
Portland Holidays
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- Better togetherSave up to S$1,300 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
"Wanted an early breakfast and was told we could have takeout breakfast reception gave us a form to fill in and basically we all wanted 2 x bacon sausage baps we were then told we could either have 1 bacon or 1 sausage bap not 2 and we couldn’t have bacon and sausage one or the other ? Bearing in ..."
Reviewed on 22 May, 2026

The Aqua

Fairhaven Hotel
"Whole place needs painting and decorating. Bacardi was watered down and breakfast muffin burnt"
Reviewed on 21 May, 2026
Popular places to visit
Portland Harbour
Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's seaside or simply savour its lively bars.
What to do in Portland

Half-Day Guided E-Bike Tour Portland with Brunch
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.

