfect West Bayside trip.

What should I know before booking a West Bayside travel package?

So many places to wander around, so many things to experience. With a package, you'll be able to check more of them off your list. Combine your flights, hotels and rental cars and land big savings.

Can I choose my airline with a West Bayside Expedia vacation package?

Yes, and with over 550 airlines to choose from throughout the world, it's all about choice. Browse the available options and see which airline best suits your budget and needs.

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

You sure can, and we'll help you every step of the way. You may be able to cancel and rebook your West Bayside vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.

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