Portland Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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.
The Park City Grand Plaza Kensington

The Park City Grand Plaza Kensington

4 out of 5
London City Centre
per person
23 Jul - 29 Jul
found 13 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.6/10 Excellent! (1,000 reviews)
Room was lovely but didn’t like the stairs. Aircon wasn’t working ; we were offered another room but decided to stay because there was an electric fan

Reviewed on 8 Jun, 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
Save 100% on your flight
per person
23 Jul - 29 Jul
found 13 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.8/10 Exceptional! (1,002 reviews)
The Corinthia is a marvelous establishment. The room was excellent and the service was exceptional.

Reviewed on 15 Jun, 2025

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
per person
10 Sept - 14 Sept
found 14 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (2,380 reviews)
Breakfast buffet was great

Reviewed on 17 Jun, 2025

THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
per person
10 Sept - 14 Sept
found 14 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.6/10 Excellent! (18 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on 10 Sep, 2024

The Trafalgar St. James London, Curio Collection by Hilton

The Trafalgar St. James London, Curio Collection by Hilton

5 out of 5
London City Centre
Save 100% on your flight
per person
23 Jul - 29 Jul
found 13 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.4/10 Exceptional! (1,001 reviews)
Lovely property in the middle of London. Right on Trafalgar Square. Nice boutique size hotel and the staff were attentive and friendly. Rooftop bar was a beautiful bonus.

Reviewed on 11 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
8.4/10 Very Good! (653 reviews)
"Lovely hotel great views"

Reviewed on 12 Jun, 2025

Get rates
Heights Hotel
The Aqua
The Aqua
3 out of 5
Castletown, Portland, England
The price is S$221 per night from 18 Jun to 19 Jun
S$221
18 Jun - 19 Jun
includes taxes & fees
7.8/10 Good! (187 reviews)
"Good location for Portland Harbour watersports and good value for money given a full breakfast was included in the price"

Reviewed on 14 Jun, 2025

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$158 per night from 23 Jun to 24 Jun
S$158
23 Jun - 24 Jun
includes taxes & fees
8.4/10 Very Good! (601 reviews)
"Great view in the perfect location. Very friendly and helpful staff."

Reviewed on 16 Jun, 2025

Fairhaven Hotel
See all 1,875 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?
You'll find cheap prices from S$1,538 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.

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$138
per adult
Portland Shore Excursion to Jurassic Coast Highlights
Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

S$225
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.