Title: East Bayside Vacation Packages & Trips 2025 | Expedia.ca [East Bayside Travel Guide](https://expedia.ca/Portland-East-Bayside.dx553248635976473226)[Hotels in East Bayside](https://expedia.ca/East-Bayside-Portland-Hotels.0-n553248635976473226-0.Travel-Guide-Filter-Hotels)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)[Things to do in Portland](https://expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)[East Bayside Car Rentals](https://expedia.ca/Car-Rentals-In-East-Bayside.d553248635976473226.Car-Rental-Guide) ![](https://images.trvl-media.com/place/181420/61b6a554-2034-4a18-92e7-0085b6dd79b4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # East Bayside Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in East Bayside Price found within the past 48 hours. Click for updated prices. ![Best Western Freeport Inn](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/3b0b4197_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Freeport Inn CA $810 per person Dec 12 - Dec 19 found 4 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 7.8/10 Good! (1,013 reviews) I’ve stayed here before and it’s always been decent and pet friendly when I bring my dog. It’s significantly less expensive than other local hotels at busier times of the year. This time I had a couple issues the shower head was broken. The coffee maker was a cheap off brand k-cup. The new owner no longer offered free water in the lobby. The biggest issue was I booked through Expedia not knowing the room was in a separate building down the road and in a construction zone, the room itself was as good if not better but the location was inconvenient and not walkable to the nice restaurant on the premises. Reviewed on Oct 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-19/?FromAirport=YYZ&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6648706&paandie=true&dealMarker=hOw8qNo6hXDB9UmGMvJLFQ-QkXfg1z1TD1l_gNoM7sGto5Su6bCJC-deVRq2wSFd) ## 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](https://expedia.ca/Portland-East-Bayside.dx553248635976473226) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/454000/454402-State-Street-Church.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 hotel + flight trips in Downtown Portland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Portland&DestID=6174134&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Old Port showing a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267683-Old-Port-Maine.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Old Port 4.5/5(7 area reviews) 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. [Find hotel + flight trips in Old Port](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Port&DestID=6172121&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Back Cove While Back Cove might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Hadlock Field and Merrill Auditorium. [Find hotel + flight trips in Back Cove](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20Cove&DestID=553248635976473581&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Victoria Mansion featuring interior views, heritage elements and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267841-Victoria-Mansion-Maine.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in West End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20End&DestID=553248635976481334&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Portland Museum of Art which includes art and interior views as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267552-South-Coast-Maine.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in Portland Arts District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Portland%20Arts%20District&DestID=6336427&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## East Bayside Hotel Deals ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Portland Downtown - Waterfront 209 Fore St, Portland, ME Fully refundableReserve now, pay when you stay CA $148 CA $164 total Nov 16 - Nov 17 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Front office staff were awesome Reviewed on Oct 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=4480291&PinnedHotelID=4480291&HadPinnedHotel=true®ionId=553248635976473226) ![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/fae57c26_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel Portland Downtown-Old Port 25 HANCOCK STREET, Portland, ME Fully refundableReserve now, pay when you stay CA $152 CA $207 total Nov 20 - Nov 21 includes taxes & fees 9.2/10 Wonderful! (1,115 reviews) Very nice hotel in a great location. Reviewed on Oct 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F11%2F2025&endDate=21%2F11%2F2025&selected=77981687&PinnedHotelID=77981687&HadPinnedHotel=true®ionId=553248635976473226) ![AC Hotel Portland Downtown/Waterfront, ME](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/f9c45283_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### AC Hotel Portland Downtown/Waterfront, ME 158 Fore St, Portland, ME Fully refundableReserve now, pay when you stay CA $150 CA $166 total Nov 16 - Nov 17 includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) Very nice hotel. Lots of things to do and places to eat close by. Reviewed on Oct 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=22514704&PinnedHotelID=22514704&HadPinnedHotel=true®ionId=553248635976473226) [See all 2,328 properties in East Bayside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F10%2F2025&endDate=29%2F10%2F2025®ionId=553248635976473226) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## 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 $810. 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](https://www.expedia.ca/Portland-Hotels-Portland-Peninsula-Spacious-Walkable-East-END-Spot.h21674271.Hotel-Information) or [Spacious And Contemporary Condo In The Heart Of Portland](https://www.expedia.ca/Portland-Hotels-Spacious-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.Hotel-Information). 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](https://www.expedia.ca/service/?langid=4105) 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](https://mediaim.expedia.com/destination/2/7c29716373e312cad50239c0ed5d61f6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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 seaside or experience its entertainment choices. [](https://expedia.ca/Cathedral-Of-The-Immaculate-Conception-East-Bayside.d6151901.Vacation-Attraction) ### Things to do ![Port City Light Cruise](https://mediaim.expedia.com/localexpert/45945891/5fc5fa9b-200d-4f15-87a8-e2a383d310a1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Port City Lights Cruise CA $57 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/port-city-lights-cruise.a45945891.activity-details) ![Portland: Maine Lighthouses Sightseeing Cruise with Drinks](https://mediaim.expedia.com/localexpert/44518792/408f5db8-a5f7-43bc-912a-c7ed7b9d7f06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Portland: Maine Lighthouses Sightseeing Cruise with Drinks CA $97 per adult [](https://expedia.ca/things-to-do/portland-maine-lighthouses-sightseeing-cruise-with-drinks.a44518792.activity-details) ![Afternoon Windjammer Cruise Along the Coast of Portland Maine](https://mediaim.expedia.com/localexpert/48840324/83e8fb7c-6d10-434a-8a70-e0943170f3d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Afternoon Windjammer Cruise Along the Coast of Portland Maine CA $93 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/afternoon-windjammer-cruise-along-the-coast-of-portland-maine.a48840324.activity-details) [See all activities in Portland](https://expedia.ca/things-to-do/search?rid=553248635976473226) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.