Portland Holidays & Package Deals

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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.

Our pick of the best Portland Hotel Deals

Heights Hotel

Yeates Road Portland England

NZ$271

1 Nov - 2 Nov

includes taxes & fees

Coastal bungalow retreat on the Jurassic Coast at Portland, Dorset.

Portland Dorset

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Beautiful, family friendly Cottage with sea views of Chesil Beach

Fortuneswell ENG

9.2/10 Wonderful! (34 reviews)

"All good and nice spot. Parking is sometimes a bit challenging but manageable. A dishwasher would had been better than a washing machine in the kitchen but obviously that depends on personal preferences.The ice machine was great to have."

Reviewed on 8 Sept 2026

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See all 2,181 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 lively bars.

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A rocky coastline with waves crashing against the rocks.

Portland Bill

9.0/10 (88 reviews)

Commune with nature and explore the great outdoors at Portland Bill during your travels in Portland. Stroll along the area's beautiful beaches or simply savour its cosy cafes.

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A rocky beach with waves crashing onto the shore and a cliff in the background.

Church Ope Cove

8.4/10 (32 reviews)

Why not spend a care-free afternoon at Church Ope Cove during your travels in Portland? While you're here, you can savour the top-notch restaurants.

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Portland Harbour

9.0/10 (10 reviews)

Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's waterfront or simply savour its lively bars.

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Weymouth and Portland National Sailing Academy

9.2/10 (5 reviews)

Enjoy the student vibe when you visit Weymouth and Portland National Sailing Academy during your travels in Portland. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

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Portland Castle

8.4/10 (7 reviews)

Portland Castle is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander the area's beautiful beaches or simply enjoy one of its lively bars.

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The Olympic Rings Stone Sculpture

7.4/10 (6 reviews)

You can find out about the history of Portland with a trip to The Olympic Rings Stone Sculpture. While you're here, you can savour the top-notch restaurants.

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Royal Manor Theatre

10.0/10 (1 review)

You can get tickets for a performance at Royal Manor Theatre on your trip to Portland. Wander the beautiful beaches and seaside in the area.

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What to do in Portland

SEA LIFE Weymouth

NZ$40

per adult

Salisbury & the Jurassic Coast from Bath

NZ$136

per adult

Pauls Walking Tours - Sundays at 10:00am

NZ$23

per adult

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?

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.
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.
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.
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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Weymouth Holiday Rentals

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

Portland Holidays

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