Where is the best place to stay in Portland?

Users favour staying in areas like Port Antonio,. Consider this location when searching for your desired stay.

What are the best hotels in Portland?

Toga Guest House, rated with a score of 8.6 from 219 reviewers, is one of the most popular hotels in Portland. Other top stays include Geejam, with an average rating of 9.2 from 106 reviewers, and Jamaica Palace Hotel, with a score of 7.9 from 297 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 ($153). Conversely, the most expensive month to stay in Portland is May ($3,193).

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

The cheapest day to stay in Portland is Wednesday ($130). On the other hand, travellers can expect to pay the most on Sunday, when the average nightly price is $346.

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 $79 per night.

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Cheapest hotels in Portland, Jamaica

Currently, these are the lowest-priced hotels in Portland we've come across for the dates selected. If you have the flexibility, change the dates selected to compare prices.

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Match Resort

31 Dolphin Bay, Port Antonio, Jamaica

2.8 km from city centre

Free Wi-Fi

Parking

$98

Avg. per night

Hotels in Portland

Search and compare Portland hotels from hundreds of travel sites on HotelsCombined and save.

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 ($153). Conversely, the most expensive month to stay in Portland is May ($3,193).

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

The cheapest day to stay in Portland is Wednesday ($130). On the other hand, travellers can expect to pay the most on Sunday, when the average nightly price is $346.

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 $79 per night.

Cheapest hotels in Portland, Jamaica

Currently, these are the lowest-priced hotels in Portland we've come across for the dates selected. If you have the flexibility, change the dates selected to compare prices.

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 16 September 2026.

Scroll to and zoom in on the areas in Portland you plan on visiting to find nearby properties. Users can click on a hotel's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Portland

Where is the best place to stay in Portland?

What are the best hotels in Portland?

Find better results for your stay in Portland

Consider these popular 3-star hotels in Portland

Stay at one of these Portland 3-star hotels that users have found on HotelsCombined.

Popular holiday destinations in Portland

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Trending Portland hotels

These are the most popular hotels in Portland as decided by HotelsCombined users