Portland Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Portland Flight & Hotel Packages

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

Dreamtel London Kensington

2.5 out of 5
London City Centre
per person
27 Jan - 2 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
6.6/10 (897 reviews)
Great locatio close to shoping restaurants and the subway friendly helpful staff

Reviewed on 22 Oct,2024

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
per person
27 Jan - 2 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (1,514 reviews)
Very convenient to the underground and also walkable. The rooms were clean and spacious. Front desk was nice and professional. Check out was easy. No complaints

Reviewed on 23 Nov,2024

Wilde Aparthotels London Liverpool St.

Wilde Aparthotels London Liverpool St.

4 out of 5
London City Centre
per person
27 Jan - 2 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.2/10 Wonderful! (7 reviews)
Lovely hotel in a lovely vibrant location.

Reviewed on 21 Nov,2024

St. James' Court, A Taj Hotel, London

St. James' Court, A Taj Hotel, London

4 out of 5
London City Centre
per person
27 Jan - 2 Feb
found 1 day ago
Return direct flight included
Singapore (SIN) to London (LHR)
9/10 Wonderful! (1,419 reviews)
Amazing staff - everyone was friendly and welcoming! The hotel location is great close to two tube lines and minutes away from Buckingham palace. The room itself was great, recently renovated and incredibly comfortable. Only thing was our fridge had an odd smell so we couldnt use it and the elevators were slow as there was only one working for entire hotel.

Reviewed on 22 Nov,2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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 2 kilometres 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.

Top hotels in Portland

Heights Hotel
Heights Hotel
3 out of 5
Yeates Road, Portland, England
The price is S$197 per night from 1 Dec to 2 Dec
S$197
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (627 reviews)
Heights hotel
"Lovely location with Fantastic sea views The receptionist Zoe was very helpful and was attentive to my needs to accommodate. The room needed plug sockets next to the bed or phone charging facilities usc usb etc The bathroom was in need of an update. I would highly recommend a stay here Breakfast ..."

Reviewed on 20 Oct,2024

Heights Hotel
The Aqua
The Aqua
3 out of 5
Castletown, Portland, England
Fully refundableReserve now, pay when you stay
The price is S$165 per night from 25 Nov to 26 Nov
S$165
includes taxes & fees
25 Nov - 26 Nov
7.8/10 Good! (180 reviews)
"Excellent breakfast, room was spotless. Team friendly and helpful"

Reviewed on 9 Aug,2024

The Aqua
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 S$98 per night from 2 Dec to 3 Dec
S$98
includes taxes & fees
2 Dec - 3 Dec
8.4/10 Very Good! (502 reviews)
"Very lovely staff upon arrival .. hotel clean just needs a bit updating to the rooms… the beds were comfortable but again needs updating but were acceptable if you look past it seaview room was lovely to just sit and watch everyone but on the weekend it got a bit noisy from people coming out the ..."

Reviewed on 17 Nov,2024

Fairhaven Hotel
See all 1,720 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.

Frequently asked questions

How much does a Portland holiday package cost?
Say yes to new adventures with our Portland holiday packages, which start from only S$1,179. Choose the flights and hotels that suit your plans. Then, add on a couple of tours or activities for a one-of-a-kind escape.
How do I get a cheap travel package to Portland?
Search for flights that fit your busy schedule, add a hotel to your booking and watch how much you save with a Portland holiday package. It’s that easy! From flights and hotels to rental cars and tours, Expedia makes travelling cheap and easy. And with over 550 partner airlines and 1,000,000 hotel options around the world to choose from, you’ll never be short of choice.
Where should I stay in Portland?
A getaway to Portland isn’t complete without seeing Chesil Beach, Portland Bill Lighthouse and Portland Harbour. Spend your evenings near these top attractions and make sightseeing simple.
What are the top hotels in Portland?
Book a stay at Boatswain’s Watch. It’s one of this neighbourhood’s most popular properties. Another top option in Portland is Cove Cottage Hideaway.
How far in advance should I book my Portland holiday?
To land discount prices, book early. Air carriers typically advertise flights, along with some of the lowest fares, nearly a year prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Portland, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Portland travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your favourite bundle and get access to great discounts. Once you’ve made your booking, add on some experiences and tours and watch your savings stack up. When it comes to crafting your Portland getaway, you’re in charge!
What should I know before booking a Portland travel package?
Bundling your bookings into a Portland holiday package is the easiest way to organise your trip. Not only that, you’ll get great discounts when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Portland Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you certainly can. Simply pick your preferred carrier and create the perfect Portland getaway.
If I'm not able to travel, can I cancel my Portland holiday package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or amend your Portland holiday package for free if you’ve booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, airline or hotel may charge a fee. Need more information? Check out our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Popular places to visit

Portland Harbour

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

Portland Harbour

What to do in Portland

Wow!

Private 4x4 Dorset Safari. 6 Hour Cruise Ship Jeep Safari Special

S$1,454
Per adult
Private 4x4 Dorset Safari. 6 Hour Cruise Ship Jeep Safari Special
4x4 Land Rover Safari Across Purbeck Hills and Jurassic Coast

JURASSIC COAST JEEP SAFARI *LAND ROVER* - PRIVATE GUIDED 4x4 TOUR

S$1,968
Per adult
JURASSIC COAST JEEP SAFARI *LAND ROVER* - PRIVATE GUIDED 4x4 TOUR
Half-Day Guided E-Bike Tour Portland with Lunch

Half-Day Guided E-Bike Tour Portland with Brunch

S$220
Per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Portland

* 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.