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.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (177 reviews)
We had an amazing stay! What a gem of an experience - all of the staff was wonderful - Antonio at the lobby cafe was so kind and friendly and Kayla at concierge always went above and beyond!!

Reviewed on Jul. 20, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Did not like the $35 fee that charged upon check in which was for the restaurant and bar, but could not be refunded if we did not use it. Also, the elevator situation was not ideal. Bed was very comfortable.

Reviewed on Aug. 1, 2025

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Convenient location to highway

Reviewed on Jul. 27, 2025

Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area

2.5 out of 5
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
7/10 Good! (1,012 reviews)
Great place will certainly stay again!

Reviewed on Jul. 31, 2025

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
per person
Oct 10 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.8/10 Exceptional! (114 reviews)
The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!

Reviewed on Jul. 23, 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 $304 per night from Sep 1 to Sep 2
CA $304
CA $336 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Convenient to waterfront."

Reviewed on Jul. 29, 2025

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 $334 per night from Sep 1 to Sep 2
CA $334
CA $407 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (986 reviews)
"Pros: Very comfortably appointed rooms, clean, great location Cons: must valet park, so in addition to $40/day, you’re topping every time in and out; walls paper thin"

Reviewed on Aug. 1, 2025

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 $316 per night from Sep 1 to Sep 2
CA $316
CA $349 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Did NOT appreciate paying $40. For parking as the hotel was quite expensive. Everything else was exceptional esp. front desk and valet staff! Would recommend to others😊👍"

Reviewed on Jul. 29, 2025

AC Hotel Portland Downtown/Waterfront, ME
See all 2,485 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 $820. 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

Port City Light Cruise

Port City Lights Cruise

CA $53
per adult
100% of travellers recommend
Port City Lights Cruise
Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

CA $95
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

CA $49
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
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.