Portland Holidays from AU$2,249

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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.
The Guardsman Hotel and Residences
Corinthia London
Hotel Cafe Royal, London
The Langham, London
The Athenaeum Hotel & Residences

Portland Holiday

Portland Beach Holiday

Get set to live out those beachy daydreams on your Portland holiday. 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 holiday 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 holiday 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 holiday deals, you can see more top sights like these.

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

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road, Portland, England
The price is AU$351 per night from 26 Aug to 27 Aug
AU$351
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (661 reviews)
"Gorgeous view of Lyme Bay. The perfect end point for this leg of our SW Coastal hike."

Reviewed on 24 Jul. 2025

Heights Hotel
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 10 Aug to 11 Aug
AU$157
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (634 reviews)
"The staff were friendly and helpful. They have food and a selection of alcoholic, non alcoholic and te and coffee. The food is amazing, my favourite was the truffle and parmesan cheese chips."

Reviewed on 29 Jul. 2025

Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$249 per night from 17 Aug to 18 Aug
AU$249
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"We only stayed the one night but would have no qualms about staying again. The family room was spacious, clean and comfortable. Best of all were the staff who were all very helpful and welcoming."

Reviewed on 2 Aug. 2025

Best Western Weymouth Hotel Rembrandt
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.

Discover the most popular places to visit in Portland

What to do in Portland

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices from AU$2,249 on Expedia for your Portland escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Portland costs.
What are the cheapest months to go to Portland?
Plan your trip for the low season and you're likely to score cheap Portland holiday packages. Keep in mind that public holidays and local festivals and events can impact prices, so do a little research before you go.
How many days is enough for Portland?
With a well-organised itinerary, you can easily tick off the top Portland sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Portland holiday for longer.
Is it worth booking a holiday package to Portland?
Popular for its walking trails, camping and watersports, a Portland holiday is a hit with all kinds of visitors. Be sure to visit major sights like Weymouth and Portland National Sailing Academy and Portland Castle, and consider renting some wheels for day trips to discover even more.
How to find the best Portland package deals?
Landing a cheap Portland package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Portland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Portland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation individually. Better still, you can personalise your Portland getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Portland?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Portland holiday.
How to plan a trip to Portland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Portland.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Portland. Then, pick a property that fits your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in Portland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, book the ideal Portland holiday package for you.

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