Name: Fairhaven Hotel
Price range: CA $93

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.

Three Falcons Hotel

City of Westminster

CA $1,167

per person

Oct 24 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to London (LHR)

8.8/10 Excellent! (370 reviews)

I thoroughly enjoyed my stay at Three Falcons. The room was lovely and the bed very comfortable. All the staff was very nice, and the food in the restaurant was fantastic. The area was perfect, a short walk to the tube, shops, restaurants and church street market very close by. I would definitely stay there again. Thank you for a wonderful stay!

Reviewed on Sep 8, 2025

1 Hotel Mayfair

London City Centre

CA $4,066

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to London (LHR)

9.4/10 Exceptional! (286 reviews)

Excellent stuff and everything was perfect definitely will stay there next time.

Reviewed on Sep 8, 2025

Hybrid Resi - Cheam

CA $1,262

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to London (LHR)

8/10 Very Good! (1 review)

Treehouse Hotel London

London City Centre

CA $2,583

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to London (LHR)

9/10 Wonderful! (453 reviews)

Lovely place with basic amenities, lovely area with lovely rooftop.

Reviewed on Sep 6, 2025

Urban Chic - Chiltern and Baker

London City Centre

CA $4,461

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to London (LHR)

10/10 Exceptional! (1 review)

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.

Ready to book your vacation to Portland?

Choose your dates

Portland Hotel Deals

Heights Hotel

Yeates Road, Portland, England

CA $184

CA $221 total

Oct 8 - Oct 9

includes taxes & fees

The Aqua

Castletown, Portland, England

CA $192

CA $231 total

Sep 21 - Sep 22

includes taxes & fees

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade, Weymouth, England

Fully refundableReserve now, pay when you stay

CA $93

CA $112 total

Oct 7 - Oct 8

includes taxes & fees

See all 1,855 properties in Portland

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.