Portland Holidays from £229

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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.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Save 100% on your flight
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
Belfast (BFS) to London (LHR)
8.8/10 Excellent! (320 reviews)
Room was recently renovated and comfortable but a proper chair would have been appreciated. The fact that there was no space for a small desk and chair will give you a sense of the small size of the room.

Reviewed on 21 Jul 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
per person
18 Sept - 22 Sept
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
Excellent all around

Reviewed on 31 Jul 2025

Mowbray Court Hotel

Mowbray Court Hotel

3.5 out of 5
London City Centre
Save 100% on your flight
per person
6 Oct - 9 Oct
found 1 day ago
Return flight included
Belfast (BFS) to London (LHR)
7.8/10 Good! (1,007 reviews)
The manager gave me a complimentary breakfast on my last morning and on my first morning I was able to go to my room as soon as I checked in - at 8 a.m.!

Reviewed on 29 Jul 2025

Ellen Kensington

Ellen Kensington

4 out of 5
London City Centre
Save 100% on your flight
per person
13 Oct - 17 Oct
found 3 hours ago
Return flight included
Edinburgh (EDI) to London (LHR)
8.4/10 Very Good! (36 reviews)
Great room, even though the price was a bit high. I asked for a handicap, friendly room. Even though there was an elevator to the third floor, there are still steps involved, which was not easy.

Reviewed on 23 Jul 2025

London Greenford by Charles Hope

London Greenford by Charles Hope

4 out of 5
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to London (LHR)
9.6/10 Exceptional! (11 reviews)
Property was modern, very clean and had everything you need for an overnight stay. Being on the 6th floor the view at night is beautiful.

Reviewed on 5 Jul 2025

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

Heights Hotel

3 out of 5
Yeates Road, Portland, England
The price is £153 per night from 3 Aug to 4 Aug
£153
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (661 reviews)
"Gorgeous view of Lyme Bay. The perfect end point for this leg of our SW Coastal hike."

Reviewed on 24 Jul 2025

Heights Hotel
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is £86 per night from 3 Aug to 4 Aug
£86
3 Aug - 4 Aug
includes taxes & fees
8.4/10 Very Good! (634 reviews)
"The staff were friendly and helpful. They have food and a selection of alcoholic, non alcoholic and te and coffee. The food is amazing, my favourite was the truffle and parmesan cheese chips."

Reviewed on 29 Jul 2025

Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road, Weymouth, England
The price is £122 per night from 17 Aug to 18 Aug
£122
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Brilliant stay, the staff were all so friendly and helpful. Great location. Lovely sized room, comfortable, large bed"

Reviewed on 28 Jul 2025

Best Western Weymouth Hotel Rembrandt
See all 1,844 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.

The Advantages of Portland Weekend Breaks

Discover a different side of the British Isles with a weekend break in Portland. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Portland weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Portland.

Cheap Weekend Breaks to Portland

There are lots of ways to take cheap weekend breaks to Portland. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Portland. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Portland Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Portland. Whisking your lover away for a romantic Portland weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Portland and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Portland

Set some time aside to experience family weekend breaks in Portland. There are plenty of excellent family-friendly hotels in Portland within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Portland. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Portland family weekend breaks.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Portland Bill Lighthouse

Portland Bill Lighthouse

4.5/5(101 reviews)

Find out about the history of Southwell when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its cosy cafes.

Portland Bill Lighthouse
Portland Bill

Portland Bill

4.5/5(11 reviews)

Commune with nature and explore the great outdoors at Portland Bill during your travels in Southwell. Stroll along the area's waterfront or simply savour its lively bars.

Portland Bill
Church Ope Cove

Church Ope Cove

Why not spend a care-free afternoon at Church Ope Cove during your travels in Southwell? Amble around the area's seaside or visit its spas.

Church Ope Cove

What to do in Portland

Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735

Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735

£10
per adult
Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735
See all activities in Portland

Frequently asked questions

Why should I book my Portland holiday with Expedia?
Expedia has your back for every aspect of your next Portland trip. You'll always land the best prices, but when you bundle your flights, hotel and/or hire car into a holiday package, you'll score even bigger savings. Want to truly make the most of your adventure? Add a few exciting tours and activities to your package. We offer flexible cancellation policies on most bookings, so there's no need to worry if your travel plans change. Visit our Customer Service Portal link to learn more.
When is the best time of year to holiday in Portland?
To experience the atmosphere of peak season, pack your bags for May, July and September. March, April and December are typically quieter and a good idea if you want to get away from the crowds. Plan your visit to Portland according to what type of holiday you're looking for. February is the coolest time of year, when average daytime temperatures are 6ºC. In July, the warmest period, you'll experience temperatures of around 16ºC during the day.
What is the top hotel for my holiday in Portland?
Offering many of the conveniences and comforts of home, The new Admiralty Hotel will make the perfect base for your Portland trip.
How do I get a cheap holiday to Portland?
Our Portland holidays offer plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and extras (such as activities). But cheap prices are just the beginning of your next memorable adventure. Book with Expedia and and you'll have over 400 airlines and 321,000 hotels across the globe to select from. No matter your style, there's a holiday here that's perfect for you. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Portland holiday?
Offering must-see tourist attractions such as Weymouth Beach and Weymouth Harbour, a holiday in Portland promises lots of fun things to do and see. Chesil Beach and Portland Bill Lighthouse are a couple of other sights worth checking out.
What is the best area to stay in when on holiday in Portland?
If you plan to check out Portland Bill Lighthouse, save yourself the hassle of commuting and find a place to stay close by. It's one of the most popular attractions in Portland.
Do I need a visa for my Portland holiday?
Visa requirements for Portland vary depending on your nationality and reason for your visit. It's best to check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures or supporting documentation that might be necessary. Research your visa requirements well ahead of time to ensure a hassle-free travel experience. Finally, check to see that your passport has a minimum of six months validity from your date of return.
What should I wear on my Portland holiday?
Do some research into the sorts of things people in Portland wear, and consider browsing style blogs for some fashion inspiration. Try to create a versatile wardrobe filled with pieces that work for your destination and showcase your unique sense of style. Pack with confidence by monitoring the weather forecast in Portland. July brings the warmest temperatures, with daytime averages of 16ºC, while February days average 6ºC, making it the coolest time of year.
What does an Expedia Portland holiday include?
Hotels, flights and hire cars — you'll discover them all here. With Expedia, you can shape your Portland travel package the way you want. All you have to do is work out exactly what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the greater your savings! Cottages and private holiday homes are a couple of the most highly sought-after property types in Portland. No matter your group size or holiday style, you can count on Expedia for the freedom to customise your dream escape.
Does Expedia offer Book Now, Pay Later Portland holidays?
Yes. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that works for you during the checkout process and take away the stress of budgeting for your next trip. Make sure you bundle your accommodation, flights and activities with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy payment plans. If paying in multiple transactions works for you, pick this option at checkout.
  • No-deposit holidays: Hitting the "book now" button is easier with this plan. With no deposit required for your holiday, you can Book Now, Pay Later and start working on your travel itinerary.

Can I choose my airline with a Portland Expedia holiday?
Expedia offers access to more than 400 airline partners worldwide, so you definitely can. Simply select your preferred air carrier and create your ideal Portland getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.