Portland Trips (flight + hotel)

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Portland Beach Vacation

Whether you're traveling solo or with the family, it'll be easy to find rest and relaxation on your Portland vacation. 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 kilometers from the city center, is a top choice for those looking for convenience. Many people also lock in Portland vacation 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 vacation 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 vacation 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 P7,369 per night from 30 Mar to 31 Mar
P7,369
P8,843 total
includes taxes & fees
Mar 30 - Mar 31
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 Mar 17, 2025

Heights Hotel
The Aqua
The Aqua
3 out of 5
Castletown, Portland, England
Fully refundableReserve now, pay when you stay
The price is P7,072 per night from 13 Apr to 14 Apr
P7,072
P8,486 total
includes taxes & fees
Apr 13 - Apr 14
7.8/10 Good! (182 reviews)
"Were very wel oming"

Reviewed on Mar 26, 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 P5,513 per night from 3 Apr to 4 Apr
P5,513
P6,616 total
includes taxes & fees
Apr 3 - Apr 4
8.2/10 Very Good! (1,001 reviews)
"Good with no problems ."

Reviewed on Mar 25, 2025

Best Western Weymouth Hotel Rembrandt
See all 1,802 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 vacation 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 vacation 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 vacation 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-organized 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 vacation for longer.
Is it worth booking a vacation package to Portland?
Popular for its walking trails, camping and watersports, a Portland vacation 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 customize 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can personalize 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 vacation 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 vacation.
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 accommodations: Once you’ve nailed down your trip dates and duration, book the ideal Portland vacation package for you.

What to do in Portland

Half-Day Guided E-Bike Tour Portland with Lunch

Half-Day Guided E-Bike Tour Portland with Brunch

P9,557
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
From Weymouth: Durdle Door, Lulworth Cove & Corfe Castle

From Weymouth: Durdle Door, Lulworth Cove & Corfe Castle

P4,000
per adult
From Weymouth: Durdle Door, Lulworth Cove & Corfe Castle
Cerne Abbas Giant

Full Day Guided Small Group Tour of Central Dorset

P10,742
per adult
Full Day Guided Small Group Tour of Central Dorset
See all activities in Portland