Holidays in Portland

Holidays in Portland

2 travellers
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Cheap Portland package deals

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£249 - £519£519 - £789£789 - £1,059£1,059 - £1,329£1,329+ per night

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Most popular Portland flight and hotel deals

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Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland - Portland - Lounge
Ramada Plaza Portland
7.4 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
£285
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
£467
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
£370
Courtyard by Marriott Portland Downtown/Waterfront - Portland - Front desk
Courtyard by Marriott Portland Downtown/Waterfront - Portland - Front desk
Courtyard by Marriott Portland Downtown/Waterfront
7.8 Good
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£463
Hyatt Place Portland Old Port - Portland - Bar
Hyatt Place Portland Old Port - Portland - Bar
Hyatt Place Portland Old Port
8.5 Very Good
Airport shuttle
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£441
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
£540
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
£438
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
£363
Motel 6 Portland Me - Portland
Motel 6 Portland Me - Portland
Motel 6 Portland Me
5 Fair
Free Wi-Fi
Pet-friendly
Air conditioning
New York LaGuardia
Meals not included
3 nights + flight
£248
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland - Portland - Lobby
DoubleTree by Hilton Portland
7.6 Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
£326
Fireside Inn & Suites - Portland - Bedroom
Fireside Inn & Suites - Portland - Bedroom
Fireside Inn & Suites
7.5 Good
Parking
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
£304
The Westin Portland Harborview - Portland - Bar
The Westin Portland Harborview - Portland - Bar
The Westin Portland Harborview
8.2 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£429
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
£368
Hampton Inn Portland Downtown - Waterfront - Portland - Building
Hampton Inn Portland Downtown - Waterfront - Portland - Building
Hampton Inn Portland Downtown - Waterfront
8.4 Very Good
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Breakfast
3 nights + flight
£462
Moxy Portland Thompson's Point - Portland - Bedroom
Moxy Portland Thompson's Point - Portland - Bedroom
Moxy Portland Thompson's Point
9.5 Wonderful
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£392
Residence Inn by Marriott Portland Downtown/Waterfront - Portland - Building
Residence Inn by Marriott Portland Downtown/Waterfront - Portland - Building
Residence Inn by Marriott Portland Downtown/Waterfront
8.8 Very Good
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
£444

Last minute holiday packages to Portland

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The Evalina Hotel - Portland
The Evalina Hotel - Portland
The Evalina Hotel
9.8 Wonderful
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£723
Residence Inn by Marriott Portland Thompson's Point - Portland - Bedroom
Residence Inn by Marriott Portland Thompson's Point - Portland - Bedroom
Residence Inn by Marriott Portland Thompson's Point
9 Wonderful
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£416

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 £117; Family holiday £269; Romantic holiday £314; Budget holiday £249.

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)£117
Family holiday (Flight+Hotel)£269
Romantic holiday (Flight+Hotel)£314
Budget holiday (Flight+Hotel)£249