Title: Portland Vacation Packages & Trips 2026 from CA $1,136 | 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/dfa783fe-5f25-40a4-9a5f-5c3ca8c8675f.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.

![Bianca's House Hotel Heathrow Airport](https://images.trvl-media.com/lodging/22000000/21730000/21722900/21722839/b5685ab6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bianca's House Hotel Heathrow Airport

Colnbrook

CA $1,136

per person

May 18 - May 24

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to London (LHR)

6.4/10 (69 reviews)

The low cost was the main attraction. It is literally a room in someones house but we were made very welcome. Be prepared to take off your shoes on entry. I had been traveling for many hours so my feet were nit quits fresh. The bed is very comfortable. The pool and spa is 1.5 miles away in a leisure centre so we didn’t bother

Reviewed on Jul 10, 2025

![Hotel Riu Plaza London The Westminster](https://images.trvl-media.com/lodging/1000000/920000/914200/914179/dfb7f4f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza London The Westminster

London City Centre

CA $1,978

per person

May 6 - May 12

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to London (LHR)

9/10 Wonderful! (1,371 reviews)

Perfect location very clean and very modern would definitely stay here again! The stuff we’re really friendly too

Reviewed on Mar 26, 2026

![Student Only The Helix](https://images.trvl-media.com/lodging/118000000/117610000/117602900/117602881/7d16ba89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Student Only The Helix

Wembley Park

CA $1,523

per person

Jun 18 - Jun 24

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to London (LHR)

6/10 (1 review)

![The Langham, London](https://images.trvl-media.com/lodging/1000000/30000/22100/22099/82f4f487_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, London

London City Centre

CA $2,899

per person

May 15 - May 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to London (LHR)

9.6/10 Exceptional! (1,000 reviews)

This is the hotel!!!! I fully recommend everyone The Langham. Very close to everything, amazing/kind staff, cleanliness is spot on and the food is exquisite. I can’t wait to come back and stay longer.

Reviewed on Mar 23, 2026

![1 Hotel Mayfair](https://images.trvl-media.com/lodging/94000000/93420000/93416100/93416052/6870c73e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Mayfair

London City Centre

CA $4,004

per person

Jun 21 - Jun 25

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to London (LHR)

9.6/10 Exceptional! (375 reviews)

Staff anticipated our every need. Beautiful hotel. Nice bar. Great location

Reviewed on Jan 27, 2026

## 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

![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 $203

CA $243 total

Mar 30 - Mar 31

includes taxes & fees

8.4/10 Very Good! (688 reviews)

The staff were friendly very accommodating and the beds so comfortable definitely recommended will stay again. Good amazing too

Reviewed on Mar 15, 2026

[](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=888814&PinnedHotelID=888814&HadPinnedHotel=true&regionId=182615)

![One bed apartment next to Chesil Beach Dorset](https://images.trvl-media.com/lodging/79000000/78060000/78058900/78058802/efc69d68_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

One bed apartment next to Chesil Beach Dorset

 Portland England

9.4/10 Exceptional! (9 reviews)

Apartment was lovely and had everything we needed for a great stay. A bonus was we were able to park next to the apartment building as the shop on the ground floor was empty so we could use the shop’s parking spaces. The road can be very noisy in the evening and early morning but it was a good spot ...

Reviewed on Mar 8, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=78058802&PinnedHotelID=78058802&HadPinnedHotel=true&regionId=182615)

[](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=78058802&PinnedHotelID=78058802&HadPinnedHotel=true&regionId=182615)

![ Beautiful, family friendly Cottage with sea views of Chesil Beach ](https://images.trvl-media.com/lodging/31000000/30080000/30077400/30077346/19bbb671_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

 Beautiful, family friendly Cottage with sea views of Chesil Beach 

 Fortuneswell ENG

9.4/10 Exceptional! (26 reviews)

Lovely comfortable stay. Had everything we needed for a great winter long weekend away with the children.

Reviewed on Feb 22, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=30077346&PinnedHotelID=30077346&HadPinnedHotel=true&regionId=182615)

[](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=30077346&PinnedHotelID=30077346&HadPinnedHotel=true&regionId=182615)

[See all 1,889 properties in Portland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&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

![Pauls Walking Tour - Sundays at 10:00am - or Group](https://mediaim.expedia.com/localexpert/2915786/c9e2290f-8f3a-418d-8799-083932424775.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pauls Walking Tours - Sundays at 10:00am

CA $18

per adult

[](https://expedia.ca/things-to-do/pauls-walking-tours-sundays-at-1000am.a2915786.activity-details)

![Jurassic Coast Hidden Gems](https://mediaim.expedia.com/localexpert/4354785/088c0edc-c1c2-4a24-9cec-da73aeea1593.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Jurassic Coast Tour App, Hidden Gems Game and Big Britain Quiz (7 Day Pass) UK

CA $46

per traveller

[](https://expedia.ca/things-to-do/jurassic-coast-tour-app.a4354785.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.

![](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