Portland Holidays
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- Better togetherSave up to S$134 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
Great stay, views from the bar/restaurant are amazing. Outside the buildings looks a little dated (partly because of the salt/weather exposure) but felt modernised inside.
Reviewed on 31 Mar, 2026
Best Western Weymouth Hotel Rembrandt
Great location, clean and comfortable room. Food excellent. A wonderful stay,will definitely return
Reviewed on 6 Apr, 2026
Fairhaven Hotel
Had a beautiful view of the beach
Reviewed on 29 Mar, 2026
Popular places to visit
Portland Harbour
Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's waterfront 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.
