East Bayside Vacation Packages

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Top Holiday Package Deals in East Bayside

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Scarborough - Portland

Comfort Inn & Suites Scarborough - Portland

2.5 out of 5
Price was CA $1,192, price is now CA $1,126 per person
CA $1,126
per person
Oct 11 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
6.8/10 (668 reviews)
Rooms were clean and comfortable; however, the breakfast was substandard (including moldy mini bagels), and the parking lot was super sketchy with lots of people just hanging out and cars flying through.

Reviewed on Sep. 4, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,059, price is now CA $1,892 per person
CA $1,892
per person
Oct 11 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,566 reviews)
Great staff, location, almost everything is walking distance

Reviewed on Sep. 4, 2025

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
Price was CA $1,679, price is now CA $1,565 per person
CA $1,565
per person
Oct 11 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (1,010 reviews)
There is nothing not to like. Parking fee is high. The breakfast is okay. Everything else is first rate

Reviewed on Sep. 4, 2025

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
Price was CA $1,819, price is now CA $1,733 per person
CA $1,733
per person
Oct 11 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,009 reviews)
Great experience, friendly staff and wonderful accommodations close to all.

Reviewed on Sep. 4, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
Price was CA $1,854, price is now CA $1,767 per person
CA $1,767
per person
Oct 11 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (1,179 reviews)
Absolutely love staying at this hotel! We have stayed at this hotel twice and were not disappointed either time.Staff are friendly and knowledgeable. The perfect area to stay when visiting Portland. Most everything is walkable.

Reviewed on Aug. 26, 2025

Where to stay in East Bayside

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

East Bayside Hotel Deals

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $423 per night from Sep 14 to Sep 15
CA $423
CA $468 total
Sep 14 - Sep 15
includes taxes & fees
Hampton Inn Portland Downtown - Waterfront
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $379 per night from Sep 7 to Sep 8
CA $379
CA $457 total
Sep 7 - Sep 8
includes taxes & fees
Cambria Hotel Portland Downtown-Old Port
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

3.5 out of 5
158 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $397 per night from Oct 5 to Oct 6
CA $397
CA $439 total
Oct 5 - Oct 6
includes taxes & fees
AC Hotel Portland Downtown/Waterfront, ME
See all 2,420 properties in East 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.
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Frequently asked questions

How much does an East Bayside vacation package cost?
Say yes to new adventures with our East Bayside vacation packages, which start from only CA $1,126. Handpick the flights and hotels that suit your style. Then, add on a few sightseeing tours for a memorable getaway.
How do I get a cheap travel package to East Bayside?
Combine your bookings with Expedia to save big bucks on your next exciting adventure. With more than 550 air carriers and 1,000,000 hotels across the world, your East Bayside vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not include a few interesting tours and activities? It's an easy way to unlock even more savings. Your dream getaway to East Bayside is much closer than you thought!
Where should I stay in East Bayside?
A journey to East Bayside isn't over until you've seen University of Southern Maine and Portland Museum of Art. Stay at a hotel nearby for quick access to these famous attractions.
What are the top hotels in East Bayside?
If it's your first visit to East Bayside, lock in a room at Portland Peninsula - Spacious Walkable East End Spot or Spacious And Contemporary Condo In The Heart Of Portland. Both hotels offer friendly service and are favorites among many travelers.
How far in advance should I book my East Bayside vacation?
It all depends on the airline, but you can usually compare international airfares on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes nab a cheaper flight just weeks prior to the date of departure.
What does an Expedia East Bayside travel package include?
It comes down to what you want. If you're traveling solo, you might decide to combine flights and hotels. Bringing the whole crew to East Bayside? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking an East Bayside travel package?
Tailor deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save loads just by combining your bookings. Whether you're embarking on an adventure in the snow or sipping cocktails on a beach, your dream vacation is just a few clicks away.
Can I choose my airline with an East Bayside Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines worldwide, so you can design your East Bayside adventure according to your needs and budget.
If I'm not able to travel, can I cancel my East Bayside vacation package?
Don't worry if you're rethinking your East Bayside vacation package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We realize your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in East Bayside

Cathedral of the Immaculate Conception

Cathedral of the Immaculate Conception

Find out about the history of Portland with a stop at Cathedral of the Immaculate Conception. Stroll along the area's waterfront or experience its entertainment choices.

Cathedral of the Immaculate Conception

Things to do

Fort Gorges

Around The Peninsula Bike Tour

CA $117
per adult
100% of travellers recommend
Around The Peninsula Bike Tour
Axes and Ales

Axes and Ales

CA $180
per adult
Axes and Ales
Portland Head Light

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

CA $227
per adult
100% of travellers recommend
Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll
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.