Portland Holidays
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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
The price is NZ$340 per night from 7 June to 8 June
NZ$340
7 June - 8 June
includes taxes & fees
8.4/10 Very Good! (698 reviews)
"We stayed for 3 nights. Was warmly welcomed to the hotel. Breakfast was served hot with a wide choice for all. The staff were super friendly. The Hotel was clean, bathrooms were checked regularly. Only comments on the whole are as othered could do with an update in terms of decor. It is rather tired. ..."
Reviewed on 20 May 2026
The Aqua
Castletown Portland England
Fully refundableReserve now, pay when you stay
The price is NZ$290 per night from 25 May to 26 May
NZ$290
25 May - 26 May
includes taxes & fees
One bed apartment next to Chesil Beach Dorset
Portland England
9.6/10 Exceptional! (12 reviews)
"A nice spot opposite the beach, very convenient for the port. Plenty of parking around the apartment."
Reviewed on 28 Apr 2026
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
Weymouth and Portland National Sailing Academy
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.
What to do in Portland
Half-Day Guided E-Bike Tour Portland with Brunch
NZ$294
per adult
Explore a world of travel with Expedia
- Cottages in Upwey
- B&B in Upwey
- Caravan Parks in Radipole
- Holiday Homes in Weymouth
- Guest Houses in Weymouth
- Holiday Parks in Weymouth
- B&B in Weymouth
- Apartments in Weymouth
- Caravan Parks in Weymouth
- Cottages in Osmington
- Hostels in Portland
- Residences in Weymouth and Portland District
- Inns in Weymouth and Portland District
- Caravan Parks in Weymouth and Portland District
- Cottages in Weymouth and Portland District
- Holiday Homes in Weymouth and Portland District
- Lodges in Weymouth and Portland District
- Castles in South Coast
- Inns in South Coast
- Cabin Rentals in South Coast
- Holiday Homes in South Coast
- Hotels near Portland Bill Lighthouse
- Hotels near Weymouth Beach
- Hotels near Chesil Beach Visitors Centre
- Upwey Hotels
- Osmington Hotels
- Hotels near Portland Harbour
- Wyke Regis Hotels
- Chickerell Hotels
- Radipole Hotels
- Weymouth Hotels
- Osmington Mills Hotels
- Hotels near Chesil Beach
- Portland Hotels
- Bincombe Hotels
- Broadwey Hotels
- Hotels near Durdle Door Beach
- Cheap Hotels in Weymouth and Portland District
- Beach Hotels in Weymouth and Portland District
- Luxury Hotels in Weymouth and Portland District
- Golf Hotels in South Coast
- Luxury Hotels in South Coast
- Pet Friendly Hotels in South Coast
- All Inclusive Hotels in South Coast
- Hotels with Parking in South Coast
- Boutique Hotels in South Coast
- Scuba Diving Hotels in South Coast
- Beach Hotels in South Coast
- Hotels with Parking in Weymouth
- Spa Hotels in Weymouth
- Beach Hotels in Weymouth
- Cheap Hotels in Weymouth
- Pet Friendly Hotels in Weymouth
- Family Hotels in Weymouth
- Hotels with Pool in Weymouth
- Romantic Hotels in Weymouth
- Historic Hotels in Weymouth
- Luxury Hotels in Weymouth
- Fjb Hotels in South Coast
- Britannia Hotels in South Coast
- Bowleaze Cove Beach
- Dorset Teddy Bear Museum
- Lulworth Cove
- Weymouth Holidays
- Weymouth Beach
- Dorset Holidays
- Abbotsbury Swannery
- St. Catherine's Chapel
- Durdle Door
- Sea LIFE Centre Weymouth
- Durdle Door Beach
- Castle Cove Beach
- Weymouth and Portland National Sailing Academy
- Lulworth Cove Beach
- Pirate Adventure Mini Golf
- Dorchester Holidays
- Maiden Castle
- Abbotsbury Sub-Tropical Gardens
- Ringstead Beach
- Visit Weymouth
- Scuba Diving Holiday Packages South Coast
- Yoga Holiday Packages Weymouth and Portland District
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
