Name: Beautiful, family friendly Cottage with sea views of Chesil Beach
Rating: 9.4

Your Portland Holiday

Prepare to experience Portland on your own terms with a custom Portland holiday package! Uncovering the treasures of this interesting city is made easier with a base in a neighbourhood such as Winfrith Newburgh, which is great for nature, among lots of other things. A trip to Portland is a terrific opportunity to see the sights. Be sure to look around well-known attractions like Weymouth Beach, Chesil Beach and Weymouth Harbour. Stop daydreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your Portland holiday plans into action!

Top Portland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

The Gatwick White House Hotel

Save 100% on your flight

£163

per person

28 Apr - 2 May

found 1 day ago

Return flight included

Glasgow (GLA) to London (LHR)

7/10 Good! (714 reviews)

The first room was clean and the second one too. First room, TV had sound but no picture so they moved me. Very courteous. Second room, heating not on but they came quite quickly to put radiator on. All in all a good stay.

Reviewed on 17 Feb 2026

Hotel Riu Plaza London The Westminster

London City Centre

£343

per person

21 May - 23 May

found 1 day ago

Return flight included

Aberdeen (ABZ) to London (LHR)

9/10 Wonderful! (1,371 reviews)

Excellent experience. Only the bar/snack area could be improved by more space, considering more food options including gluten free options and quicker service, waiting time was too long for the such a simple service.

Reviewed on 28 Mar 2026

Cleveland Residences Bloomsbury

London City Centre

£220

per person

22 May - 24 May

found 1 day ago

Return flight included

Glasgow (GLA) to London (LHR)

9.4/10 Exceptional! (118 reviews)

I really enjoyed my stay here. The room was clean, comfortable, and well kept. The best part was the very convenient location, especially with Russell Square Station close by, making transportation around London quick and easy. There were also plenty of shops and amenities nearby, which was very helpful during my trip. I would recommend this property to anyone looking for a convenient and comfortable place to stay.

Reviewed on 14 Mar 2026

Hotel Shepherds Bush London

Hammersmith and Fulham

Save 100% on your flight

£250

per person

11 May - 14 May

found 1 day ago

Return flight included

Glasgow (GLA) to London (LHR)

8.2/10 Very Good! (532 reviews)

Staff were lovely. Great central location

Reviewed on 21 Mar 2026

Leicester House Hotel

London City Centre

Save 100% on your flight

£291

per person

22 May - 24 May

found 1 day ago

Return flight included

Glasgow (GLA) to London (LHR)

8.6/10 Excellent! (56 reviews)

Fantastic property in a great location.

Reviewed on 15 Mar 2026

Things to do in and around Portland

Portland offers a delightful blend of outdoor activities and scenic beauty, making it perfect for adventure seekers. Visitors can enjoy water sports, scenic trails, and vibrant beach vacations. The area boasts lively bars for evening entertainment, along with opportunities for kite surfing and live music events. Don't miss the chance to explore private country clubs and soak in the stunning coastal views while indulging in various educational experiences.

Shopping

For shopping in Portland, visit the local shops and boutiques for unique gifts and souvenirs. If you're up for a drive, the Broadwindsor Craft and Design Centre, located 38.6km away, offers a delightful selection of handmade crafts and artisanal goods.

Recreation

Greenhill Beach offers a tranquil seaside escape, perfect for relaxation and rejuvenation. Weymouth Pavilion combines culture and entertainment, providing a romantic atmosphere for an evening out. For family-friendly fun, Cineworld Weymouth presents the latest films in a vibrant setting, ensuring an enjoyable experience for all.

Adventure

Experience the thrill of water sports at Weymouth and Portland National Sailing Academy, surrounded by a vibrant outdoor atmosphere. For hiking enthusiasts, the Osmington Roman Walk offers stunning scenery 9.7km away, while the South West Coast Path Section 49 Trailhead provides breathtaking coastal views, located 4.8km from Portland.

Nightlife

Portland's nightlife offers a charming blend of pubs and bars. Visit the Royal Portland for a warm atmosphere and local ales. For live music and vibrant vibes, check out the Harbour View Inn, where you can enjoy a pint while soaking in coastal views.

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

Find the best attractions near Portland

Portland, located on the stunning Jurassic Coast in England, is an ideal destination for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore captivating beaches, historic castles, and bustling harbours, all while enjoying a rich cultural experience. Whether you’re after adventure or simply wish to soak in the natural surroundings, Portland offers a variety of attractions and activities to suit every traveller's interests.

Chesil Beach: Stretching for 29.0km, Chesil Beach offers a stunning shingle beach experience, perfect for leisurely walks and enjoying the coastal vibe. The natural beauty and unique geological features make it a must-visit for nature enthusiasts.
Weymouth Harbour: A picturesque harbour, Weymouth Harbour is bustling with activity, featuring colourful boats and charming waterfront cafés. Enjoy scenic views while relaxing by the water, making it ideal for a leisurely afternoon.
Weymouth Bay: This beautiful bay boasts sandy beaches and breathtaking scenery, perfect for outdoor activities like swimming and sailing. The relaxed atmosphere invites visitors to unwind and soak in the stunning coastal landscape.

Best time to go to Portland

The best time to visit Portland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Portland falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Portland falls in February, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	44.6°F (7.0°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
February	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	46.0°F (7.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	49.1°F (9.5°C)	Light Rain	Mostly Sunny	Average	Average
May	53.8°F (12.1°C)	Light Rain	Mostly Sunny	Average	Average
June	58.8°F (14.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	62.2°F (16.8°C)	Light Rain	Mostly Sunny	High	Slightly High
August	62.4°F (16.9°C)	Light Rain	Mostly Sunny	High	Slightly High
September	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Average	Average
October	56.5°F (13.6°C)	Light Rain	Mostly Cloudy	High	Slightly Low
November	50.9°F (10.5°C)	Light Rain	Mostly Cloudy	Low	Average
December	47.3°F (8.5°C)	Light Rain	Mostly Cloudy	Low	Average

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

Whether you're travelling solo or with the family, it'll be easy to find rest and relaxation on your Portland holiday. Look for pretty seashells or sit by the water's edge and listen to the soothing sound of the surf. Whatever you decide to do, your trip to Portland is sure to be a blast. Church Ope Cove, located 1 mile from the city centre, is a top choice for those looking for convenience. Many people also lock in Portland holiday deals closer to Portland Beach, another excellent option.

Things You Should Know About Portland

If fresh sea air and water views are your idea of a dreamy escape, why not think about one of our Portland beach hotels? Staying near the water is the perfect antidote to life's little stresses.
Cottages are another top choice for those planning a holiday in Portland. Some great options are Chesil View House and Seapinks Cottage.
There are plenty of activities that keep the 12,700 or so residents of Portland busy. Browsing our Portland things to do page will let you in on what this place has to offer.
Portland holiday deals are a superb way to save on experiences. Some ideas, such as Portland Bill Lighthouse, Portland Castle and Portland Museum, should be at the very top of your sightseeing list.

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

Top hotels in Portland

Heights Hotel

Yeates Road Portland England

£140

12 Apr - 13 Apr

includes taxes & fees

8.4/10 Very Good! (688 reviews)

The staff were friendly very accommodating and the beds so comfortable definitely recommended will stay again. Good amazing too

Reviewed on 15 Mar 2026

One bed apartment next to Chesil Beach Dorset

Portland England

9.4/10 Exceptional! (9 reviews)

Apartment was lovely and had everything we needed for a great stay. A bonus was we were able to park next to the apartment building as the shop on the ground floor was empty so we could use the shop’s parking spaces. The road can be very noisy in the evening and early morning but it was a good spot ...

Reviewed on 8 Mar 2026

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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

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See all 1,891 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.