Title: Portland Vacation Packages & Trips 2025/2026 from CA $1,689 | Expedia.ca

  

[Portland Travel Guide](https://expedia.ca/Portland.dx182615)[Hotels in Portland](https://expedia.ca/Portland-Hotels.d182615.Travel-Guide-Hotels)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d182615.Travel-Guide-VacationRentals)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d182615.Travel-Guide-Flights)[Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Portland.d182615.Car-Rental-Guide)

![](https://images.trvl-media.com/place/182615/0db1baf5-d984-433d-99e7-8908d576f968.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

Prepare to experience Portland on your own terms with a custom Portland vacation package! Uncovering the treasures of this interesting city is made easier with a base in a neighborhood such as Winfrith Newburgh, which is great for nature, among lots of other things. A trip to Portland is a terrific opportunity to see the sights. Be sure to look around well-known attractions like [Weymouth Beach](https://www.expedia.ca/Weymouth-Beach-Weymouth.d6092157.Vacation-Attraction), [Chesil Beach](https://www.expedia.ca/Chesil-Beach-Weymouth.d6092167.Vacation-Attraction) and [Weymouth Harbour](https://www.expedia.ca/Weymouth-Harbour-Weymouth.d553248635975733700.Vacation-Attraction). Stop daydreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your Portland vacation plans into action!

## Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![THE KNIGHT OF NOTTINGHILL](https://images.trvl-media.com/lodging/100000000/99400000/99391400/99391341/4cd716f6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### THE KNIGHT OF NOTTINGHILL

Notting Hill

CA $1,689

per person

Dec 8 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to London (LHR)

8.8/10 Excellent! (23 reviews)

I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on Sep 10, 2024

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-14/?FromAirport=YOW&Destination=LHR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=99391341&paandie=true&dealMarker=mghN2RjwBfUEvYghkbB64CBbqKcc1GeZ1eGrGXxgQs1LMTIizBH1J8FBRqReSr1t)

![Mandarin Oriental Hyde Park, London](https://images.trvl-media.com/lodging/1000000/10000/4100/4026/3055e033_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mandarin Oriental Hyde Park, London

London City Centre

CA $4,987

per person

Nov 22 - Nov 28

found 21 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to London (LHR)

8.8/10 Excellent! (242 reviews)

Incredible experience, check in, rooms, dining options all excellent.

Reviewed on Aug 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-28/?FromAirport=YVR&Destination=LHR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4026&paandie=true&dealMarker=JMZZWaqXfupYZDzqtQxcvHVy4GZXXHLraOZlw8nZE3zykYxvrjCfKb8s8stInoI8)

![Ellen Kensington](https://images.trvl-media.com/lodging/1000000/20000/13500/13445/f2852dce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ellen Kensington

London City Centre

CA $1,701

per person

Dec 8 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to London (LHR)

8.6/10 Excellent! (62 reviews)

Very nice hotel , great location , very helpful staff, great breakfast . Would stay here again

Reviewed on Sep 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-14/?FromAirport=YOW&Destination=LHR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13445&paandie=true&dealMarker=mghN2RjwBfUEvYghkbB64JUFb4atg57_rYAkXuHXr9Et_SLjGFF64VY-CaP7SsGK)

![Hotel Cafe Royal, London](https://images.trvl-media.com/lodging/6000000/5350000/5349200/5349114/71a5bfe5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Cafe Royal, London

London City Centre

CA $4,414

per person

Dec 8 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to London (LHR)

9.6/10 Exceptional! (532 reviews)

Upon our arrival the doorman greeted my wife and I by name. That was confirmation that we are valued as guests.

Reviewed on Sep 22, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-14/?FromAirport=YOW&Destination=LHR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5349114&paandie=true&dealMarker=mghN2RjwBfUEvYghkbB64HN8KxbR2JAO9TVXiTsRDAaeCDGx6Ar5jqdhAxI3WB13)

![1 Hotel Mayfair](https://images.trvl-media.com/lodging/94000000/93420000/93416100/93416052/4005dcfd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Mayfair

London City Centre

CA $3,701

per person

Nov 22 - Nov 28

found 21 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to London (LHR)

9.6/10 Exceptional! (296 reviews)

Staff service was out of this world. Particularly front desk and doormen personnel do an excellent job and treat you as if you are the only guest.

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-28/?FromAirport=YVR&Destination=LHR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=93416052&paandie=true&dealMarker=JMZZWaqXfupYZDzqtQxcvFMIovTNVbs0TLYZci0igdNeMbBDLeNrPoBhc0LE69Hf)

## Portland Beach Vacation

Get set to live out those beachy daydreams on your Portland vacation. Embark on a romantic stroll, soak up the spectacular coastal views and pick up pretty seashells on your trip to Portland. Only 0.97 kilometres from the centre of town, Church Ope Cove is the place to be for many travellers. Browse our Portland vacation packages and watch your travel budget stretch further!

## Things You Should Know About Portland

-   Check into one of our [Portland beach hotels](https://www.expedia.ca/d182615-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) and experience this destination at its very best. Wander along the shoreline and marvel in the gorgeous sunsets right on your front door.
-   Our cottages, like [Heights Hotel](https://www.expedia.ca/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information) and [The Aqua](https://www.expedia.ca/Portland-Hotels-The-Aqua.h8043695.Hotel-Information), are popular with visitors of all types. Check out the amenities and get ready for your vacation in Portland!
-   Some 12,700 people live in Portland. If you want recommendations about what to see and do around these parts, why not ask a couple of the friendly locals? Our [Portland things to do page](null) is also a handy source of information.
-   Don't leave town without checking out Portland Harbour, Portland Bill and Weymouth and Portland National Sailing Academy. With the money you save through our Portland vacation deals, you can see more top sights like these.

## Ready to book your vacation to Portland?

Choose your dates

## Portland Hotel Deals

![The Aqua](https://images.trvl-media.com/lodging/9000000/8050000/8043700/8043695/2224a75e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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The Aqua

Castletown, Portland, England

Fully refundableReserve now, pay when you stay

CA $199

CA $239 total

Oct 5 - Oct 6

includes taxes & fees

7.8/10 Good! (191 reviews)

"Very convenient for the port as we were visiting a cruise ship for the day. They are refurbishing the hotel to a good standard but the front of the building needs attention."

Reviewed on Sep 3, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=8043695&PinnedHotelID=8043695&HadPinnedHotel=true&regionId=182615)

![Heights Hotel](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/29776a60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Heights Hotel

Yeates Road, Portland, England

CA $170

CA $204 total

Nov 2 - Nov 3

includes taxes & fees

8.4/10 Very Good! (671 reviews)

"Lovely clean hotel looking a little tiered, meal on first night under seasoned and beef tough so could do better there. Room very warm ( why have the heating on n this weather.?). Kept running out of Prosecco But overall a nice stay ."

Reviewed on Sep 22, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=888814&PinnedHotelID=888814&HadPinnedHotel=true&regionId=182615)

![Fairhaven Hotel](https://images.trvl-media.com/lodging/84000000/83110000/83105100/83105063/5c533ee1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade, Weymouth, England

Fully refundableReserve now, pay when you stay

CA $89

CA $107 total

Oct 26 - Oct 27

includes taxes & fees

8.2/10 Very Good! (693 reviews)

"Lovely friendly place to stay with amazing views"

Reviewed on Sep 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=83105063&PinnedHotelID=83105063&HadPinnedHotel=true&regionId=182615)

[See all 1,849 properties in Portland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025&regionId=182615)

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)

### What to do in Portland

![Portland Shore Excursion to Jurassic Coast Highlights](https://mediaim.expedia.com/localexpert/49964604/6d34bc15-0a09-4364-96bb-d91d82e4e6bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Portland Shore Excursion to Jurassic Coast Highlights

CA $111

per adult

[](https://expedia.ca/things-to-do/portland-shore-excursion-to-jurassic-coast-highlights.a49964604.activity-details)

![Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735 ](https://mediaim.expedia.com/localexpert/2915786/c66065d8-a8ae-4ff6-8924-bdb5bbcfa60a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735

CA $19

per adult

[](https://expedia.ca/things-to-do/pauls-walking-tour-sundays-at-1000am-or-group-book-on-07851934735.a2915786.activity-details)

![Cider Orchard Tour](https://mediaim.expedia.com/localexpert/48409407/f021fc47-fe98-43ad-94d0-ab46bd19fb85.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Dorset Pint Glass Explore Breweries and Orchards Tour

CA $243

per adult

[](https://expedia.ca/things-to-do/dorset-pint-glass-explore-breweries-and-orchards-tour.a48409407.activity-details)

[See all activities in Portland](https://expedia.ca/things-to-do/search?rid=182615)

## Explore a world of travel with Expedia

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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![QR code to download the app](data:image/png;base64,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)