Portland Holidays from AU$2,813

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Portland Holiday

Our holiday packages to Portland give you endless opportunities to discover new sights, sounds and flavours. And with all your travel plans taken care of, you'll be free to enjoy your city adventure without a worry in the world. Ready to venture out and explore? Weymouth Beach, Chesil Beach and Weymouth Harbour are three of the top-rated places to visit during a trip to Portland. A couple of quick clicks is all it takes to put together a customised Portland holiday on Expedia.

The Latest Portland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Henrietta Experimental
Corinthia London
The Langham, London
Taj 51 Buckingham Gate, Suites and Residences
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Portland Holiday

Portland Beach Holiday

Whether you're travelling solo or with the family, it'll be easy to find rest and relaxation on your Portland holiday. Look for pretty seashells or sit by the water's edge and listen to the soothing sound of the surf. Whatever you decide to do, your trip to Portland is sure to be a blast. Church Ope Cove, located 2 kilometres from the city centre, is a top choice for those looking for convenience. Many people also lock in Portland holiday deals closer to Portland Beach, another excellent option.

Things You Should Know About Portland

  • If fresh sea air and water views are your idea of a dreamy escape, why not think about one of our Portland beach hotels? Staying near the water is the perfect antidote to life's little stresses.
  • Cottages are another top choice for those planning a holiday in Portland. Some great options are Chesil View House and Seapinks Cottage.
  • There are plenty of activities that keep the 12 700 or so residents of Portland busy. Browsing our Portland things to do page will let you in on what this place has to offer.
  • Portland holiday deals are a superb way to save on experiences. Some ideas, such as Portland Bill Lighthouse, Portland Castle and Portland Museum, should be at the very top of your sightseeing list.

Portland Essential Information

Language
English
Currency
British pounds sterling
Population
12,700
Max Temp Winter
10ºC
Max Temp Summer
18ºC
Top Sights
Weymouth Beach, Chesil Beach and Lulworth Cove Beach

Our pick of the best Portland Hotel Deals

Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Weymouth
10/10 Exceptional! (1 review)
Yacht "No Way"
"Had a wonderful stay on this beautiful boat, extremely clean and tidy with all the amenities you could hope for. Excellent location and lovely marina to enjoy with great facilities. Will definitely be returning again very soon. Very highly recommended."

Reviewed on 6 Sep. 2022

Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Heights Hotel
Heights Hotel
3 out of 5
Yeates Road, Portland, England
The price is AU$218 per night from 25 Nov to 26 Nov
AU$218
includes taxes & fees
25 Nov - 26 Nov
8.2/10 Very Good! (627 reviews)
Heights hotel
"Lovely location with Fantastic sea views The receptionist Zoe was very helpful and was attentive to my needs to accommodate. The room needed plug sockets next to the bed or phone charging facilities usc usb etc The bathroom was in need of an update. I would highly recommend a stay here Breakfast ..."

Reviewed on 20 Oct. 2024

Heights Hotel
The Aqua
The Aqua
3 out of 5
Castletown, Portland, England
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 25 Nov to 26 Nov
AU$228
includes taxes & fees
25 Nov - 26 Nov
7.8/10 Good! (180 reviews)
"Excellent breakfast, room was spotless. Team friendly and helpful"

Reviewed on 9 Aug. 2024

The Aqua
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.

Frequently asked questions

How much does a Portland holiday package cost?
Say yes to new adventures with our Portland holiday packages, which start from only AU$2,813. Choose the flights and hotels that suit your plans. Then, add on a couple of tours or activities for a one-of-a-kind escape.
How do I get a cheap travel package to Portland?
Search for flights that fit your busy schedule, add a hotel to your booking and watch how much you save with a Portland holiday package. It’s that easy! From flights and hotels to rental cars and tours, Expedia makes travelling cheap and easy. And with over 550 partner airlines and 1 000 000 hotel options around the world to choose from, you’ll never be short of choice.
Where should I stay in Portland?
A getaway to Portland isn’t complete without seeing Chesil Beach, Portland Bill Lighthouse and Portland Harbour. Spend your evenings near these top attractions and make sightseeing simple.
What are the top hotels in Portland?
Book a stay at Boatswain’s Watch. It’s one of this neighbourhood’s most popular properties. Another top option in Portland is Cove Cottage Hideaway.
How far in advance should I book my Portland holiday?
To land discount prices, book early. Air carriers typically advertise flights, along with some of the lowest fares, nearly a year prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Portland, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Portland travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your favourite bundle and get access to great discounts. Once you’ve made your booking, add on some experiences and tours and watch your savings stack up. When it comes to crafting your Portland getaway, you’re in charge!
What should I know before booking a Portland travel package?
Bundling your bookings into a Portland holiday package is the easiest way to organise your trip. Not only that, you’ll get great discounts when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Portland Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you certainly can. Simply pick your preferred carrier and create the perfect Portland getaway.
If I'm not able to travel, can I cancel my Portland holiday package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or amend your Portland holiday package for free if you’ve booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, airline or hotel may charge a fee. Need more information? Check out our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Portland

What to do in Portland

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