Vacations in Portland

Vacations in Portland

2 travelers

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Cheap Portland package deals

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$342 - $472$472 - $601$601 - $730$730 - $860$860+ per night

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Most popular Portland flight and hotel deals

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Fleetwood House Bed & Breakfast - Portland - Balcony
Fleetwood House Bed & Breakfast - Portland - Balcony
Fleetwood House Bed & Breakfast
8.4 Very good
Free Wi-Fi
Pet friendly
Charleston
Meals not included
3 nights + flight
$733
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland
7.4 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Charleston
Meals not included
3 nights + flight
$367
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
Charleston
Meals not included
3 nights + flight
$429
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me
8.4 Very good
Free Wi-Fi
Pet friendly
Charleston
Meals not included
3 nights + flight
$388
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel
9.5 Wonderful
Free Wi-Fi
Pet friendly
Charleston
Meals not included
3 nights + flight
$454
AC Hotels by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotels by Marriott Portland Downtown/Waterfront, ME - Portland - Bar
AC Hotels by Marriott Portland Downtown/Waterfront, ME
8.8 Very good
Airport shuttle
Free Wi-Fi
Pet friendly
Charleston
Meals not included
3 nights + flight
$422
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay
8.4 Very good
Airport shuttle
Free Wi-Fi
Pool
Charleston
Meals not included
3 nights + flight
$364
Blind Tiger Portland - Danforth Street - Portland - Bedroom
Blind Tiger Portland - Danforth Street - Portland - Bedroom
Blind Tiger Portland - Danforth Street
8.8 Very good
Free Wi-Fi
Charleston
Breakfast
3 nights + flight
$564
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
Charleston
Meals not included
3 nights + flight
$401
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
Charleston
Meals not included
3 nights + flight
$391
Hilton Garden Inn Portland-Airport - Portland - Bar
Hilton Garden Inn Portland-Airport - Portland - Bar
Hilton Garden Inn Portland-Airport
8.1 Very good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Charleston
Meals not included
3 nights + flight
$397
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
Charleston
Breakfast
3 nights + flight
$380
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel
8.5 Very good
Free Wi-Fi
Pet friendly
Charleston
Meals not included
3 nights + flight
$467
The Francis - Portland - Building
The Francis - Portland - Building
The Francis
9 Wonderful
Parking
Free Wi-Fi
Pet friendly
Spa
Charleston
Meals not included
3 nights + flight
$641
Clarion Hotel Portland Airport Me - Portland - Bedroom
Clarion Hotel Portland Airport Me - Portland - Bedroom
Clarion Hotel Portland Airport Me
7.4 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Charleston
Meals not included
3 nights + flight
$342
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
8.7 Very good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Charleston
Breakfast
3 nights + flight
$428

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