Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Portland

A beach with clear turquoise water, a rocky coastline, and a small structure on a cliff.
FlightsFlightsHotelsHotels

Port Antonio

Port Antonio

Our pick of the best Portland Hotel Deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Fully refundable
The price is NZ$258 per night from 15 July to 16 July
NZ$258
15 July - 16 July
includes taxes & fees
8/10 Very good! (217 reviews)
"Beautiful property quiet and relaxing"

Reviewed on 10 July 2026

Sea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Fully refundableReserve now, pay when you stay
The price is NZ$307 per night from 10 Aug to 11 Aug
NZ$307
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very good! (328 reviews)
"I booked the hotel reading the reviews both good and bad and not sure what to expect. However, our experience was perfect. We stayed in room 30 and it was clean. The water pressure was great, the air-conditioning and everything worked fine. We had breakfast twice there and it was delicious. The facilities ..."

Reviewed on 12 July 2026

Jamaica Palace Hotel
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 16 July to 17 July
NZ$212
16 July - 17 July
includes taxes & fees
8/10 Very good! (224 reviews)
"Breakfast included is an added bonus. Accommodation is basic and no frills but you get what you pay for and all needs met"

Reviewed on 13 July 2026

Match Resort Hotel
See all 1,938 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 holiday package cost?
We make it easy to travel somewhere new, with Portland packages starting from as little as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Portland?
Combining your flight and hotel with Expedia won't just save precious time — it'll save you a tidy sum too. A Portland holiday package makes it easy to arrange the perfect trip. With more than 550 airlines worldwide to pick from, finding flights that fit your busy schedule won't be hard. Not only that, we've got over 1 000 000 hotel options globally to select from. Now that's what you call choice. No matter who you are, Expedia can show you the world.
Where should I stay in Portland?
Make sightseeing a breeze by staying someplace near Portland's terrific attractions. Boston Bay Beach and Somerset Falls are two of the best in the area.
What are the top hotels in Portland?
If it's your first visit to Portland, lock in a room at Porty Hostel or Private Norse Hill Estate, 8 Acres. Both hotels offer comfortable beds and are favourites with many travellers.
How far in advance should I book my Portland holiday?
Search Expedia to compare international flights as soon as you know your travel dates. In many cases, you can purchase a seat up to 12 months before departure. If you can't find your preferred carrier, or you've left things to the last moment, don't stress. Cheap fares to Portland occasionally appear within weeks of the date of departure.
What does an Expedia Portland travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to build your ideal Portland package. Once you've made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Portland travel package?
Find deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save a packet just by bundling your bookings. Whether you're going on a winter snow adventure or drinking cocktails on a beach, your perfect holiday is only clicks away.
Can I choose my airline with a Portland Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Portland holiday package?
Yes, you can. We understand that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Portland holiday package. You may be able to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Stay near popular Portland attractions

Three boats docked at a calm, turquoise body of water surrounded by lush greenery.

Blue Lagoon

9.2/10 (229 reviews)
A tropical paradise hidden on Jamaica's northern coast, the beauty of this lagoon shifts and changes through the day, but never fades.
See properties

What to do in Portland

Kingston Dub Club Sundays

Kingston Dub Club Sundays

NZ$115
per adult
Kingston Dub Club Sundays
displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

NZ$143
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Shared horseback riding Punta Cana Beach

Shared horseback riding Punta Cana Beach

NZ$167
per adult
Shared horseback riding Punta Cana Beach
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.