Portland hotels

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Booking Insights
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Latest Portland Hotel Deals

MOST POPULARPort Antonio
3 stars from $106
4+ stars from $100
Long Bay
3+ stars from $183
Fairy Hill
3+ stars from $168
Boston
5+ stars from $93

Best Portland hotels

Jamaica Palace Hotel - Port Antonio - Living room
Jamaica Palace Hotel
Port Antonio, Jamaica
8.4Very Good(267)
Parking
Free Wi-Fi
Pool
$284+
Check availability
Geejam - Port Antonio - Living room
Geejam
Port Antonio, Jamaica
8.8Very Good(104)
Parking
Free Wi-Fi
Pool
Spa
$850+
Check availability
Lf Jungle Retreat - Port Antonio - Bedroom
Lf Jungle Retreat
Port Antonio, Jamaica
8.7Very Good(58)
Parking
Free Wi-Fi
Pool
Pet friendly
$249+
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Great Huts - Port Antonio - Pool
Great Huts
Port Antonio, Jamaica
8.3Very Good(330)
Free Wi-Fi
$346+
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Tropical Lagoon Resort - Port Antonio - Pool
Tropical Lagoon Resort
Port Antonio, Jamaica
5.3Fair(64)
Parking
Free Wi-Fi
Pool
$206+
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Hotel Tim Bamboo - Port Antonio - Living room
Hotel Tim Bamboo
Port Antonio, Jamaica
6.2Okay(331)
Parking
Free Wi-Fi
$251+
Check availability
Polish Princess Guest House - Fairy Hill - Patio
Polish Princess Guest House
Fairy Hill, Jamaica
9.5Wonderful(332)
Parking
Free Wi-Fi
$173+
Check availability
The Trident Hotel - Port Antonio - Building
The Trident Hotel
Port Antonio, Jamaica
9.5Wonderful(56)
Parking
Free Wi-Fi
Pool
Spa
$1,655+
Check availability
Goblin Hill Villas at San San - Port Antonio - Living room
Goblin Hill Villas at San San
Port Antonio, Jamaica
8.3Very Good(142)
Parking
Free Wi-Fi
$571+
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Jamaica Colors Eco-Retreat Hotel and Spa - Port Antonio - Balcony
Jamaica Colors Eco-Retreat Hotel and Spa
Port Antonio, Jamaica
8.5Very Good(38)
Parking
Free Wi-Fi
Pool
$202+
Check availability
All Nations Guest House - Fairy Hill - Balcony
All Nations Guest House
Fairy Hill, Jamaica
8.2Very Good(546)
Parking
Free Wi-Fi
Pool
$223+
Check availability
Inn The Town - Port Antonio - Bedroom
Inn The Town
Port Antonio, Jamaica
8.7Very Good(175)
Apartment
Parking
Free Wi-Fi
$237+
Check availability
Booking Insights

KAYAK’s insights for hotels in Portland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Portland with confidence.

Which month has the cheapest hotel rates in Portland?

Hotels are cheapest in Portland in August, with average rates of $216. In comparison, February is the most expensive month, with prices at $746.

What is the cheapest day of the week to book a hotel in Portland?

Monday offers the lowest rates in Portland, with an average nightly price of $238. The highest prices are found on Friday, with average rates at $665.

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How much is a Portland hotel?

Here are our most popular & best value hotels

Good to know

Average price (weeknight)

$261

Average price (weekend night)

$739
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Where to stay in Portland?

Our map will help you find the perfect place to stay in Portland by showing you the exact location of each hotel.

Everything you need to know for your stay in Portland