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.
Holmes Hotel London

Holmes Hotel London

4 out of 5
London City Centre
per person
13 May - 18 May
found 5 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.4/10 Exceptional! (640 reviews)
Excellent property and very much value for money

Reviewed on 18 Feb,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
13 May - 18 May
found 5 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
8.8/10 Excellent! (1,932 reviews)
Great hotel & great location

Reviewed on 19 Feb,2025

Sea Containers London

Sea Containers London

5 out of 5
London City Centre
per person
13 May - 18 May
found 5 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.4/10 Exceptional! (1,523 reviews)
Really nice rooms, very friendly staff ...

Reviewed on 19 Feb,2025

ME London

ME London

5 out of 5
London City Centre
per person
13 May - 18 May
found 5 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.2/10 Wonderful! (1,001 reviews)
Great place to stay, great location, great área to stay

Reviewed on 10 Feb,2025

Page8, Page Hotels

Page8, Page Hotels

4.5 out of 5
London City Centre
per person
13 May - 18 May
found 5 hours ago
Return direct flight included
Singapore (SIN) to London (LHR)
9.6/10 Exceptional! (1,279 reviews)
We had a fantastic stay. The location was ideal, the room looked like it was recently refurbished and it was beautiful and clean, the staff was friendly and helpful. I would definitely stay here again when I come back to London.

Reviewed on 17 Feb,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 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$201 per night from 23 Feb to 24 Feb
S$201
includes taxes & fees
23 Feb - 24 Feb
8.2/10 Very Good! (633 reviews)
Enjoyable visit!
"Staff welcoming and attentive. All you can eat buffet breakfast and all other food good."

Reviewed on 5 Feb,2025

Heights Hotel
The Aqua
The Aqua
3 out of 5
Castletown, Portland, England
The price is S$167 per night from 6 Mar to 7 Mar
S$167
includes taxes & fees
6 Mar - 7 Mar
7.8/10 Good! (180 reviews)
"Excellent breakfast, room was spotless. Team friendly and helpful"

Reviewed on 9 Aug,2024

The Aqua
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$135 per night from 23 Feb to 24 Feb
S$135
includes taxes & fees
23 Feb - 24 Feb
8.2/10 Very Good! (999 reviews)
Comfortable
"We only stayed one night as we were visiting friends in Weymouth. We didn’t eat at the hotel , just slept one night. Very comfortable stay."

Reviewed on 9 Feb,2025

Best Western Weymouth Hotel Rembrandt
See all 1,715 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$1,847 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 waterfront or simply savour its lively bars.

Portland Harbour

What to do in Portland

Wow!

CRUISE SHIP SPECIAL- JEEP SAFARI - PRIVATE GUIDED TOUR (6 Hours)

S$1,600
per traveller
CRUISE SHIP SPECIAL- JEEP SAFARI - PRIVATE GUIDED TOUR (6 Hours)
CRUISE SHIP SPECIAL- JEEP SAFARI - PRIVATE GUIDED TOUR

CRUISE SHIP SPECIAL- JEEP SAFARI - PRIVATE GUIDED TOUR (8 Hours)

S$1,929
per traveller
CRUISE SHIP SPECIAL- JEEP SAFARI - PRIVATE GUIDED TOUR (8 Hours)
Half-Day Guided E-Bike Tour Portland with Lunch

Half-Day Guided E-Bike Tour Portland with Brunch

S$218
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Portland