Holidays in Portland

Holidays in Portland

2 travellers
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Cheap Portland package deals

These are the best prices for 21-24 Jun.
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£259 - £1,280£1,280 - £2,300£2,300 - £3,321£3,321 - £4,341£4,341+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Portland flight and hotel deals

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Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland
7.5 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
£315
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
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£516
Embassy Suites by Hilton Portland Maine - Portland - Restaurant
Embassy Suites by Hilton Portland Maine - Portland - Restaurant
Embassy Suites by Hilton Portland Maine
8.7 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
£473
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me
8.6 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£467
The Weldon Hotel - Portland
The Weldon Hotel - Portland
The Weldon Hotel
9.4 Wonderful
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£694
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
8.7 Very Good
Airport shuttle
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£513
Hampton Inn & Suites Portland West - Portland - Bedroom
Hampton Inn & Suites Portland West - Portland - Bedroom
Hampton Inn & Suites Portland West
8.4 Very Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
£403
Motel 6 Portland Me - Portland
Motel 6 Portland Me - Portland
Motel 6 Portland Me
5.2 Fair
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£259
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland
7.7 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
£345
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay - Portland - Pool
Holiday Inn Portland-By The Bay
8.5 Very Good
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
£446
Fireside Inn & Suites Portland - Portland
Fireside Inn & Suites Portland - Portland
Fireside Inn & Suites Portland
7.5 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
£294
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
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£427
Hilton Garden Inn Portland-Airport - Portland - Lounge
Hilton Garden Inn Portland-Airport - Portland - Lounge
Hilton Garden Inn Portland-Airport
8.2 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
£403
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
7.7 Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
£362
Portland Harbor Hotel - Portland - Bedroom
Portland Harbor Hotel - Portland - Bedroom
Portland Harbor Hotel
8.7 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£609
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
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Breakfast
3 nights + flight
£455

When to book a holiday in Portland

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

Tips for finding cheap holiday packages Portland

  • There are loads of types of holidays 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 travellers: Top holiday £137; Family holiday £274; Romantic holiday £320; Budget holiday £254.

Where to stay in Portland

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

Everything you need to know for your holiday in Portland

Portland holiday information

Top holiday (Flight+Hotel)£137
Family holiday (Flight+Hotel)£274
Romantic holiday (Flight+Hotel)£320
Budget holiday (Flight+Hotel)£254