Portland Holidays

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Portland Flight & Hotel Packages

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

Mowbray Court Hotel

3.5 out of 5
London City Centre
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
7.8/10 Good! (1,001 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

Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (334 reviews)
Everything was close and safe The personal attention on the pub Great A plus

Reviewed on 6 Aug, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Save 100% on your flight
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (2,594 reviews)
Breakfast was excellent with plenty of food and choices. The staff were very helpful. The hotel is fairly new with nice beds and modern bathrooms. It is a short walk to Victoria Station and a walkable distance to Westminster Abbey. We found several nice restaurants nearby as well as a grocery store.

Reviewed on 5 Aug, 2025

The Royal Horseguards, London

The Royal Horseguards, London

4 out of 5
London City Centre
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9/10 Wonderful! (1,631 reviews)
Excellent property in all ways. Beautiful hotel, wonderful staff, close to everything. Truly a first class hotel in the heart of London.

Reviewed on 6 Aug, 2025

The Franklin London - Starhotels Collezione

The Franklin London - Starhotels Collezione

5 out of 5
London City Centre
per person
25 Oct - 31 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.2/10 Wonderful! (490 reviews)
Reception staff more than welcoming and friendly. They went above and beyond. Great location.

Reviewed on 20 Jun, 2025

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

Heights Hotel

3 out of 5
Yeates Road, Portland, England
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

Get rates
Heights Hotel
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
The price is S$136 per night from 10 Aug to 11 Aug
S$136
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (635 reviews)
"Was upgraded to a lovely sea view room. South African chap on reception very friendly and informative. Everything was great. Didn't partake of it but their continental breakfast at £4.95 seemed to represent excellent value for money. Excellent range of tea/coffee left in our room too."

Reviewed on 2 Aug, 2025

Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is S$211 per night from 10 Aug to 11 Aug
S$211
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"We only stayed the one night but would have no qualms about staying again. The family room was spacious, clean and comfortable. Best of all were the staff who were all very helpful and welcoming."

Reviewed on 2 Aug, 2025

Best Western Weymouth Hotel Rembrandt
See all 1,843 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.

Popular places to visit

Portland Harbour

Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's seaside or simply savour its lively bars.

Portland Harbour

What to do in Portland

Portland Shore Excursion to Jurassic Coast Highlights

Portland Shore Excursion to Jurassic Coast Highlights

S$126
per adult
Portland Shore Excursion to Jurassic Coast Highlights
See all activities in Portland

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices from S$1,349 on Expedia for your Portland escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Portland costs.
What are the cheapest months to go to Portland?
Plan your trip for the low season and you're likely to score cheap Portland holiday packages. Keep in mind that public holidays and local festivals and events can impact prices, so do a little research before you go.
How many days is enough for Portland?
With a well-organised itinerary, you can easily tick off the top Portland sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Portland holiday for longer.
Is it worth booking a holiday package to Portland?
Popular for its walking trails, camping and watersports, a Portland holiday is a hit with all kinds of visitors. Be sure to visit major sights like Weymouth and Portland National Sailing Academy and Portland Castle, and consider renting some wheels for day trips to discover even more.
How to find the best Portland package deals?
Landing a cheap Portland package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Portland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Portland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation individually. Better still, you can personalise your Portland getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Portland?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Portland holiday.
How to plan a trip to Portland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Portland.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Portland. Then, pick a property that fits your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to experience in Portland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, book the ideal Portland holiday package for you.

* 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.