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+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$177 - $493$493 - $809$809 - $1,125$1,125 - $1,441$1,441+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Portland flight and hotel deals

Show all
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland
7.3 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$195
Hilton Garden Inn Portland Downtown Waterfront - Portland - Lounge
Hilton Garden Inn Portland Downtown Waterfront - Portland - Lounge
Hilton Garden Inn Portland Downtown Waterfront
8.7 Very good
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$241
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me
8.3 Very good
Free Wi-Fi
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$234
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel
9.6 Wonderful
Free Wi-Fi
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$360
AC Hotel by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotel by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotel by Marriott Portland Downtown/Waterfront, ME
8.7 Very good
Airport shuttle
Free Wi-Fi
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$279
DoubleTree by Hilton Portland - Portland - Pool
DoubleTree by Hilton Portland - Portland - Pool
DoubleTree by Hilton Portland
7.5 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$222
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay
8.3 Very good
Airport shuttle
Free Wi-Fi
Pool
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$197
Portland Regency Hotel & Spa - Portland - Living room
Portland Regency Hotel & Spa - Portland - Living room
Portland Regency Hotel & Spa
8.7 Very good
Free Wi-Fi
Pet friendly
Spa
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$283
Fireside Inn & Suites Portland - Portland - Patio
Fireside Inn & Suites Portland - Portland - Patio
Fireside Inn & Suites Portland
7.4 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$245
The Westin Portland Harborview - Portland - Bar
The Westin Portland Harborview - Portland - Bar
The Westin Portland Harborview
8.3 Very good
Free Wi-Fi
Pet friendly
Spa
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$258
Hilton Garden Inn Portland-Airport - Portland - Bar
Hilton Garden Inn Portland-Airport - Portland - Bar
Hilton Garden Inn Portland-Airport
7.9 Good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$222
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med - Portland - Bedroom
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med - Portland - Bedroom
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
7.8 Good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Breakfast
3 nights + flight
$242
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel
8.4 Very good
Free Wi-Fi
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$291
Hampton Inn Portland Downtown - Waterfront - Portland - Building
Hampton Inn Portland Downtown - Waterfront - Portland - Building
Hampton Inn Portland Downtown - Waterfront
8.3 Very good
Free Wi-Fi
Pool
Detroit Metropolitan Wayne County
Breakfast
3 nights + flight
$211
Clarion Hotel Portland Airport Me - Portland - Bedroom
Clarion Hotel Portland Airport Me - Portland - Bedroom
Clarion Hotel Portland Airport Me
7.2 Good
Pool
Pet friendly
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
$176
Residence Inn by Marriott Portland Downtown/Waterfront - Portland - Lobby
Residence Inn by Marriott Portland Downtown/Waterfront - Portland - Lobby
Residence Inn by Marriott Portland Downtown/Waterfront
8.6 Very good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Detroit Metropolitan Wayne County
Breakfast
3 nights + flight
$292

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 $383; Family vacation $362; Romantic vacation $434; Luxury vacation $450; Budget vacation $265.

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)$383
Family vacation (Flight+Hotel)$362
Romantic vacation (Flight+Hotel)$434
Luxury vacation (Flight+Hotel)$450
Budget vacation (Flight+Hotel)$265