Portland Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 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

Top Flight + Hotel Deals in Portland

Price found within the past 48 hours. Click for updated prices.
Mowbray Court Hotel

Mowbray Court Hotel

3.5 out of 5
London City Centre
per person
26 Sept - 29 Sept
found 4 hours ago
Return flight included
Dublin (DUB) to London (LHR)
7.8/10 Good! (1,007 reviews)
The manager gave me a complimentary breakfast on my last morning and on my first morning I was able to go to my room as soon as I checked in - at 8 a.m.!

Reviewed on 29 Jul 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
per person
24 Sept - 28 Sept
found 9 hours ago
Return flight included
Dublin (DUB) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
Excellent all around

Reviewed on 31 Jul 2025

Hotel La Place

Hotel La Place

3.5 out of 5
London City Centre
Save 100% on your flight
per person
20 Oct - 24 Oct
found 4 hours ago
Return flight included
Shannon (SNN) to London (LHR)
8.4/10 Very Good! (449 reviews)
This hotel was very well located

Reviewed on 26 Jun 2025

Page8, Page Hotels

Page8, Page Hotels

4.5 out of 5
London City Centre
Save 100% on your flight
per person
20 Oct - 24 Oct
found 4 hours ago
Return flight included
Shannon (SNN) to London (LHR)
9.6/10 Exceptional! (1,422 reviews)
Large comfortable room for being in Europe

Reviewed on 2 Aug 2025

Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Save 100% on your flight
per person
20 Oct - 24 Oct
found 4 hours ago
Return flight included
Shannon (SNN) to London (LHR)
8.8/10 Excellent! (334 reviews)
Room was recently renovated and comfortable but a proper chair would have been appreciated. The fact that there was no space for a small desk and chair will give you a sense of the small size of the room.

Reviewed on 21 Jul 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
8.2/10 Very Good! (661 reviews)
"Gorgeous view of Lyme Bay. The perfect end point for this leg of our SW Coastal hike."

Reviewed on 24 Jul 2025

Get rates
Heights Hotel
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 €101 per night from 10 Aug to 11 Aug
€101
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (635 reviews)
"Was upgraded to a lovely sea view room. South African chap on reception very friendly and informative. Everything was great. Didn't partake of it but their continental breakfast at £4.95 seemed to represent excellent value for money. Excellent range of tea/coffee left in our room too."

Reviewed on 2 Aug 2025

Fairhaven Hotel
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 €139 per night from 17 Aug to 18 Aug
€139
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Brilliant stay, the staff were all so friendly and helpful. Great location. Lovely sized room, comfortable, large bed"

Reviewed on 28 Jul 2025

Best Western Weymouth Hotel Rembrandt
See all 1,846 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.

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

Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735

Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735

€12
per adult
Pauls Walking Tour - Sundays at 10:00am - or Group book on 07851934735
See all activities in Portland

Frequently asked questions

How much does a Portland holiday package cost?
You'll find cheap prices from €272 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.