Portland Vacation Packages
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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, Chesil Beach and Weymouth Harbour. 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.
Dreamtel London Kensington
London City Centre
Price was CA $1,817, price is now CA $1,233 per person
CA $1,233
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
6.6/10 (928 reviews)
There was a very nice person at the front desk for check in and who also helped to try and find the heater switch.
Room was so very small and the bed placed right by the wall and window. Could not tuck in the duvet and it kept falling off.
Radiator not accessible, staff tried to help but fortunately it got warmer so did not need it the second day.
Underground station is very close and there is a wide diverse variety of restaurants close to the hotel
Can hear the underground trains from the room, but not too bothersome. Creaky stairs outside my room
I think too expensive for this size room and I am sure the larger rooms are more comfortable
Reviewed on Dec 12, 2025
The Abbey Notting Hill
London City Centre
Price was CA $2,088, price is now CA $1,610 per person
CA $1,610
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to London (LHR)
8.2/10 Very Good! (612 reviews)
Friendly, helpful staff. Nice quiet room. Clean. Great location.
Reviewed on Feb 6, 2026
Hyde Park Radnor Hotel
London City Centre
Price was CA $2,171, price is now CA $1,692 per person
CA $1,692
per person
Mar 18 - Mar 23
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to London (LHR)
8.2/10 Very Good! (861 reviews)
Breakfast was great every morning. The ladies were super friendly. Room and hotel were clean and nice. Felt like it was a nice safe area.
Reviewed on Feb 6, 2026
Hotel Riu Plaza London Victoria
London City Centre
Price was CA $2,034, price is now CA $1,389 per person
CA $1,389
per person
May 1 - May 4
found 22 hours ago
Roundtrip flight included
Hamilton (YHM) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Staff was very friendly, room was clean and we had a great stay.
Reviewed on Feb 7, 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 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 and The Aqua, 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 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.
Portland Hotel Deals
Heights Hotel
Yeates Road Portland England
8.4/10 Very Good! (683 reviews)
Yes, the room was spotless but it is the friendliness of the staff that makes our stay most enjoyable. The wide choice of breakfast suits everyone. Unfortunately we found the evening dinners a little too rich for our taste on this visit. Previous visits have had more choice for the evening meal, ...
Reviewed on Jan 30, 2026
Beautiful, family friendly Cottage with sea views of Chesil Beach
Fortuneswell ENG
9.2/10 Wonderful! (24 reviews)
Lovely cottage - clean and nicely furnished. Good location to explore
Reviewed on Jan 19, 2026
Best Western Weymouth Hotel Rembrandt
12-18 Dorchester Road Weymouth England
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Feb 9 to Feb 10
CA $135
CA $162 total
Feb 9 - Feb 10
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Room very clean, staff nice and friendly hotel itself also clean and fresh. Swimming pool and spa dated and not as clean (due to age rather lack of effort). Food and drink slightly over priced £17+ for a pint of lager and glass of wine.
Reviewed on Jan 26, 2026
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.
What to do in Portland
Pauls Walking Tour - Sundays at 10:00am - or Group
CA $18
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
