What are the best hotels in Portland?

Geejam, rated with a score of 9.1 from 106 reviewers, is one of the most popular hotels in Portland. Other top stays include Jamaica Palace Hotel, with an average rating of 8.0 from 293 reviewers, and Match Resort, with a score of 7.6 from 380 reviewers.

Portland Hotels: 311 Cheap Portland Hotel Deals

Travel insights for hotels in Portland

Use these up-to-date, data-driven insights about booking a hotel in Portland including ideal times to book, pricing trends, and more.

What is the cheapest month to book a hotel in Portland?

The cheapest month to book a hotel in Portland is February (S$ 139). Conversely, the most expensive month to stay in Portland is May (S$ 2,893).

What is the cheapest day to stay in a hotel in Portland?

The cheapest day to stay in Portland is Friday (S$ 125). On the other hand, travellers can expect to pay the most on Sunday, when the average nightly price is S$ 315.

How far ahead should you book a hotel in Portland?

Save money by booking a hotel at least 59 days before your trip to Portland. The lowest price found when booking 59 days ahead was S$ 71 per night.

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Cheapest hotels in Portland, Jamaica

At the moment, these hotels offer the lowest nightly rate out of those we've come across in Portland. As prices can vary by date, change the dates if you're flexible to compare rates.

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Match Resort

31 Dolphin Bay, Port Antonio, Jamaica

2.8 km from city centre

Free Wi-Fi

Parking

S$ 90

Avg. per night

Hotels in Portland

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Travel insights for hotels in Portland

What is the cheapest month to book a hotel in Portland?

The cheapest month to book a hotel in Portland is February (S$ 139). Conversely, the most expensive month to stay in Portland is May (S$ 2,893).

What is the cheapest day to stay in a hotel in Portland?

The cheapest day to stay in Portland is Friday (S$ 125). On the other hand, travellers can expect to pay the most on Sunday, when the average nightly price is S$ 315.

How far ahead should you book a hotel in Portland?

Save money by booking a hotel at least 59 days before your trip to Portland. The lowest price found when booking 59 days ahead was S$ 71 per night.

Cheapest hotels in Portland, Jamaica

At the moment, these hotels offer the lowest nightly rate out of those we've come across in Portland. As prices can vary by date, change the dates if you're flexible to compare rates.

Where to stay in Portland

Explore different neighbourhoods and areas within Portland to find the perfect location for your stay. Map data was last updated on 28 August 2026.

Use the map to find hotels in Portland that are close to the points of interest you'll be frequenting. Clicking a property's name will unlock more information and allow you to book that particular hotel.

Facts about staying in Portland

What are the best hotels in Portland?

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