Title: Cumberland County Vacations & Trips 2026 from CA $980 | Expedia.ca [Cumberland County Hotels](https://expedia.ca/Destinations-In-Cumberland-County.d553248635976431833.Hotel-Destinations)[Vacation Rentals in Cumberland County](https://expedia.ca/Destinations-In-Cumberland-County.d553248635976431833.Vacation-Rental-Destinations)[Cumberland County Car Rentals](https://expedia.ca/Destinations-In-Cumberland-County.d553248635976431833.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/55620/ffa97ca5-f2ba-41f5-85a2-a60d70c859b1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cumberland County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Rob Gosse - ## 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 Cumberland County Vacation When adventure calls, answer it with a tailor-made vacation package to Cumberland County. Wherever your journey takes you and whatever you have planned, get set to discover a destination with so much to offer. With so many things to explore on a trip to Cumberland County, it can be hard to know where to start. Kick off your journey in [Portland](https://www.expedia.ca/Portland.d181420.Destination-Travel-Guides) at Maine Mall and Thompson's Point — two popular attractions here. Another city to add to your itinerary is [Brunswick](https://www.expedia.ca/Brunswick.d7114.Destination-Travel-Guides). Don't miss Maine Street and LL Bean Flagship Store. From the instant you book your Cumberland County vacation to the second you come back home, Expedia will take care of you every step of the way. ## Top vacation destinations in Cumberland County ![Portland Head Light which includes rocky coastline, general coastal views and a lighthouse](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267545-South-Coast-Maine.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Portland [](https://expedia.ca/Portland.d181420.Destination-Travel-Guides) ![Brunswick featuring a church or cathedral and flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/265000/265385-Brunswick-Maine.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Brunswick [](https://expedia.ca/Brunswick.d7114.Destination-Travel-Guides) ![Freeport featuring autumn colours and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92064-Freeport.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Freeport [](https://expedia.ca/Freeport.d180773.Destination-Travel-Guides) ![Fort Preble showing wild flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267550-South-Coast-Maine.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### South Portland [](https://expedia.ca/South-Portland.d6769.Destination-Travel-Guides) ![Scarborough featuring a coastal town and general coastal views as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/267000/267649-Scarborough-Portland.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Scarborough [](https://expedia.ca/Scarborough.d6809.Destination-Travel-Guides) ## Top Cumberland County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $980 per person Apr 9 - Apr 12 found 1 hour ago Roundtrip non-stop flight included Ottawa (YOW) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $2,280 per person May 1 - May 5 found 1 day ago Roundtrip flight included Calgary (YYC) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Newbury Boston Back Bay CA $2,442 per person Mar 24 - Mar 31 found 2 hours ago Roundtrip flight included Ottawa (YOW) to Boston (BOS) 9.4/10 Exceptional! (536 reviews) Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good Reviewed on Jan 4, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,249 per person May 1 - May 4 found 1 day ago Roundtrip flight included Calgary (YYC) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Nice, cozy, clean room, wonderful breakfast Reviewed on Feb 15, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635976431833) ## Cumberland County Hotel Deals ![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 $105 CA $116 total Feb 19 - Feb 20 includes taxes & fees 8/10 Very Good! (1,354 reviews) Was nice Reviewed on Feb 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F02%2F2026&endDate=20%2F02%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=553248635976431833) ![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 $143 CA $211 total Mar 15 - Mar 16 includes taxes & fees 9.2/10 Wonderful! (1,752 reviews) Nice decor and amenities (pantry) Reviewed on Feb 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=553248635976431833) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Regency Hotel & Spa 20 Milk Street Portland ME Fully refundableReserve now, pay when you stay CA $162 CA $180 total Mar 1 - Mar 2 includes taxes & fees 9.4/10 Exceptional! (1,580 reviews) Everything was wonderful, from the rooms to the staff who were very pleasant. Also the food from breakfast to dinner was terrific. Very nice place to stay in the middle of everything. We will definitely be back. Reviewed on Feb 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=920050&PinnedHotelID=920050&HadPinnedHotel=true®ionId=553248635976431833) [See all 2,156 properties in Cumberland County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F02%2F2026&endDate=18%2F02%2F2026®ionId=553248635976431833) 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 a Cumberland County vacation package cost? ### How do I get a cheap travel package to Cumberland County? ### Where should I stay in Cumberland County? ### What are the top hotels in Cumberland County? ### How far in advance should I book my Cumberland County vacation? ### What does an Expedia Cumberland County travel package include? ### What should I know before booking a Cumberland County travel package? ### Can I choose my airline with a Cumberland County Expedia vacation package? ### If I'm not able to travel, can I cancel my Cumberland County vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app