Holidays in Portland

Holidays in Portland

2 travellers
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£212 - £363£363 - £513£513 - £664£664 - £815£815+ 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
Raleigh-Durham
Meals not included
3 nights + flight
£237
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
£301
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me - Portland - Bar
Aloft Portland, Me
8.4 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£274
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel - Portland - Bedroom
The Weldon Hotel
9.5 Wonderful
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£339
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
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£297
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
Raleigh-Durham
Meals not included
3 nights + flight
£228
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
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£242
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
Air conditioning
Orlando
Breakfast
3 nights + flight
£408
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
Raleigh-Durham
Meals not included
3 nights + flight
£226
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
£264
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
Chicago O'Hare Intl
Meals not included
3 nights + flight
£289
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
Raleigh-Durham
Breakfast
3 nights + flight
£260
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel - Portland - Patio
Portland Harbor Hotel
8.5 Very Good
Free Wi-Fi
Pet-friendly
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
£344
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
£263
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
Chicago O'Hare Intl
Meals not included
3 nights + flight
£212
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
Chicago O'Hare Intl
Breakfast
3 nights + flight
£289

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 £623; Family holiday £626; Romantic holiday £658; Luxury holiday £658; Budget holiday £536.

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)£623
Family holiday (Flight+Hotel)£626
Romantic holiday (Flight+Hotel)£658
Luxury holiday (Flight+Hotel)£658
Budget holiday (Flight+Hotel)£536