Vacations in Portland

Vacations in Portland

2 travelers

KAYAK searches hundreds of travel sites at once for vacation package deals in Portland

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Portland package deals

Discover the best prices by selecting your travel dates on KAYAK.
Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$1,262 - $2,550$2,550 - $3,837$3,837 - $5,125$5,125 - $6,412$6,412+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Portland flight and hotel deals

Show all
Bay View Eco Resort & Spa - Port Antonio - Bedroom
Bay View Eco Resort & Spa - Port Antonio - Bedroom
Bay View Eco Resort & Spa
7.8 Good
Parking
Free Wi-Fi
Pool
Milan Malpensa
Breakfast
3 nights + flight
$1,426
Tropical Lagoon Resort - Port Antonio - Pool
Tropical Lagoon Resort - Port Antonio - Pool
Tropical Lagoon Resort
5.3 Fair
Parking
Free Wi-Fi
Pool
Milan Malpensa
Meals not included
3 nights + flight
$1,452
Lf Jungle Retreat - Port Antonio - Bedroom
Lf Jungle Retreat - Port Antonio - Bedroom
Lf Jungle Retreat
8.8 Very good
Manchester
Meals not included
3 nights + flight
$1,850
Tha Lagoon Spot - Port Antonio - Pool
Tha Lagoon Spot - Port Antonio - Pool
Tha Lagoon Spot
Manchester
Meals not included
3 nights + flight
$1,887
Cocosan Villa - Port Antonio - Living room
Cocosan Villa - Port Antonio - Living room
Cocosan Villa
Free Wi-Fi
Spa
Manchester
Meals not included
3 nights + flight
$6,412
Goblin Hill Villas at San San - Port Antonio - Living room
Goblin Hill Villas at San San - Port Antonio - Living room
Goblin Hill Villas at San San
8.3 Very good
Parking
Free Wi-Fi
Pool
Milan Malpensa
Meals not included
3 nights + flight
$1,544
Hotel Tim Bamboo - Port Antonio - Living room
Hotel Tim Bamboo - Port Antonio - Living room
Hotel Tim Bamboo
6.7 Okay
Free Wi-Fi
Milan Malpensa
Half board
3 nights + flight
$1,420
Serenity 2-Bed Apartment in Port Antonio Portland - Port Antonio - Living room
Serenity 2-Bed Apartment in Port Antonio Portland - Port Antonio - Living room
Serenity 2-Bed Apartment in Port Antonio Portland
7.6 Good
Free Wi-Fi
Milan Malpensa
Meals not included
3 nights + flight
$1,344
The Grand Sinopia Inn Portland - Port Antonio
The Grand Sinopia Inn Portland - Port Antonio
The Grand Sinopia Inn Portland
8 Very good
Free Wi-Fi
Manchester
Meals not included
3 nights + flight
$2,415
Moon San Villa at the Blue Lagoon - Port Antonio - Balcony
Moon San Villa at the Blue Lagoon - Port Antonio - Balcony
Moon San Villa at the Blue Lagoon
7.9 Good
Parking
Free Wi-Fi
Milan Malpensa
Breakfast
3 nights + flight
$1,449
Frenchman's Cove Resort - Port Antonio - Living room
Frenchman's Cove Resort - Port Antonio - Living room
Frenchman's Cove Resort
5.8 Fair
Parking
Free Wi-Fi
Milan Malpensa
Meals not included
3 nights + flight
$1,457
Inn The Town - Port Antonio - Bedroom
Inn The Town - Port Antonio - Bedroom
Inn The Town
8.6 Very good
Parking
Free Wi-Fi
Manchester
Meals not included
3 nights + flight
$1,949
Jamaica Palace Hotel - Port Antonio - Living room
Jamaica Palace Hotel - Port Antonio - Living room
Jamaica Palace Hotel
8.2 Very good
Parking
Free Wi-Fi
Pool
Milan Malpensa
Breakfast
3 nights + flight
$1,476
Match Resort - Port Antonio - Balcony
Match Resort - Port Antonio - Balcony
Match Resort
7.7 Good
Parking
Free Wi-Fi
Pool
Milan Malpensa
Breakfast
3 nights + flight
$1,330
Great Huts - Port Antonio - Pool
Great Huts - Port Antonio - Pool
Great Huts
8.4 Very good
Free Wi-Fi
Pool
Milan Malpensa
Breakfast
3 nights + flight
$1,502
Geejam - Port Antonio - Living room
Geejam - Port Antonio - Living room
Geejam
8.6 Very good
Parking
Free Wi-Fi
Pool
Milan Malpensa
Breakfast
3 nights + flight
$1,837

When to book a vacation in Portland

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Portland package deals

  • There are loads of types of vacations in Portland and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $800; Family vacation $780; Romantic vacation $1,665.

Where to stay in Portland

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

Everything you need to know for your vacation in Portland

Portland vacation information

Top vacation (Flight+Hotel)$800
Family vacation (Flight+Hotel)$780
Romantic vacation (Flight+Hotel)$1,665

Portland vacation: Search Portland vacation packages on KAYAK. KAYAK is a travel tool that searches Portland trips on hundreds of travel sites to help you find the Portland package that suits you best. Discover Portland deals now and book your Portland flight and hotel today.

Not what you’re looking for? Find thousands of other hotels, airfare, car rentals and package deals with KAYAK.