Where is the best place to stay in Portland?

You can find several places worth visiting in Portland. Port Antonio, Long Bay, and Fairy Hill are some of the most popular amongst our users.

What are the best hotels in Portland?

Geejam, rated with a score of 8.8 from 104 reviewers, is one of the most popular hotels in Portland. Other top stays include Jamaica Palace Hotel, with an average rating of 8.2 from 273 reviewers, and The Sea Cliff Hotel Resort & Spa, with a score of 7.3 from 402 reviewers.

What is a good hotel near Trident Castle?

With a rating of 8.8/10 from 104 reviews, Geejam is a hotel close to Trident Castle that is well recommended by HotelsCombined users.

What is the cheapest city to visit in Portland?

When considering a trip to Portland, keep in mind that the 1st cheapest city, Port Antonio, offers the most budget-friendly accommodations, with an average per night cost of $472. The second cheapest city, Manchioneal, also provides an affordable option, with an average per night cost of $99.

What is the most popular city in Portland to stay in?

Port Antonio is the most popular city in Portland. Many of our users have also opted to stay in either Long Bay or Fairy Hill, which are other popular options.

Portland Hotels: 303 Cheap Portland Hotel Deals

Travel insights for hotels in Portland

Use our HotelsCombined data-powered tips to help you find your next hotel in Portland.

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

The cheapest month to book a hotel in Portland is February ($119). Conversely, the most expensive month to stay in Portland is April ($291).

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

The cheapest day to stay in Portland is Friday ($89). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $277.

How much is a hotel in Portland tonight?

Users have found prices for hotels in Portland tonight starting as low as $109, rising to an average cost of $265, based on searches in the last 72 hours. Prices start from $430 for a 4-star hotel in Portland for tonight.

How much is a Portland hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Portland this weekend for as little as $143/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $143/night. For a 4-star hotel in Portland, the cheapest rate recently found was $477/night for this weekend.

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Cheapest hotels in Portland, Jamaica

For those on a budget, these are the cheapest hotels available in Portland for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

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All Nations Guest House

Skipper Blvd, San San, Fairy Hill, Jamaica

2.6 mi from city centre

Free Wi-Fi

Parking

$75

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 ($119). Conversely, the most expensive month to stay in Portland is April ($291).

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

The cheapest day to stay in Portland is Friday ($89). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $277.

How much is a hotel in Portland tonight?

Users have found prices for hotels in Portland tonight starting as low as $109, rising to an average cost of $265, based on searches in the last 72 hours. Prices start from $430 for a 4-star hotel in Portland for tonight.

How much is a Portland hotel room this weekend?

Cheapest hotels in Portland, Jamaica

For those on a budget, these are the cheapest hotels available in Portland for the selected dates. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.

Hotel prices in Portland

Some of the best options for booking a hotel in Portland categorized by hotel class. We've highlighted the most popular properties according to our users as well as the best value within each hotel class.

4 stars +

3 stars

2 stars and under

Where to stay in Portland

Explore different neighborhoods and areas within Portland to find the perfect location for your stay. Map data was last updated on March 10, 2026.

Utilize the map to find properties close to the Portland area(s) or attractions you plan on visiting. More information on a given hotel can be accessed by clicking the hotel's name within the map.

Facts about staying in Portland

Find useful tips and insights about staying in Portland to help you make the most of your experience. FAQs were last updated on March 10, 2026.

Where is the best place to stay in Portland?

What are the best hotels in Portland?

What is a good hotel near Trident Castle?

What is the cheapest city to visit in Portland?

What is the most popular city in Portland to stay in?

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.

Consider these popular 4-star hotels in Portland

Stay at one of these Portland 4-star hotels that users have found on HotelsCombined.

Consider these popular 5-star hotels in Portland

Stay at one of these Portland 5-star hotels that users have found on HotelsCombined.

Explore these cities in Portland

Looking to explore Portland during your trip? These are other popular cities nearby that HotelsCombined users visit

Explore these popular areas

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Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

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Trending Portland hotels

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Popular vacation destinations in Portland

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