Title: Portland Vacation Packages & Trips 2026 from CA $988 | Expedia.ca [Portland Travel Guide](https://expedia.ca/Portland.dx181420)[Hotels in Portland](https://expedia.ca/Portland-Hotels.d181420.Travel-Guide-Hotels)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d181420.Travel-Guide-VacationRentals)[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)[Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Portland.d181420.Car-Rental-Guide) ![](https://images.trvl-media.com/place/181420/ed709e29-68b6-43b1-967b-35a095561383.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Portland 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 #### Your Portland Vacation When a break in the city is calling, answer it with a vacation package to Portland. The neighborhood of Parkside, which is great for festivals, markets and walking, makes a fantastic base for your adventures. Fill your free time with tours of [Portland Head Light](https://www.expedia.ca/Portland-Head-Light-Cape-Elizabeth.d6077212.Vacation-Attraction), [University of Southern Maine](https://www.expedia.ca/University-Of-Southern-Maine-Oakdale.d6077216.Vacation-Attraction) and [Portland Museum of Art](https://www.expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction), some of the top attractions you just have to see during your trip to Portland. Don't put off your visit to this destination any longer. Your perfect Portland vacation is just a few clicks away with Expedia. ## Top Portland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/285f2526_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection CA $988 per person Mar 22 - Mar 27 found 1 day ago Roundtrip flight included Toronto (YTO) to Portland (PWM) 9.4/10 Exceptional! (649 reviews) The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again. Reviewed on Jan 3, 2026 ![White Barn Inn & Spa, Auberge Collection](https://images.trvl-media.com/lodging/1000000/530000/528600/528547/88e57c36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White Barn Inn & Spa, Auberge Collection CA $1,333 per person Mar 22 - Mar 27 found 1 day ago Roundtrip flight included Toronto (YTO) to Portland (PWM) 9.4/10 Exceptional! (103 reviews) Unbelievable! Amazing Service, and beautiful accommodations. The food was incredible as well! I’ll be back!! Reviewed on Dec 21, 2025 ## Where to stay in Portland Find the best Portland areas and neighborhoods for the activities you enjoy most. [Learn more about Portland](https://expedia.ca/Portland.dx181420) ![State Street Church](https://images.trvl-media.com/place/553248635188831461/1cdab29c-afbc-4a34-8bd2-ae8e40cf4b1b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Portland 4 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 Fore Street Gallery, 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://images.trvl-media.com/place/6172121/fd51681d-6a22-4da6-b3e1-ffc629c6e7a7.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) ![Landscape of Fore river and Portland Harbor and Downtown in Maine ](https://images.trvl-media.com/place/553248635976473581/7075bf81-6d4c-4285-a19c-6af3ae372cbd.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 Portland Exposition Building. [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) ![Bug Lighthouse, Portland](https://images.trvl-media.com/place/181420/275df52c-dcbb-45a9-9a3a-a218d2cf8402.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) ![Religious](https://images.trvl-media.com/place/181420/aa00a950-3381-4d40-9dae-6eeff23c71b1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in East Bayside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Bayside&DestID=553248635976473226&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Things to do in and around Portland Portland, Maine, offers a delightful blend of outdoor adventures, scenic views, and family-friendly activities. Visitors can enjoy beach vacations, explore fishing piers, and engage in additional sightseeing. The city also boasts an array of entertainment options, including an arena, theatre performances, and music concerts, alongside great shopping opportunities that showcase local craftsmanship and flavours. **Shopping** In Portland, visit the [Maine Mall](https://www.expedia.ca/Maine-Mall-South-Portland.d6077232.Vacation-Attraction), just 6.4km away, for a vibrant shopping experience with a variety of stores and entertainment. If you're up for a drive, check out the [LL Bean Flagship Store](https://www.expedia.ca/LL-Bean-Flagship-Store-Freeport.d6180409.Vacation-Attraction) and [Marden's Surplus and Salvage](https://www.expedia.ca/Mardens-Surplus-And-Salvage-Biddeford.d553248621532667525.Vacation-Attraction), located 16 and 27.4km away, respectively. **Recreation** In Portland, indulge in the cultural ambiance of the [State Theatre](https://www.expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction), where live performances create a romantic atmosphere. Experience the vibrant energy at Thompson's Point with its lively music concerts. For sports enthusiasts, Hadlock Field offers an exciting venue to enjoy thrilling games in a community-focused environment. **Adventure** Experience the vibrant atmosphere at Bayside Bowl with arcade games and bowling fun. Get your adrenaline pumping at Racket & Fitness Center with various adventure activities. For a scenic hike, venture to MAGAN Trailhead for stunning outdoor views, located 11.3km from Portland. **Nightlife** In Portland, Maine, enjoy vibrant nightlife at venues like Old Port, known for its lively bars and seafood restaurants. Visit Congress Street for eclectic music spots and cozy pubs. Don’t miss unique craft breweries and waterfront views that enhance the city's charming evening atmosphere. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in Portland Portland, Maine, is perfect for a family vacation, offering a mix of outdoor adventures and cultural experiences. Explore stunning beaches, historic houses, and vibrant entertainment venues. Don't miss the Portland Museum for a taste of local culture. With a variety of attractions catering to families and outdoor enthusiasts, you'll find plenty to enjoy in this charming coastal city. - **[Portland Museum of Art: ](https://www.expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction)** This museum is a cultural gem, featuring an impressive collection of American, European, and contemporary art. Its stunning architecture and rotating exhibitions provide a unique insight into the art world, making it a must-see for culture enthusiasts. - **[East End Beach: ](https://www.expedia.ca/East-End-Beach-East-End.d6326357.Vacation-Attraction)** Enjoy the sun and surf at East End Beach, a charming sandy spot perfect for relaxation or a beach day. With picturesque views of Casco Bay, it's an ideal location for swimming, picnicking, or simply soaking in the coastal vibe. - **[Cathedral of the Immaculate Conception: ](https://www.expedia.ca/Cathedral-Of-The-Immaculate-Conception-East-Bayside.d6151901.Vacation-Attraction)** This stunning cathedral showcases beautiful Gothic architecture and intricate stained glass windows. Its serene atmosphere and rich history make it a peaceful place for reflection and appreciation of its artistic details. ### Best time to go to Portland The best time to visit Portland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 26.1°F (-3.3°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 27.0°F (-2.8°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | March | 33.4°F (0.8°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 43.9°F (6.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 61.9°F (16.6°C) | Light Rain | Mostly Sunny | Average | Average | | July | 68.9°F (20.5°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 68.5°F (20.3°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 62.2°F (16.8°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | October | 52.2°F (11.2°C) | Light Rain | Mostly Sunny | Average | Average | | November | 41.2°F (5.1°C) | Light Rain | Mostly Sunny | Average | Average | | December | 32.9°F (0.5°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### Tips to save on your trip to Portland - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Portland during the low season (January to March) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Ready to book your vacation to Portland? Choose your dates ## Portland Hotel Deals ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westin Portland Harborview 157 High St Portland ME Fully refundableReserve now, pay when you stay CA $121 CA $133 total Feb 18 - Feb 19 includes taxes & fees 8.8/10 Excellent! (1,005 reviews) The staff were excellent. The hotel is beautiful. The restaurant on the top floor had amazing drinks and the view was beautiful! My one complaint is that the room was soooo hot through the night no matter what and the pillows were so puffy and high when you lay down on them. So, did I sleep? Not ... Reviewed on Jan 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true®ionId=181420) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Hotel Portland Airport ME 1230 Congress St Portland ME Fully refundableReserve now, pay when you stay CA $112 CA $124 total Feb 13 - Feb 14 includes taxes & fees 8/10 Very Good! (1,339 reviews) A++ Quiet. Amazing comfortable king bed. Housekeeping dept. excellent. Front desk dept. excellent. Love it here Reviewed on Jan 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F02%2F2026&endDate=14%2F02%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=181420) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay CA $128 CA $193 total Feb 3 - Feb 4 includes taxes & fees 9.2/10 Wonderful! (1,755 reviews) Nice outside fire place in winter Reviewed on Jan 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F02%2F2026&endDate=04%2F02%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=181420) [See all 457 properties in Portland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026®ionId=181420) 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) ### Discover the most popular places to visit in Portland ![State Theatre showing street scenes as well as an individual female](https://images.trvl-media.com/place/553248621532668181/12c8418f-9a14-4f93-8c30-2ed80351964b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction) ![Portland Museum of Art which includes interior views and art as well as a small group of people](https://images.trvl-media.com/place/6077214/5da73be5-0bbe-40d4-9f90-562d37bd733f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction) ![East End Beach which includes a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6326357/191640a3-578a-49c8-8b3c-7316c332da71.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/East-End-Beach-East-End.d6326357.Vacation-Attraction) ### What to do in Portland ![Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour](https://mediaim.expedia.com/localexpert/44927495/42f8f2e5-289d-480a-a822-cc8751cc6b66.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour CA $14 per traveller [](https://expedia.ca/things-to-do/downtown-portland-coastal-vibe-and-old-mansions-with-in-add-audio-tour.a44927495.activity-details) ![Portland Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/45719150/c5757d24-772a-4314-9a5b-385c37350ecc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Portland Smartphone Audio Tour: Self-Guided Drive CA $24 per traveller [](https://expedia.ca/things-to-do/portland-smartphone-audio-tour-self-guided-drive.a45719150.activity-details) ![Ultimate Portland Self-Guided Driving GPS Audio Tour](https://mediaim.expedia.com/localexpert/44941422/00064774-1203-465f-8cee-e200125a2c6a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ultimate Portland Self-Guided Driving GPS Audio Tour CA $24 per traveller **100%** of travellers recommend [](https://expedia.ca/things-to-do/ultimate-portland-self-guided-driving-gps-audio-tour.a44941422.activity-details) [See all activities in Portland](https://expedia.ca/things-to-do/search?rid=181420) ## Explore a world of travel with Expedia - 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[Pine Point Beach ](https://www.expedia.ca/Pine-Point-Beach-Maine.d671870122573062144.Vacation-Attraction) - [Visit Downtown Portland ](https://www.expedia.ca/Portland-Downtown-Portland.dx6174134) - [Visit East Bayside ](https://www.expedia.ca/Portland-East-Bayside.dx553248635976473226) - [Portland Head Light ](https://www.expedia.ca/Portland-Head-Light-Cape-Elizabeth.d6077212.Vacation-Attraction) - [Portland Museum of Art ](https://www.expedia.ca/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction) - [Visit Old Port ](https://www.expedia.ca/Portland-Old-Port.dx6172121) - [Scarborough Beach State Park ](https://www.expedia.ca/Scarborough-Beach-State-Park-Scarborough.d6327764.Vacation-Attraction) - [Scarborough Vacations ](https://www.expedia.ca/Scarborough.d6809.Destination-Travel-Guides) - [Shaw Park ](https://www.expedia.ca/Shaw-Park-Gorham.d553248633861906803.Vacation-Attraction) - [South Coast Vacations ](https://www.expedia.ca/South-Coast.d6057321.Destination-Travel-Guides) - [South Portland Vacations ](https://www.expedia.ca/South-Portland.d6769.Destination-Travel-Guides) - [State Theatre ](https://www.expedia.ca/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction) - [Westbrook Vacations ](https://www.expedia.ca/Westbrook.d56049.Destination-Travel-Guides) - [Windham Vacations ](https://www.expedia.ca/Windham.d10053.Destination-Travel-Guides) - [Car rentals near Downtown Portland ](https://www.expedia.ca/Car-Rentals-In-Downtown-Portland.d6174134.Car-Rental-Guide) - [Car rentals near Old Port ](https://www.expedia.ca/Car-Rentals-In-Old-Port.d6172121.Car-Rental-Guide) \* Savings based on package bookings compared to the price of the same components booked separately. 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