West Bayside Vacation Packages

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Top Holiday Package Deals in West Bayside

Price found within the past 48 hours. Click for updated prices.
Classic Inn

Classic Inn

2 out of 5
Price was CA $867, price is now CA $736 per person
CA $736
per person
Oct 11 - Oct 18
found 8 hours ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
7.2/10 Good! (543 reviews)
Very helpful staff, clean room.

Reviewed on Sep 9, 2025

InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was CA $1,610, price is now CA $1,277 per person
CA $1,277
per person
Oct 11 - Oct 18
found 8 hours ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
9.4/10 Exceptional! (346 reviews)
Clean comfortable rooms. Nice amenities, walking distance to the beach and restaurants. Short drive or shuttle to downtown area. We would return and recommend this place.

Reviewed on Aug 16, 2025

USA Inn

USA Inn

2.5 out of 5
Price was CA $909, price is now CA $771 per person
CA $771
per person
Oct 11 - Oct 18
found 8 hours ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
8/10 Very Good! (699 reviews)
WiFi was iffy but besides that great place to stay. Staff were great, about 20 min walk from the beach. Good restaurants surrounding.

Reviewed on Sep 7, 2025

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
Price was CA $1,016, price is now CA $874 per person
CA $874
per person
Oct 11 - Oct 18
found 8 hours ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
9/10 Wonderful! (1,121 reviews)
very clean and near town

Reviewed on Sep 8, 2025

Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
Price was CA $1,437, price is now CA $1,252 per person
CA $1,252
per person
Oct 11 - Oct 18
found 8 hours ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
8.4/10 Very Good! (1,004 reviews)
Beds were comfortable and the rooms were clean. Quirky old hotel with character. However, there were issues with the windows and difficulty/failure to close them. Decoration was shabby. We had to report a safety issue as one of the beds had metal sticking out from the end which was a hazard in the room and caused a nasty fall for one of our party. Breakfast didn't start until 8.30 which we considered was too latealthough we had been informed that it started at 8. Overall a very mediocre experience.

Reviewed on Sep 9, 2025

Where to stay in West Bayside

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

5 out of top 10 points of interest in this area
4.5/5(11 area reviews)

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.

Find hotels in Downtown Portland

West Bayside Hotel Deals

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Oct 7 to Oct 8
CA $168
CA $186 total
Oct 7 - Oct 8
includes taxes & fees
Fireside Inn & Suites Portland
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 15 to Sep 16
CA $163
CA $180 total
Sep 15 - Sep 16
includes taxes & fees
Clarion Hotel Portland
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Sep 21 to Sep 22
CA $247
CA $273 total
Sep 21 - Sep 22
includes taxes & fees
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
See all 2,398 properties in West Bayside
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a West Bayside vacation package cost?
Live it up in West Bayside from as little as CA $736. 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.

Discover the most popular places to visit in West Bayside

State Theatre showing street scenes as well as an individual female

State Theatre

4.5/5(5 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.

State Theatre
Portland Museum of Art which includes interior views and art as well as a small group of people

Portland Museum of Art

5/5(5 reviews)

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

Portland Museum of Art
East End Beach which includes a sandy beach and general coastal views as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach

Things to do

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

CA $92
per adult
80% of travellers recommend
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

CA $56
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
Maine Whale Watching Tour in Portland

Maine Whale Watching Tour in Portland

CA $150
per adult
Maine Whale Watching Tour in Portland
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.