Portland Holidays from AU$2,204

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Portland Holiday

Our holiday packages to Portland give you endless opportunities to discover new sights, sounds and flavours. And with all your travel plans taken care of, you'll be free to enjoy your city adventure without a worry in the world. Ready to venture out and explore? Weymouth Beach, Chesil Beach and Weymouth Harbour are three of the top-rated places to visit during a trip to Portland. A couple of quick clicks is all it takes to put together a customised Portland holiday on Expedia.

The Latest Portland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sanctum London Regents Park
1 Hotel Mayfair
The Langham, London
Sloane Place
New Linden

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Portland Holiday

Things to do in and around Portland

Portland offers an array of outdoor adventures and stunning scenery, perfect for an exhilarating holiday. Enjoy water sports, partake in sightseeing tours, and explore popular attractions. For a more leisurely experience, unwind at a relaxing spa or visit local art galleries. Whether you're seeking thrilling sea adventures or a round at a country private club, Portland has something for everyone to enjoy.

Shopping

For unique gifts, visit the Broadwindsor Craft and Design Centre, located 38.6km away from Portland. If you're up for a drive, this charming store offers a delightful selection of handmade crafts and local artistry to take home as souvenirs.

Recreation

Enjoy a performance at Weymouth Pavilion, a charming theatre offering a mix of romance and culture just 6.4km from Portland. For relaxation, unwind at Greenhill Beach, a serene spot 8.0km away, perfect for rejuvenating walks along the shore and soaking in the tranquil atmosphere.

Adventure

The Weymouth and Portland National Sailing Academy offers thrilling water sports, perfect for adventure enthusiasts seeking an exhilarating day on the water. For stunning coastal views, hike the South West Coast Path Section 49, located 4.8km away, or explore the scenic Osmington Roman Walk, 9.7km from Portland.

Nightlife

For a vibrant nightlife in Portland, explore the local pubs like The Greyhound and The Royal Oak, where you can enjoy live music and a friendly atmosphere. The nearby Weymouth boasts vibrant clubs and bars, perfect for dancing the night away by the seaside.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Portland

Portland, situated in the United Kingdom, is an ideal destination for outdoor enthusiasts and adventure seekers, offering a stunning mix of beaches, castles, and a picturesque harbour. Visitors can explore cultural attractions, including Portland's renowned centres and the beautiful Portland roses, while enjoying the scenic beauty and outdoor experiences the area has to offer. Whether you're after relaxation or adventure, Portland caters to a variety of traveller interests.

  • Portland Bill Lighthouse: A historic lighthouse that stands proudly at the southernmost tip of Portland, offering stunning coastal views and a glimpse into maritime history. The lighthouse's iconic red and white stripes make it a must-see landmark, rich in cultural significance.
  • Nothe Fort: Located 6.4km from Portland, this historic fortification offers fascinating insights into Victorian military architecture. The fort provides panoramic views of Weymouth Bay and the surrounding area, perfect for history enthusiasts and culture seekers alike.
  • Sandsfoot Castle: A romantic ruin overlooking the sea, Sandsfoot Castle is 6.4km from Portland and boasts beautiful gardens. It offers a serene atmosphere, ideal for leisurely strolls and appreciating the historical architecture amidst scenic coastal views.

Best time to go to Portland

The best time to visit Portland is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. February is its coolest month on average. At this time, visitor numbers are low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January44.6°F (7.0°C)Light RainMostly CloudyLowSlightly Low
February44.4°F (6.9°C)Light RainMostly CloudyLowSlightly Low
March46.0°F (7.8°C)Light RainMostly CloudyAverageAverage
April49.1°F (9.5°C)Light RainMostly SunnyAverageAverage
May53.8°F (12.1°C)Light RainMostly SunnyAverageAverage
June58.8°F (14.9°C)Light RainMostly SunnyAverageSlightly High
July62.2°F (16.8°C)Light RainMostly SunnyHighSlightly High
August62.4°F (16.9°C)Light RainMostly SunnyHighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October56.5°F (13.6°C)Light RainMostly CloudyHighSlightly Low
November50.9°F (10.5°C)Light RainMostly CloudyAverageAverage
December47.3°F (8.5°C)Light RainMostly CloudyLowAverage

Tips to save on your trip to Portland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to February and October) for more affordable package holidays to Portland.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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.

Portland Essential Information

Language
English
Currency
British pounds sterling
Population
12,700
Max Temp Winter
10ºC
Max Temp Summer
18ºC
Top Sights
Weymouth Beach, Chesil Beach and Lulworth Cove Beach

Our pick of the best Portland Hotel Deals

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
8.4/10 Very Good! (687 reviews)
Yes, the room was spotless but it is the friendliness of the staff that makes our stay most enjoyable. The wide choice of breakfast suits everyone. Unfortunately we found the evening dinners a little too rich for our taste on this visit. Previous visits have had more choice for the evening meal, ...

Reviewed on 30 Jan 2026

Heights Hotel
One bed apartment next to Chesil Beach Dorset

One bed apartment next to Chesil Beach Dorset

Portland England
9.4/10 Exceptional! (8 reviews)
Excellent location with quick access to Chesil Beach. The bus stops directly outside to take you into Weymouth if you don't want to drive in. A beautiful flat with a great range of amenities and super communicatoon from Helen the host.

Reviewed on 28 Dec 2025

One bed apartment next to Chesil Beach Dorset
 Beautiful, family friendly Cottage with sea views of Chesil Beach

Beautiful, family friendly Cottage with sea views of Chesil Beach

Fortuneswell ENG
9.4/10 Exceptional! (26 reviews)
Lovely comfortable stay. Had everything we needed for a great winter long weekend away with the children.

Reviewed on 22 Feb 2026

Beautiful, family friendly Cottage with sea views of Chesil Beach
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

What to do in Portland

Explore a world of travel with Expedia

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