Portland Packages (Flight + Hotel)

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    Save up to ฿27,000 when you book a flight and hotel together*

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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.

Top hotels in Portland

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
The price is ฿5,531 per night from 26 Jul to 27 Jul
฿5,531
฿6,638 total
26 Jul - 27 Jul
includes taxes & fees
8.4/10 Very good! (710 reviews)
"We've rarely felt less welcome. Desk staff were surly and seemed to resent our intrusion into their day by, you know, checking in. The breakfast staff next morning were also surly, though the woman serving in the Café in the evening was cheery and pleasant. The advertised EV charging is a myth. There's ..."

Reviewed on 9 Jul 2026

Heights Hotel
The Aqua

The Aqua

3 out of 5
Castletown Portland England
Fully refundableReserve now, pay when you stay
The price is ฿4,722 per night from 19 Jul to 20 Jul
฿4,722
฿5,667 total
19 Jul - 20 Jul
includes taxes & fees
The Aqua
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
The price is ฿3,715 per night from 19 Jul to 20 Jul
฿3,715
฿4,458 total
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (823 reviews)
"It was clean staff great had a lovely time"

Reviewed on 7 Jul 2026

Fairhaven Hotel
See all 1,993 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.

Stay near popular Portland attractions

A coastal landscape with a prominent red and white lighthouse, rocky cliffs, and a white building with a green roof.

Portland Bill Lighthouse

9.2/10 (189 reviews)
Find out about the history of Portland when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
See properties

What to do in Portland

Pauls Walking Tour - Sundays at 10:00am - or Group

Pauls Walking Tours - Sundays at 10:00am

฿438
per adult
Pauls Walking Tours - Sundays at 10:00am
Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

฿5,653
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Portland

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices 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.

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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.