Portland Holidays

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Portland Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Three Falcons Hotel
Hotel Riu Plaza London Victoria
THE KNIGHT OF NOTTINGHILL
Cleveland Residences Russell Square
Page8, Page Hotels

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$236 per night from 1 Apr to 2 Apr
S$236
includes taxes & fees
1 Apr - 2 Apr
8.2/10 Very Good! (636 reviews)
"Very nice hotel with excellent view Breakfast was good friendly staff have been here many times would recommend"

Reviewed on 17 Mar,2025

Heights Hotel
The Aqua
The Aqua
3 out of 5
Castletown, Portland, England
Fully refundableReserve now, pay when you stay
The price is S$198 per night from 13 Apr to 14 Apr
S$198
includes taxes & fees
13 Apr - 14 Apr
7.8/10 Good! (182 reviews)
"Were very wel oming"

Reviewed on 26 Mar,2025

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$155 per night from 3 Apr to 4 Apr
S$155
includes taxes & fees
3 Apr - 4 Apr
8.2/10 Very Good! (1,001 reviews)
"Good with no problems ."

Reviewed on 25 Mar,2025

Best Western Weymouth Hotel Rembrandt
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$1,529 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

What to do 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.