Portland Vacations from ￥217,657
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The Latest Portland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Berjaya Eden Park London Hotel
London City Centre
￥259,322
per person
Oct 6 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to London (LHR)
6.6/10 (1,000 reviews)
Although it was a struggle to find our room, due to the way the hotel has utilised its space, our room and overall stay was fantastic. Clean, great sized room, windows that open, which kept us cool and a small seating area to relax in all made it a lovely stay. It's great for Kensington, Notting hill, Hyde park and the bus and tubes. Local shops and eating places are just around the corner, and a multiplex its ideal. Its also of the main road and quiet. I can't wait to book again, despite the weaving stairs and corridors which were great fun. Overall loved our stay.
Reviewed on Aug 11, 2026
The Drey - Kensington, Earl's Court
London City Centre
￥235,263
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
9/10 Wonderful! (586 reviews)
It was attractively modern and clean and in a great location. The front desk help was great. The air conditioning was very good too. However, the room should have had a least one chair and a small or a fold-down table, a phone to call the front desk, instructions for the safe, and an additional outlet.
Reviewed on Aug 24, 2026
Find the Best Portland Vacation Packages
Portland Beach Vacation
Get set to live out those beachy daydreams on your Portland vacation. Embark on a romantic stroll, soak up the spectacular coastal views and pick up pretty seashells on your trip to Portland. Only 0.97 kilometers from the center of town, Church Ope Cove is the place to be for many travelers. Browse our Portland vacation 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 vacation 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 vacation deals, you can see more top sights like these.
Portland Hotel Deals
The Aqua
Castletown Portland England
￥22,952
￥27,543 total
Sep 13 - Sep 14
includes taxes & fees
Heights Hotel
Yeates Road Portland England
￥26,889
￥32,267 total
Sep 6 - Sep 7
includes taxes & fees
Fairhaven Hotel
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
￥16,424
￥19,709 total
Sep 21 - Sep 22
includes taxes & fees
8.4/10 Very Good! (863 reviews)
"Staff were great, room not as the pictures would suggest unless we ended up with the only one that hadn’t been renovated."
Reviewed on Aug 24, 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 savor its lively bars.
Photo by Kye Carter
Church Ope Cove
8.4/10 (32 reviews)
Why not spend a carefree afternoon at Church Ope Cove during your travels in Portland? While you're here, you can savor 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 savor 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 collegiate 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 visit to The Olympic Rings Stone Sculpture. While you're here, you can savor the top-notch restaurants.
Verne High Angle Battery
8.6/10 (7 reviews)
You can learn about the history of Portland with a visit to Verne High Angle Battery. Stroll along the area's beautiful beaches, or simply savor its lively bars.
What to do in Portland
Guided E-Bike Tour of the Isle of Portland, Dorset
￥27,730
per adult
Portland Jurassic Coast Guided Mini Bus Excursions
￥24,957
per adult
Frequently asked questions
How much does a Portland vacation package cost?
You'll find cheap prices from ￥217,657 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?
- 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 accommodations: Once you've nailed down your trip dates and duration, book the ideal Portland vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
