Portland Holidays
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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
The Aqua
Castletown Portland England
Fully refundableReserve now, pay when you stay
S$220
24 Aug - 25 Aug
includes taxes & fees
Heights Hotel
Yeates Road Portland England
S$258
6 Sept - 7 Sept
includes taxes & fees
Fairhaven Hotel
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
S$161
21 Sept - 22 Sept
includes taxes & fees
8.4/10 Very good! (862 reviews)
"Lovely room with a fan on when we arrived, which was great given the heat. Friendly, helpful staff and the food in the pub was good too."
Reviewed on 20 Aug, 2026
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.
Stay near popular Portland attractions
Portland Bill Lighthouse
9.2/10 (189 reviews)
Find out about the history of Portland when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its lively bars.
Photo by Dan Weston
Portland Bill
9.0/10 (88 reviews)
Commune with nature and explore the great outdoors at Portland Bill during your travels in Portland. Stroll along the area's waterfront or simply savour its lively bars.
Photo by Kye Carter
Church Ope Cove
8.4/10 (32 reviews)
Why not spend a care-free afternoon at Church Ope Cove during your travels in Portland? While you're here, you can savour the top-notch restaurants.
Portland Harbour
9.0/10 (10 reviews)
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 Castle
8.4/10 (7 reviews)
Portland Castle is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander the area's beautiful beaches or simply enjoy one of its lively bars.
Weymouth and Portland National Sailing Academy
9.2/10 (5 reviews)
Enjoy the student vibe when you visit Weymouth and Portland National Sailing Academy during your travels in Portland. Wander the area's beautiful beaches or simply enjoy one of its lively bars.
The Olympic Rings Stone Sculpture
7.4/10 (6 reviews)
You can find out about the history of Portland with a trip to The Olympic Rings Stone Sculpture. While you're here, you can savour the top-notch restaurants.
Verne High Angle Battery
8.6/10 (7 reviews)
You can learn about the history of Portland when you stop by Verne High Angle Battery. Stroll along the area's beautiful beaches or simply savour its lively bars.
What to do in Portland
Guided E-Bike Tour of the Isle of Portland, Dorset
S$222
per adult
Portland Shore Excursion: Jurassic Coast Highlights
S$112
per adult
Frequently asked questions
How much does a Portland holiday package cost?
You'll find cheap prices 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?
- 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.
- 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.
- 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.
- 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.
